JP2006188672A - Radical formation inhibitor - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a radical inhibitor, which is used to prevent the deterioration of the quality of a composition caused by radical formation, to provide a process of inhibiting radical formation using the above inhibitor and also to provide a composition being inhibited in radical formation. <P>SOLUTION: The process of inhibiting radical formation comprises developing a radical inhibitor containing a sugar derivative of α,α-trehalose as an effective component and mixing the above inhibitor into a composition. The conventional problem of deterioration of a quality of a composition caused by radical formation is solved by providing the above composition where the radical formation is inhibited. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a novel radical production inhibitor, a radical production inhibition method and its use, and more specifically, a novel radical production inhibition containing a carbohydrate derivative of α, α-trehalose or a carbohydrate containing the same as an active ingredient. The present invention relates to a radical generation inhibiting method characterized by blending an agent, the inhibitor into a composition, and its use.

  It is well known that products mainly composed of organic compounds such as lipids, dyes and synthetic polymers cause quality deterioration and functional deterioration due to generation of strange odor, discoloration / discoloration, curing, decomposition, modification during storage. It has been. In addition, in the case of foods and drinks, pharmaceuticals, etc., the peroxide generated by radical generation denatures components other than unsaturated compounds such as proteins, peptides and / or amino acids, and further deteriorates the quality and function of the product. It is known to bring Moreover, in recent years, peroxides produced by radical generation and subsequent series of chemical reactions have damaging effects on cells and tissues, so various diseases such as skin aging, lifestyle-related diseases, inflammatory diseases, malignant neoplasms, etc. It is considered to be one of the main causes of onset and exacerbations.

  The main reactions that lead to such quality degradation, reduced function and the generation of components that are said to be harmful to human health are chemical reactions that occur in the absence of catalysts by organic compounds. That is, it can be said that an organic compound that is easily radicalized is more likely to cause the above-described quality deterioration, that is, chemical change. The easiness of radicalization is said to be closely related to whether or not there is an unsaturated bond in the molecule and the manner of its existence. Furthermore, once an organic compound radical is generated for some reason, a variety of reactions proceed in a chain between the radical and other unreacted molecules and molecular oxygen present in the vicinity, resulting in greater quality degradation. It will cause deterioration of function. Since radical generation from organic compounds is easily induced under environmental conditions that can occur on a daily basis, such as light irradiation and heating, radical generation and subsequent series of chemical reaction reactions (hereinafter referred to as this) In the specification, these reactions are collectively referred to as “radical generation”), and the chemical change of a product is a problem that can occur in a wide range of fields such as the food field, cosmetic field, pharmaceutical field, and chemical industry field. For this reason, prevention and suppression of radical generation is not only a specific field, but one of the extremely important issues in maintaining product quality and function and maintaining human health.

  At present, as a means for solving this problem, the most widely used means in each field reacts with a substance generally called a radical scavenger, that is, an already existing radical, and itself is chemically. This is a method of blending a product or its raw material with a substance that prevents or suppresses the reactivity of radicals by changing. However, there is a drawback that the radical suppressing effect by the radical scavenger does not last for a long time.

  In view of such a situation, for example, Patent Document 1 proposes a method for suppressing the production of volatile aldehydes from fatty acids by blending α, α-trehalose and / or maltitol. . However, in order to cope with the current diverse diet, even if it is continuously consumed, it does not cause a decrease in the taste, aroma, texture, etc. of the food, and it has a safe radical production inhibitory effect. Further development of a food material with excellent functionality and having a high functionality is desired.

  On the other hand, the present inventors in Patent Documents 2 to 7, the α, α-trehalose saccharide derivative and the saccharide containing the same do not cause browning of food and drink, the lipid antioxidant effect, and Although disclosed that it has a protein denaturation inhibitory effect, the substance of the suppression mechanism is still unclear, and these Patent Documents 1 to 7 include α, α-trehalose carbohydrate derivatives and sugars containing the same. There is no mention of quality inhibiting radicals from unsaturated compounds.

JP 2001-123194 A Japanese Patent Laid-Open No. 7-143876 JP-A-8-73504 Japanese Patent No. 3182679 JP 2000-228980 A International Publication WO 2004/071472 Specification International publication WO 2004/056216 specification

  The present invention relates to generation of radicals from organic compounds such as unsaturated compounds contained in the composition, generation of off-flavors, browning, fading, curing, decomposition, modification, and the like during storage of the composition due to the generation of these radicals. Furthermore, in order to suppress degradation of the quality and function of the composition due to the modification of components such as lipids, proteins, peptides, and amino acids in the composition by peroxide generated by these reactions, In order to suppress or prevent the generation of radicals (including reactions that modify and modify lipids, proteins, peptides, amino acids, etc., in which peroxides coexist), A first problem is to provide a radical generation inhibitor, and a second problem is to provide a method for suppressing radical generation of an organic compound using the radical generation inhibitor. It is an third challenge that radical containing radical production inhibitor provides a composition which is suppressed.

  In order to solve the above-mentioned problems, the present inventors have been conducting research for many years on methods for suppressing the generation of radicals using carbohydrates and methods for suppressing the denaturation of proteins and lipids. As a result, the carbohydrate derivative of α, α-trehalose or a carbohydrate containing this strongly acts on the suppression of radical generation of unsaturated compounds, and furthermore, these carbohydrates are generated by the radical generation. Newly found to suppress the modification or denaturation of various components such as lipids and proteins caused by peroxides, and established a radical production inhibitor, and established a radical production inhibition method using it, Furthermore, the present invention has been completed by establishing a composition containing a radical production inhibitor. That is, it is clarified that a carbohydrate derivative of α, α-trehalose or a carbohydrate containing it can suppress the production of radicals, and a carbohydrate derivative of α, α-trehalose or a carbohydrate containing the same is added. Establish radical generation inhibitor contained as an active ingredient and suppress radical generation before radical generation occurs or by adding the above radical generation inhibitor to a reaction system containing an organic unsaturated compound. In addition, the present invention was completed by establishing a composition in which a radical generation inhibitor was blended with foods and drinks, cosmetics, quasi drugs, pharmaceuticals, and chemical industrial products containing unsaturated compounds. It came to do.

  In the present invention, glucose is used as a constituent sugar in order to suppress the degradation of unsaturated compounds by the generation of radicals, and also to suppress the modification and denaturation of lipids and proteins due to the peroxides of unsaturated compounds. The α, α-trehalose saccharide derivative, a non-reducing saccharide, has been found to have a strong radical-inhibiting action and can be used before a radical is generated or in a reaction system containing an organic unsaturated compound. Incorporating the above-mentioned α, α-trehalose saccharide derivative or a radical generation inhibitor containing a saccharide containing this as an active ingredient suppresses radical generation of unsaturated compounds, and further occurs. It also suppresses modification and denaturation of proteins by peroxides.

  The carbohydrate derivative of α, α-trehalose used in the present invention is not limited as long as it can suppress radical generation, and α, α-trehalose carbohydrate derivative or syrup, mass kit, amorphous powder containing the same, Impregnated crystal powder, crystals, etc. can be advantageously used. Specifically, the carbohydrate derivative of α, α-trehalose is one or more sugars selected from non-reducing oligosaccharides composed of 3 or more glucoses having an α, α-trehalose structure in the molecule. And more specifically, any one selected from mono-glucose, di-glucose, tri-glucose and tetra-glucose is bound to at least one glucose of the α, α-trehalose molecule. What you did. For example, mono-glucosyl α, α-, such as α-glucosyl α, α-trehalose (also known as α-maltosyl α-glucoside) and α-isomaltosyl α-glucoside, previously disclosed by the present applicant in Patent Document 2 and the like. Di-glucosyl α such as trehalose, α-maltosyl α, α-trehalose (also known as α-maltotriosyl α-glucoside), α-maltosyl α-maltoside, α-isomaltosyl α-maltoside, α-isomaltosyl α-isomaltoside, etc. Tri-glucosyl α, α such as α-trehalose, α-maltotriosyl α, α-trehalose (also known as α-maltotetraosyl α-glucoside), α-maltosyl α-maltotrioside, α-panosyl α-maltoside -Trehalose, α-maltotetraosyl α, α-trehalose (also known as α-maltopentaosyl α- Glucoside), α-maltotriosyl α-maltotrioside, α-panosyl α-maltotrioside and other tetra-glucosyl α, α-trehalose, etc. Quality derivatives are preferred.

  These carbohydrate derivatives of α, α-trehalose may be produced by fermentation, enzymatic methods, organic synthesis methods, etc., regardless of their origin or production method. For example, the present applicant may directly produce starch or a partially hydrolyzed starch by the enzyme method disclosed in Patent Document 2, or maltotetraose-producing amylase disclosed in Patent Document 2 or The α-amylase that produces maltopentaose disclosed in Japanese Patent No. 14962 at a high rate or the maltohexaose maltoheptaose-producing amylase disclosed in Japanese Patent Application Laid-Open No. 7-236478 is used to make maltotetraose from starch. , A partial hydrolyzate of starch having an increased content of specific oligosaccharides such as maltopentaose, maltohexaose, maltoheptaose and the like, and a non-reducing saccharide-forming enzyme disclosed in Patent Document 2 acting thereon It is also optional to manufacture. It is also optional to prepare starch or a solution containing starch partial hydrolyzate and α, α-trehalose by allowing an enzyme having a glycosyl group transfer ability such as cyclodextrin glucanotransferase to act. . The reaction solution obtained by these methods should be used as it is, as a solution containing a saccharide derivative containing a saccharide derivative of α, α-trehalose, as it is or after partial purification or purification to a high purity. Furthermore, it is also possible to use a sugar alcohol obtained by hydrogenating a reducing sugar coexisting in the sugar production process. These production methods can be advantageously used industrially because a saccharide derivative of α, α-trehalose can be produced with high efficiency and low cost by using abundant and inexpensive starch as a raw material. Also, a commercially available syrup-like α, α-trehalose saccharide derivative-containing saccharide produced by the above method (trade name “Hellodex” sold by Hayashibara Shoji Co., Ltd.) The use of a saccharide obtained by converting a saccharide into its sugar alcohol (sales by Hayashibara Biochemical Laboratories, Inc., trade name “Tornale”) can also be advantageously performed.

  Among the above carbohydrate derivatives of α, α-trehalose, among others, α-glucosyl α, α-trehalose, α-maltosyl α, α-trehalose, α-maltotriosyl α, α-trehalose and α-maltotetrao A carbohydrate having a trehalose structure at the end of the molecule, such as syl α, α-trehalose, has a strong radical-inhibiting action and can be advantageously used in the present invention. As an example of this carbohydrate, α-maltosyl α, α-trehalose disclosed in Patent Document 2 is contained as a main component, and in addition, α-glucosyl α, α-trehalose, α-maltotriosyl α, α -A saccharide containing one or more selected from trehalose and α-glycosyl α-glucose is desirable, and in particular, α-maltosyl α, α-trehalose is about 5% by mass (hereinafter referred to as “anhydride”). In the present specification, unless otherwise specified, “mass%” is simply expressed as “%”.) More preferably, a carbohydrate containing about 10% or more, more preferably about 30% or more is desirable. In addition, the radical production inhibitor of the present invention is characterized in that any two or more of α, α-trehalose saccharide derivatives and at least α, α-trehalose saccharide are used from the viewpoint of the strength of the radical production inhibitory action. Carbohydrates containing 5% or more each in terms of anhydride are more preferable than those containing only one of them relative to the total amount of the derivative.

  In addition, when the composition using the radical production inhibitor of the present invention contains a substance having an amino group in the molecule such as an amino acid, when reducing sugars such as glucose are mixed, it is caused by a Maillard reaction or the like. Since it is anticipated that deterioration of the quality of the active ingredient in the composition and / or the composition itself will be a particular problem, a carbohydrate derivative of α, α-trehalose is used as the radical production inhibitor of the present invention. % Or more, preferably 99% or more, more preferably 99.5% or more, or reducing carbohydrates coexisting with carbohydrate derivatives of α, α-trehalose to reduce the reducing properties. Those are preferred. In addition, since the saccharide derivatives of α, α-trehalose are stable saccharides, as long as the quality of the composition using the radical production inhibitor of the present invention is not deteriorated, in addition to the radical scavenger, the dispersibility can be improved. Depending on the purpose such as increasing or increasing the amount, reducing carbohydrates, non-reducing carbohydrates other than carbohydrate derivatives of α, α-trehalose, molasses, sugar alcohols, mucopolysaccharides such as hyaluronic acid and chondroitin 1 type or 2 or more types selected from water-soluble polysaccharides, inorganic salts, nucleic acid-related substances such as adenosine monophosphate (AMP), emulsifiers, ingredients derived from animals and plants, antioxidants and substances having a chelating action Use in combination is also optional. Furthermore, if necessary, it is optional to use known amounts of coloring agents, flavoring agents, preservatives, stabilizers and the like in appropriate amounts.

  Examples of the non-reducing saccharide used in combination with the radical production inhibitor of the present invention include trehalose (α, α-trehalose, α, β-trehalose or one or a combination of two or more of β, β-trehalose) and The cyclic tetrasaccharides described in International Publication WO 02/10361 or Japanese Patent Application Laid-Open No. 2005-95148 (Japanese Patent Application No. 2004-174880) and the like by the same patent applicant are also available as sugar alcohols. Tolls are desirable because they all have excellent radical production inhibitory effects, lipid degradation inhibitory effects, and aldehydes production inhibitory effects from lipids. Among them, α, α-trehalose and cyclic tetrasaccharides have these effects. It is particularly desirable because it is very expensive.

  By using the radical generation inhibitor of the present invention in combination with an antioxidant method usually used in each field of use, radical generation can be more efficiently suppressed than when used alone. Examples of the antioxidant method include chelating metals such as antioxidants, oxygen scavengers, radical scavengers, carboxylic acids, oxycarboxylic acids, aminocarboxylic acids, phosphonic acids, aminophosphonic acids, polyphosphoric acids and salts thereof. In combination with an agent, the composition containing the radical generation inhibitor of the present invention is sealed in a capsule, coated, stored in a sealed container, sealed with an inert gas, etc., to block contact with oxygen, and Can be used by appropriately combining one or more methods selected from light-shielding and low-temperature storage.

The radical scavenger referred to in the present invention may be any compound as long as it is a compound used for efficiently capturing and erasing radicals and active oxygen generated during the reaction, and one kind is used depending on the use of the radical production inhibitor. Two or more kinds are appropriately selected. For example, ascorbic acid, ascorbic acid derivatives such as ascorbic acid 2-glucoside, vitamin B ₂ , vitamin B ₂ derivatives, vitamin Ps such as hesperidin, rutin, naringin, quercetin or sugar-transferred hesperidin, sugar-transferred rutin, sugar-transferred naringin, Vitamins such as derivatives of vitamin P including sugar transfer quercetin, ubiquinones / hydroquinones / resorcinols including coenzyme Q10 (CoQ10) and derivatives thereof, β-carotene, α-carotene, lutein, lycopene, astaxanthin Carotenoids such as catechin, epigallocatechin, epigallocatechin gallate, flavangenol, anthocyanidin, proanthocyanidin, tannin, chlorogenic acid, ellagic acid, phenolic acid, astaki Flavonoids such as polyphenols including santin, derivatives including these glycosides, dibutylhydroxytoluene, propyl gallate, diphenylpicrylhydrazyl, galvinoxyl, hydroquinone, hydroquinone derivatives, thiotaurine, eye extract, Achacha extract, Amamo extract, Turmeric extract, Ages extract, Ogon extract, Hypericum extract, Gobaishi extract, Genpoku extract, Comfrey extract, Salamander extract, Perilla extract, Peonies extract, Cha extract, Clove extract, Biwa extract, Button extract, Maronnier extract, Plants that contain flavonoids and terpenes, including yukinoshita extract, rooibos extract, rosemary extract, chlorella extract, donariella extract Examples include kisses (including propolis extract), litchi extract, and kakukaku litchi extract. Among the unsaturated compounds, for example, terpenes represented by vitamin A, vitamin E, and derivatives thereof A compound having radical scavenging ability such as an unsaturated fatty acid typified by catechol, docosapentaenoic acid, docosahexaenoic acid and the like can be used as appropriate depending on the application.

  In addition, the carbohydrate derivative of α, α-trehalose effectively masks the unpleasant taste and unpleasant odor such as the bitterness, astringency and raw odor of the radical scavenger. Because it suppresses browning and discoloration due to oxidation, Maillard reaction, etc., even when used together with radical scavengers, high-quality food and drink that suppresses unpleasant taste and unpleasant odor derived from it, and also suppresses coloring and discoloration, Pharmaceuticals, quasi drugs, etc. can be manufactured. In this case, the amount of radical scavenger added is not particularly limited, and is usually preferably about 0.001 to 20%, and particularly preferably 0.01 to 10% of the composition. The amount of the α, α-trehalose saccharide derivative added is not particularly limited as long as it does not affect the physical properties and quality of the target composition. For example, a composition having no sweetness such as a tea beverage In the case of products, an amount of about 5% or less of the composition is desirable. In this case, α, α-trehalose, cyclic tetrasaccharides described in WO 02/10361 and JP-A-2005-95148 (Japanese Patent Application No. 2004-174880), L-ascorbic acid 2- By using any one or more selected from glucoside in combination, the effect of suppressing the unpleasant taste and / or unpleasant odor of these substances is further enhanced, and the unpleasant taste and / or unpleasant odor of the radical scavenger is reduced. It can be effectively reduced.

  In the present invention, the inclusion of a saccharide derivative of α, α-trehalose or a radical production inhibitor containing a saccharide containing the same so that the component and other components can be in direct contact with each other. Depending on the purpose of use, an appropriate process from the raw material stage to the product stage, or an existing product, for example, mixing, kneading, dissolving, melting, dispersing, suspending, emulsifying, immersing , Impregnation, spraying, coating, coating, spraying, pouring, crystallization, solidification, reverse micelle formation, etc. means that one or two or more methods are appropriately combined and brought into contact under normal pressure conditions. Under the high pressure condition, the reduced pressure condition, and the supercritical fluid is optionally used under the supercritical condition. Moreover, there is no restriction | limiting in particular in the form of the carbohydrate derivative of (alpha), (alpha) -trehalose used by this invention, or the carbohydrate containing this, For example, a syrup, a mass kit, a paste, a solid substance, a powder, a crystal | crystallization, a granule Any of tablet, tablet, etc. may be used as it is, or mixed with a bulking agent, excipient, binder, etc. as necessary to form various shapes such as granules, spheres, short bars, plates, cubes, tablets, etc. It is also optional to use it after molding.

  The amount of the saccharide derivative of α, α-trehalose or the saccharide containing it in the composition may be an amount that can exhibit the radical generation inhibitory effect of the unsaturated compound contained in the composition. Although there is no particular limitation, normally, a composition containing an unsaturated compound, α, α-trehalose saccharide derivative, or saccharide containing this is about 0.01 in terms of an anhydride. % Or more and less than about 99.9%, and more preferably, about 1.0% or more and less than about 90% is contained as uniformly as possible. Usually, if it is less than 0.01%, it is insufficient for effectively suppressing radical generation of unsaturated compounds.

  The unsaturated compound referred to in the present invention is a carbon-carbon unsaturated bond (hereinafter simply referred to as “unsaturated bond”), that is, a hydrocarbon having a double bond or a triple bond, as well as such a compound. Derivatives in which hydrogen atoms in hydrocarbons are substituted with other elements or groups, including compounds belonging to fatty acids, alcohols, simple lipids, complex lipids, terpenes, synthetic polymers, vinyls, etc. be able to. In addition, it includes substances that generate unsaturated bonds that cause radical generation by modification and decomposition due to physical factors such as light including ultraviolet rays, heat, radiation, and pressure.

  The fatty acids referred to in the present invention means a chain compound having one or two carboxyl groups and having a branched structure, a cyclic structure and / or a hydroxyl group, and salts thereof. Specific examples include monoene type fatty acids (having one double bond) such as oleic acid, palmitoleic acid, nervonic acid, tuzuic acid, tough acid, vaccenic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid. , Acetylenes such as polyene type fatty acids (having two or more double bonds) such as docosapentaenoic acid, docosahexaenoic acid, prostaglandin, thromboxane, leukotriene, lilylic acid, xymenic acid, erythrogenic acid, crepenic acid, mycomycin Type fatty acids (having one or more triple bonds), polyene dicarboxylic acid type fatty acids such as muconic acid (having two or more double bonds and two carboxyl groups), and the like.

  The alcohol means a compound in which a hydrogen atom of a chain hydrocarbon is substituted with a hydroxyl group, and includes a monohydric alcohol having one hydroxyl group and a polyhydric alcohol having two or more hydroxyl groups. A specific example is oleyl alcohol.

  Simple lipids mean organic compounds whose constituent atoms consist of carbon atoms, hydrogen atoms, and oxygen atoms, and that have a hydrocarbon chain corresponding to a fatty acid compound in the molecule. Typical examples include fatty acid compounds. And dehydration condensates (esters) of alcohol compounds and their equivalents. Specifically, decyl oleate and octyldodecyl oleate in which the alcohol part is a monohydric alcohol, propylene glycol dioleate in which the alcohol part is propylene glycol, the alcohol part is glycerol, and the fatty acid part is as exemplified above Unsaturated fatty acids, monoacylglycerol, diacylglycerol and triacylglycerol containing one, two or three fatty acid moieties in one molecule (sometimes these three are collectively referred to as “neutral fat”) ), A polyglycerin fatty acid ester in which the alcohol part is a glycerin polymer, and the fatty acid part is an unsaturated fatty acid as exemplified above, the alcohol part is sucrose (sucrose fatty acid ester), sucrose monooleate, Sucrose monolinoleate and sucrose di Reato and the like. In addition, what is usually called “oil and fat” is a composition containing an oil-soluble substance mainly composed of triacylglycerol, and the fat and oil further includes “fatty oil” that is liquid at room temperature and “fat” of an individual at room temperature. Since these normally contain unsaturated compounds, they can of course be the subject of the present invention.

  Complex lipids have a hydrocarbon chain corresponding to a fatty acid compound in the same molecule as the simple lipids defined above, but in addition to carbon atoms, hydrogen atoms and oxygen atoms as constituent atoms, phosphorus atoms and nitrogen An organic compound containing atoms and the like is meant. In general, complex glycolipids are roughly classified into four types of glycerophospholipids, glyceroglycolipids, sphingophospholipids, and glycosphingolipids. Further, in the present invention, these derivatives and partial degradation products such as ceramide are also complex lipids. Is included. As specific examples, glycerophospholipids include lecithin (phosphatidylcholine), phosphatidylethanolamine, phosphatidylinositol, and glyceroglycolipids include sugar residues such as one or more glucosyl groups and galactosyl groups in the molecule. As the sphingophospholipid, sphingomyelin and the like, and as the sphingoglycolipid, cerebroside, ceramide and the like can be mentioned.

Terpenes mean organic compounds having isoprene represented by the chemical formula CH ₂ ═C (CH ₃ ) CH═CH ₂ as structural units, and those having a chain structure and those having a cyclic structure. In the present invention, a complex terpene partially containing an isoprene structure is also included in the terpenes. Specific examples include monoterpenes, diterpenes, triterpenes, squalene, tetraterpenes, carotenoids, and other complex terpenes such as α-carotene, β-carotene, astaxanthin, canthaxanthin, abscisic acid, vitamin A, and vitamin E. .

  Synthetic polymers mean high-molecular substances synthesized organically, and are roughly classified into synthetic rubbers, thermosetting resins, and thermoplastic resins. Since many synthetic rubbers have unsaturated bonds, they are effective targets of the present invention. Specific examples include isoprene rubber, butadiene rubber, styrene-butadiene rubber, nitrile rubber, and nitrile-isoprene rubber. . Examples of thermosetting resins include unsaturated polyester resins, diallyl phthalate resins, epoxy resins, furan resins, melamine resins, phenol resins, etc., and thermoplastic resins include vinyl chloride resins, vinylidene chloride resins, vinyl acetate. Examples thereof include resins, ABS resins, polyethylene, polystyrene, polypropylene, nylon, acetal resins, acrylic resins, fluororesins, cellulose acetates, polycarbonates, methylpentene resins, ethylene vinyl acetate resins, polyurethane resins, and polyester elastomers.

Vinyl means an organic compound having a vinyl group represented by the chemical formula CH ₂ ═CH—, a vinylidene group represented by the chemical formula CH ₂ ═C═ or a vinylene group represented by the chemical formula —CH═CH—. . Specific examples include olefin hydrocarbons such as ethylene, propylene, butylene and isobutylene, polyene hydrocarbons such as butadiene and isoprene, acid vinyl esters such as vinyl acetate and vinyl laurate, acrylic acid such as methyl acrylate and ethyl acrylate. Esters, methacrylates such as methyl methacrylate and ethyl methacrylate, vinyl ethers such as lauryl vinyl ether, vinyl chloride, vinylidene chloride, styrene, acrylonitrile, acrylamide, maleic acid, vitamin D, vitamin K, and the same patent application The styryl dye disclosed in Japanese Patent No. 3232512, the indolenine-based pentamethine cyanine dye disclosed in International Publication WO 01/040382 by the same patent applicant, Trimethine cyanine dye disclosed in Japanese Patent Application Laid-Open No. 2002-212454 by the applicant, International publication WO 01/062853 by the same patent applicant, International publication by the same patent applicant The dimethine styryl dye disclosed in WO 01/019923, the styryl dye disclosed in JP 2001-32179 A by the same patent applicant, and the JP 2001-323179 A by the same patent applicant. Asymmetric indolenine pentamethine cyanine dye, asymmetric trimethine cyanine dye disclosed in the international patent application WO 00/061687 by the same patent applicant, cosmetic raw material standards 2nd edition commentary I ”(published by Yakuji Nippo Inc. in 1984) It is to have photosensitizer No. 101 (aka Puratonin), No. photosensitizer 201 (aka Pionin), No. photosensitizer 301 (aka Takanaru), and the like photosensitizer No. 401 (aka Ruminekisu).

  The radical generation referred to in the present invention is not limited to a specific cause. For example, unsaturated compounds can generally be radicalized by light irradiation or heating in the absence of a catalyst, by the action of an appropriate catalyst such as a metal catalyst, and by the action of other radicals such as active oxygen. Are known.

  The radical generation inhibitor of the present invention is a field in which an unsaturated compound or a composition containing an unsaturated compound is used as a raw material, additive, product, etc., and various chemical substances that are required to avoid chemical changes in the unsaturated compound. Fields such as food and drink, agriculture, forestry and fisheries (including feed such as feed, feed and pet food, poultry, pets, farmed fish, cultured shellfish, etc.), cosmetics, quasi-drugs, pharmaceuticals Fields, daily necessities, chemical industry, dyes, paints, coatings, building materials, fragrances, chemicals, synthetic fibers, dyes, photosensitive dyes, optical recording media, and these fields It is useful in a very wide range of fields such as the raw materials used or the manufacturing field of additives.

  The radical production inhibitor of the present invention suppresses radical production in the composition by blending it into the composition, and thus is generated, such as lipid peroxide, dione and aldehyde production inhibition, methionine, cysteine, thiotaurine, etc. Suppresses the generation of sulfides caused by the decomposition of sulfur-containing amino acids, browning due to the Maillard reaction that reacts with amino acids and peptides, etc., suppresses the occurrence of unpleasant taste and unpleasant odor derived from these reactions, coloring and browning The quality of the composition can be stably maintained for a long period of time by suppressing the deterioration of the fragrance and the pigment. In addition, maintaining the freshness of vegetables, cut flowers, etc., and maintaining the quality of these foods and drinks for a long period of time when they are stored frozen or chilled, chilled, at room temperature, or warmed. Can be held.

  Therefore, in the field of food and drink, the radical production inhibitor of the present invention occupies most of the composition containing a protein together with a lipid that is an unsaturated compound, and therefore suppresses radical production from the lipid. As a result, lipid peroxide resulting from radical generation can suppress the process of modifying and denaturing proteins, colorants, fragrances, etc., so food and drink as protein denaturation inhibitors, colorants and fragrance stabilizers, etc. It can be used very advantageously for maintaining the flavor (quality) of the food. In addition, it is effective to modify or denature functional molecules such as enzymes, nucleic acid-related substances, and lipids present in tissues and tissues by peroxides even when eating foods and drinks containing peroxides. Can be suppressed.

  Further, the radical production inhibitor of the present invention suppresses radical production from fatty acids induced by light or the like at the site when it is blended in a skin external preparation such as cosmetics and applied to the scalp or skin. Skin aging, generation of wrinkles and small wrinkles, spots and freckles, body odor generation, lipid peroxide-induced inflammation, acne generation and exacerbation, cosmetics and other external preparations for skin It is effective in suppressing irritation and inflammation during use, and itching caused by them. When the radical production inhibitor of the present invention is used for the purpose of preventing skin aging, anti-wrinkle / small wrinkles, anti-spots / sobacus, body odor control, anti-acne, anti-inflammatory, anti-aging, etc. It is desirable to blend so as to be about 0.01 to 30% of the total mass of the raw materials. In particular, the radical scavenger, triclosan, trichlorocarbanilide, benzalkonium chloride, benzethonium chloride, chlorhexidine hydrochloride, chlorhexidine gluconate, halocarban, isopropylmethylphenol, photosensitizers, glycyrrhizic acid and its derivatives, Anti-inflammatory agents such as allantoin and ε-aminocaproic acid, keratolytic agents such as sulfur and salicylic acid, aluminum hydroxychloride, aluminum chloride, potassium aluminum sulfate, aluminum sulfate, aluminum acetate, allantoin chlorohydroaluminum, aluminum zirconium chlorohydrate, p -Astringents such as zinc phenolsulfonate, plant extracts containing flavonoids, zinc oxide composites, hydroxyapatite, etc. Odor components, masking agents such as fragrances, aminotrimethylphosphonic acid, β-alanine diacetic acid, phytic acid, citric acid and other oxycarboxylic acids and their salts, cyclodextrin, cyclohexanediaminetetraacetic acid, diethylenetriaminepentamethylenephosphonic acid , Diethanolamine N-acetic acid, ethylenediaminetetraacetic acid sodium salt, calcium disodium salt or diammonium salt and triethanolamine salt, etidronic acid, galactanic acid, hydroxyethyl-ethylenediaminetetraacetic acid and trisodium salt, succinic acid , Gluconic acid, glucuronic acid, nitrilotriacetic acid and its trisodium salt, pentetate, phytic acid, ribbon acid, diammonium citrate, disodium azacycloheptane diphosphonate, dinaturo pyrophosphate , Hydroxypropylcyclodextrin, methylcyclodextrin, pentapotassium triphosphate, pentasodium aminotrimethylenephosphonate, pentasodium ethylenediaminetetramethylenephosphonate, pentasodium pentateate, pentasodium triphosphate, potassium citrate, chitosan methylenephosphone Sodium phosphate, sodium hexametaphosphate, sodium metaphosphate, potassium polyphosphate, sodium polyphosphate, sodium trimetaphosphate, dihydroxyethyl glycine, sodium dihydroxyethyl glycinate, potassium gluconate, sodium gluconate, sodium glucopeptate, glyceres -1-Sodium glycereth-1 poly phosphate), tetrapotassium pyrophosphate, triethanolamine polyphosphate, tetrasodium pyrophosphate, trisodium phosphate, potassium triphosphonomethylamine oxide, sodium metasilicate, sodium phytate, sodium polydimethylglycinophenolsulfonate, tetrahydroxy Ethylethylenediamine, tetrahydroxypropylethylenediamine, etidronate tetrapotassium, etidronate tetrasodium, imino disuccinate tetrasodium, ethylenediamine disuccinate trisodium, ethanolamine N, N-diacetic acid, disodium acetate, dimercaprol, deferoxamine , Zirox, ascorbic acid 2-glucoside and other chelating agents and any one or more selected from flavonoids It is also advantageous to enhance the action of the radical generation inhibitor of the present invention, such as anti-aging of skin, anti-wrinkle / small wrinkle, anti-spot / freckle, body odor control, anti-acne, anti-inflammation, etc. Can be implemented.

  In addition to the above components, the radical generation inhibitor of the present invention is, for example, a substance having a blood circulation promoting action disclosed in Patent Document 7 or the like by the same applicant, as long as the effect thereof is not hindered, an anti-inflammatory action A substance having an antibacterial action, a substance having an anti-acne action, a substance having a moisturizing action, a substance having an anti-skin roughening action, a substance having a whitening action, a substance having an ultraviolet absorbing action, a substance having an ultraviolet scattering action, Substance with astringent action, substance with refreshing action, substance with anti-wrinkle action, substance with anti-oxidation action, substance with cell activation action, substance with anti-aging activity, substance with anti-wrinkle action, odor control action Substances with hair growth, substances with hair-growth activity, substances with hair growth activity, substances with anti-dandruff action, substances with an action of promoting percutaneous absorption, and other skin external applications In conjunction with any one or more selected from materials which can be used in known substances and other skin external preparation used in it can be arbitrarily used as a cosmetic and external preparation for skin. The dosage form may be any conventionally known form, for example, cosmetics for cleaning such as cosmetic soap, transparent soap, facial cleanser, shampoo, rinse, cream, milky lotion, lotion, cosmetic oil. , Basic cosmetics such as packs, foundations, lipsticks, funny, eye shadows, eyeliners, mascara, cheeks, eyebrow make-up cosmetics, tanning / sunscreen cosmetics, permanent liquids, hair cosmetics such as hair set, menstruation Skin care products such as products and toiletries, kitchen detergents, deodorants, and other goods, socks, stockings, underwear, sheets, towels, towels, towels, towels, towels, non-woven fabrics, tissue paper, wet Can be used as tissue, toilet paper, disposable diapers, chemical cloths, dust bags, pet bedding, etc. . The cosmetic can be used in various forms such as a lump, pencil, stick, emulsion, cream, solution, powder, gel, mousse, spray, aerosol, and roll-on.

  Furthermore, the radical production inhibitor of the present invention can be advantageously applied as a stabilizer for various physiologically active substances that easily lose their activity or the like, or health foods, cosmetics, quasi drugs, and pharmaceuticals containing the same. For example, interferon-α, interferon-β, interferon-γ, tsumore necrosis factor-α, tsumoa necrosis factor-β, macrophage migration inhibitory factor, colony-stimulating factor, transfer factor, interleukin-containing liquids And interleukin-containing liquid, insulin, growth hormone, prolactin, erythropoietin, egg cell stimulating hormone, placental hormone-containing liquid, BCG vaccine, Japanese encephalitis vaccine, measles vaccine, polio vaccine, seedling, tetanus toxoid, hub antitoxin, Liquid containing biological products such as human immunoglobulin, phycocyanin, chromoprotein including phycoerythrin, lipase, elastase, urokinase, protease, β-amyl , Isoamylase, glucanase, lactase, antibodies, and inhibit the denaturation of peptides or proteins such as enzymes and blood components such as the complement system, their physiological activity can be stably maintained. The radical production inhibitor of the present invention can also be advantageously used for the production of high-quality health foods, cosmetics, quasi drugs, pharmaceuticals, reagents, and the like.

  In addition, the radical production inhibitor of the present invention particularly suppresses radical generation at the tissue and cell levels, and therefore, as an inhibitor of an inflammatory reaction accompanied by radical production generated in the living body or an expression inhibitor of inflammatory molecules. Dermatitis such as atopy, allergy, eczema, urticaria, insect bites, burns, sunburn, abrasions and cuts, gingivitis due to stomatitis, periodontal disease, conjunctivitis, pneumonia, chronic obstruction Respiratory organ disease, gastritis, colitis, ulcerative colitis, inflammatory diseases of organs such as Crohn's disease, inflammation of affected areas after surgery, radiation damage, air pollution, skin caused by radicals caused by tobacco, oral cavity, nasal cavity It can be advantageously used to improve and prevent damages that occur in cells such as the lungs, and it can also occur due to nucleic acid and protein modification and cell membrane destruction by the generated radicals. Leukemia, malignant neoplasms that develop in various organs including the digestive and circulatory systems, organ and tissue failure caused by radical generation during ischemic recirculation, heart and circulatory diseases and brain Prevention, treatment of immune diseases such as diseases, Alzheimer's disease, Parkinson's disease, Sjogren's syndrome, rheumatism, prevention and treatment of ophthalmic diseases such as dry eye and cataracts, prevention of deterioration of transplanted organs such as various organs and cornea It is also optional to use it as a preservative solution, a washing solution at the time of surgery, an anti-adhesion solution for organs after surgery, a perfusion solution, a dialysis solution (including peritoneal dialysis solution), and the like. In addition, the radical production inhibitor of the present invention used as a pharmaceutical (including veterinary drugs) or a quasi-drug is used as it is or one or more pharmaceutical additives that are pharmaceutically acceptable. And can be used as a preparation in combination. These preparations may be in any form such as liquid, powder, granule, syrup, etc., oral preparations, injections (including infusion and perfusion), external preparations, eye drops, nasal drops, haptics, It can be used as a suppository. Furthermore, the radical production inhibitor of the present invention, or a liquid preparation containing this radical production inhibitor and a radical scavenger or other preparation additive, a differential preparation, a microcapsule preparation, etc., are used as a nebulizer, an ultrasonic humidifier, Spatter using an aspirator, etc. to cause the living body to inhale these preparations nasally, pulmonarily or transcutaneously to suppress radical generation in tissues, organs, organs, etc. It is also possible to suppress the generation of radicals generated by.

  In addition, as described above, the radical generation inhibitor of the present invention effectively masks unpleasant tastes and unpleasant odors, such as bitterness, astringency, and raw odor, unique to the radical scavenger used in combination therewith, Suppresses browning and discoloration caused by oxidation and Maillard reaction of radical scavengers themselves, and therefore suppresses unpleasant taste and / or unpleasant odor, browning and / or discoloration caused by radical scavengers themselves and their oxidation and decomposition It can be used as an agent. Furthermore, the radical generation inhibitor of the present invention prevents skin aging because it suppresses the generation of off-flavours from clothing and sheets with body odor and sweat generated by radical generation, and inflammation of the living body that proceeds by radical generation. It is also optional to use it as an agent, anti-wrinkle / pox, anti-spot / bucky agent, body odor inhibitor, anti-inflammatory agent, anti-acne agent and the like. Furthermore, when suppressing body odor, the inhibitory effect can be strengthened by using an emulsifier and polyphenol together with the radical production inhibitor.

  In addition, the radical production inhibitor of the present invention is excellent in the radical production inhibition effect induced by light, heat, radiation, pressure, etc. including ultraviolet rays, and can deteriorate the resin by blending with the above synthetic polymer resin. Not only can it be used to prevent, but also increase or deteriorate the composition containing the above synthetic polymer resin as its component, such as paint, ink, adhesive, coating agent, etc. (deterioration such as color, plasticity, rigidity, adhesiveness It is also optional to mix for the purpose of suppression. Among them, the radical production inhibitor of the present invention, in particular, α-maltosyl α, α-trehalose and / or α-maltotriosyl α, α-trehalose, in addition to the above-mentioned action, is a paint, ink (ink jet printer ink). Or coating agents (not only those used for the purpose of protecting and glossing painted surfaces for cars and electrical appliances, but also for protecting and glossing paper and other painted surfaces, and for printing paper inks for printing) It is also optional to use it as a paint adhesion and / or coating property improving agent since the effect of improving the adhesion property and coating property (including those used for the purpose of preventing bleeding) is remarkable. In this case, the amount of α, α-trehalose carbohydrate derivative added to these compositions is not particularly limited as long as it does not depart from the purpose of the composition, and is usually 0.01 to the total mass of the composition. It may be about 30%, and 0.1 to 10% is more desirable.

  Hereinafter, suppression of radical formation of unsaturated compounds by a saccharide derivative of α, α-trehalose or a saccharide containing the same will be described in more detail based on experimental examples.

<Experiment 1>
<Preparation of a saccharide containing a saccharide derivative of α, α-trehalose and α-maltosyl α, α-trehalose>
The carbohydrate derivatives of α, α-trehalose and α-maltosyl α, α-trehalose used in the following experiments were prepared by the following method.
<Α-Glucosyl α, α-trehalose>
It was prepared by the method described in Experiment 4 of Patent Document 2, and its purity was 98.1%.
<Α-maltosyl α, α-trehalose>
Prepared by the method described in Example 5 below, the purity was 97.8%.
<Carbohydrates containing carbohydrate derivatives of α, α-trehalose (including reducing carbohydrates)>
Prepared by the method of Example 1 described below. This product is syrup with a concentration of 75% and DE 13.7, and contains α-maltosyl α, α-trehalose 52.5% as a carbohydrate derivative of α, α-trehalose in terms of anhydride, In addition, α-glucosyl α, α-trehalose 4.1%, α-maltotriosyl α, α-trehalose 1.1%, and other α-glycosyl α, α-trehalose 0.4%. It was. In addition, this product, in terms of anhydride, is a reducing saccharide such as 2.1% monosaccharides such as glucose, 8.9% disaccharides such as maltose, and other than α-glucosyl α, α-trehalose. It contains 6.7% trisaccharide, 17.6% tetrasaccharide other than α-maltosyl α, α-trehalose, and 6.6% saccharide more than 5 saccharides other than α-glycosyl α, α-trehalose. It was.
<Carbohydrates containing carbohydrate derivatives of α, α-trehalose (converting reducing carbohydrates into sugar alcohols)>
The syrup-like α, α-trehalose sugar derivative-containing carbohydrate (containing reducing sugar) is added with water to prepare a concentration of about 60%, put in an autoclave, and Raney nickel as a catalyst is about 8.5. Reducing saccharides such as glucose and maltose coexisting with a saccharide derivative of α, α-trehalose by raising the temperature to 128 ° C. while stirring, raising the hydrogen pressure to 80 kg / cm ² , and adding hydrogen. Are converted to their sugar alcohols, and then Raney nickel is removed, followed by decolorization, desalting, purification, and concentration, and a carbohydrate containing a saccharide derivative of α, α-trehalose in a concentration of 75% syrup. Was prepared. This product contains about 53% of α-maltosyl α, α-trehalose in terms of anhydride, and about 10% of other carbohydrate derivatives of α, α-trehalose in terms of anhydride, sorbitol About 37% of sugar alcohols including maltitol were contained.

<Experiment 2>
<Effects of various carbohydrates on radical generation inhibition 1>
Experiments to investigate the effects of various carbohydrates on radical production inhibition were performed as follows.
<Preparation of test carbohydrate solution>
Mannit (special grade reagent), reagent-grade water-containing crystal α, α-trehalose (available from Hayashibara Biochemical Laboratories Co., Ltd.), α-glucosyl α, α-trehalose, α-maltosyl α, α-trehalose prepared in Experiment 1 Alternatively, any saccharide of a syrup-like α, α-trehalose saccharide derivative-containing saccharide (reducing saccharide is converted into a sugar alcohol) with purified water, 9.375 mM, 18.75 mM, 37 A carbohydrate solution for test was prepared by diluting to 5 mM or 75 mM. The syrup containing a saccharide derivative of α, α-trehalose was prepared so that the main component α-maltosyl α, α-trehalose was in the above molar concentration.
<Measurement of hydroxy radical production>
In a container containing 50 μl of 1 mM hydrogen peroxide (H ₂ O ₂ ) solution, 50 μl of 89 mM 5,5-dimethyl-1-pyrroline-oxide (DMPO, sold by Wako Pure Chemical Industries, Ltd.) solution was added and stirred. 50 μl of any one of the carbohydrate solutions for testing was added and stirred. To each of these solutions, 50 μl of a solution containing 1 mM iron sulfate and 1 mM diethylenetriamine-N, N, N, N ″, N ″ -5acetic acid (DTPA, sold by Wako Pure Chemical Industries, Ltd.) was added and mixed. Then, the reaction was started, placed in an electron spin resonance spectrum (ESR) measurement cell, set in a measurement apparatus, and the amount of hydroxy radicals produced 40 seconds after the start of the reaction was measured. As a control, instead of the test carbohydrate solution, 50 μl of purified water was added and the same measurement was performed. For measurement of ESR, “Free Radical Monitor JES-FR30” manufactured by JEOL Ltd. was used, and the amount of hydroxy radical produced was 5,5-dimethyl-1-pyrroline-oxide-OH used as a spin trap agent. Among the four signal peaks peculiar to (hydroxy radical), the ratio of the peak first observed after the start of scanning and the height of the peak of the external standard Mn ²⁺ attached to the JES-FR30 apparatus is obtained. Table 1 shows the relative values with the control as 100.

<Result>
As is clear from Table 1, the generation of hydroxy radicals decreased with increasing amount of any sugar. The degree of inhibition is strongest in carbohydrates containing carbohydrate derivatives of α, α-trehalose (converting reducing sugars to sugar alcohols), and α-glucosyl α, α-trehalose and α-maltosyl α, α-trehalose. Followed. α, α-trehalose had a weaker degree of inhibition of hydroxy radical production and mannitol was the weakest than these saccharide derivatives of α, α-trehalose and this saccharide-containing saccharide.

<Experiment 3>
<Effects of various carbohydrates on radical production inhibition 2>
<Preparation of test carbohydrate solution>
As in Experiment 2, Mannit (special grade reagent), reagent-grade water-containing crystal α, α-trehalose (sales from Hayashibara Biochemicals Co., Ltd.), α-glucosyl α, α-trehalose, α-maltosyl prepared in Experiment 1 Purify any saccharide of α, α-trehalose or syrup-like α, α-trehalose saccharide derivative-containing saccharide (containing reducing saccharide or converting reducing saccharide to sugar alcohol) A carbohydrate solution for test was prepared by diluting with water to 9.375 mM, 18.75 mM, 37.5 mM, or 75 mM, respectively. The syrup containing a saccharide derivative of α, α-trehalose was prepared so that the main component α-maltosyl α, α-trehalose was in the above molar concentration.
<Measurement of hydroxy radical production>
In a container containing 50 μml of 0.1 M phosphate buffer (pH 7.4), 50 μl of 180 mM 5,5-dimethyl-1-pyrroline-oxide (DMPO, sold by Wako Pure Chemical Industries, Ltd.) solution was added and stirred. 50 μl of any one of the above carbohydrate solutions for test was added and stirred. To each of these solutions, 50 μl of a 100 mM 2,2′-azobis (2-amidinopropane) dihydrochloride (AAPH) solution was added and mixed to initiate the reaction, and placed in an electron spin resonance spectrum (ESR) measurement cell. Then, it was set in a measuring device, and the amount of hydroxy radicals produced 3 minutes and 30 seconds after the start of the reaction was measured. As a control, instead of the test carbohydrate solution, 50 μl of purified water was added and the same measurement was performed. The ESR measurement was performed in the same manner as in Experiment 2. The results are shown in Table 2.

  As is apparent from Table 2, the generation of hydroxy radicals decreased with the increase in the amount of any carbohydrate. The degree of inhibition was strongest in carbohydrates containing a carbohydrate derivative of α, α-trehalose, followed by α-glucosyl α, α-trehalose and α-maltosyl α, α-trehalose. α, α-trehalose had a weaker degree of inhibition of hydroxy radical production and mannitol was the weakest than these saccharide derivatives of α, α-trehalose and this saccharide-containing saccharide. In addition, when carbohydrates containing carbohydrate derivatives of α, α-trehalose are compared with each other, those in which the reducing sugar is converted to a sugar alcohol are more likely to generate hydroxy radicals than those containing the reducing sugar. Strongly suppressed.

<Experiment 4>
<Effects of carbohydrate derivatives of α, α-trehalose on skin inflammation>
The generation of radicals is said to be deeply involved in inflammation. Therefore, an experiment for examining the effect of a carbohydrate derivative of α, α-trehalose on skin inflammation was performed as follows.
<Skin application>
To 16 g of syrup-like α, α-trehalose-containing saccharides (reducing saccharides are converted to sugar alcohols) prepared in Experiment 1, 80 ml of purified water is added and stirred, and then removed with a 0.22 μm filter. Bacteria were used as test solutions. Purified water was used as a negative control, and prednisolone ointment (available from Teikoku Pharmaceutical Co., Ltd., trade name “Bisco Collime A”) was used as a positive control.
<Induction of atopic dermatitis in mice>
Picryl chloride (sold by Tokyo Chemical Industry Co., Ltd.) was recrystallized using ethanol to prepare a 5% solution (dissolved in a solution of ethanol: acetone = 4: 1) and a 1% solution (dissolved in olive oil). The first sensitization is performed by applying 150 μl of this 5% solution of picryl chloride to the footpad, chest and abdomen of a 5-week-old female NC / Nga mouse (sold by Nippon SLC Co., Ltd.), shaved with clippers. It was. At the time of the first sensitization, the back portion was shaved with a clipper, and 150 μl of the 1% picryl chloride solution was applied to the site on the 7th, 14th, 21st, 28th, 35th and 42nd days after the first sensitization. Was applied to induce atopic dermatitis.
<Effects of carbohydrates containing carbohydrate derivatives of α, α-trehalose on atopic dermatitis>
From the day of first sensitization with picric chloride, 150 μl of the test solution was applied twice a day for 5 consecutive days to the atopic dermatitis induction site (back of hair clipped with clippers) of the mouse. A cycle of resting for 7 days was repeated, and macroscopic observation of the back and weight measurement were performed on the 28th day (the day on which dermatitis symptoms were first observed), 35th day, 42nd day and 49th day from the first sensitization day. It was. Macroscopically, the four items of redness / bleeding, scratches / tissue defects, scab formation / drying range, and scratch strength were scored in four levels (0; asymptomatic, 1; mild, 2; moderate). 3; severe) and the sum thereof was determined to give a score of skin inflammation. The negative control, 150 μl, was administered on the same schedule as the test solution. In addition, 0.1 g of the positive control was applied on the back of the first sensitization after confirmation of skin inflammation on the 29th, 32nd, 34th, 36th, 39th, 42th, and 46th days after the first sensitization. It was applied to the pro-inflammatory site. In the test, 10 mice were used in each group. Table 3 shows the transition of the average score of skin inflammation of 10 mice, and Table 4 shows the transition of the average body weight.

  As is clear from Table 3, when a test solution containing a carbohydrate derivative of α, α-trehalose was applied, it was inferior to the case where prednisone commonly used as an anti-inflammatory agent used as a positive control was applied. It was confirmed that the symptoms of atopic dermatitis induced by picryl chloride were suppressed as compared with the case where a negative control was applied. Further, as is clear from Table 4, the weight of the mouse to which the test solution was applied increased with time as in the negative control, whereas the weight of the mouse to which the positive control was applied increased. From the first sensitization of picryl chloride, it decreased after the 42nd day, and a side effect of steroid administration was observed. The results of this experiment indicate that the carbohydrate derivative-containing carbohydrate of α, α-trehalose is a safe carbohydrate that is effective in preventing or treating skin inflammation and has no side effects.

<Experiment 5>
<Influence of carbohydrate derivatives of α, α-trehalose on browning of ascorbic acid>
Ascorbic acid is used as a radical scavenger, but it easily oxidizes and browns when it is in a solution or in a water-containing state. There is a case. Then, the experiment which investigates the influence of the carbohydrate derivative of (alpha) and (alpha) -trehalose which has on the browning of ascorbic acid was conducted as follows. That is, as a saccharide, α-maltosyl α, α-trehalose prepared in Experiment 1, a saccharide derivative-containing saccharide of α, α-trehalose (including a reducing saccharide), α, α-maltosyl α, α- Trehalose-containing sugar (reducing reducing sugar to sugar alcohol), hydrous crystal α, α-trehalose, sucrose (Wako Pure Chemical Industries, Ltd.) and glucose (Wako Pure Chemical Industries, Ltd.) were used. Each saccharide was weighed into a 5 g volumetric flask in terms of anhydride, and dissolved by adding an appropriate amount of purified water. After adding 0.5 g of L-ascorbic acid (Wako Pure Chemical Industries, Ltd.) in terms of anhydride to each of these carbohydrate solutions and adjusting the pH to 3.0 with a 1% aqueous sodium citrate solution, Purified water was added to adjust the total volume to 50 ml. Further, as a control, an L-ascorbic acid aqueous solution containing no sugar was similarly prepared. 20 ml of each aqueous solution was placed in a 30 ml test tube and sealed with a screw cap, and then stored at 50 ° C. for 14 days. The absorbance at 420 nm was measured for the aqueous solutions at the start of storage, on the 7th day of storage, and on the 14th day of storage using a cell with a 1 cm optical path, and the degree of coloration is summarized in Table 5. Further, the coloring degree of the solution to which each saccharide was added was divided by the coloring degree of the control, multiplied by 100, and subtracted from 100, and the coloring inhibition rate (%) is summarized in Table 5.

  As is clear from Table 5, the coloring of L-ascorbic acid was suppressed in the solution to which any saccharide was added, compared to the control to which no saccharide was added. Of the carbohydrates used in the experiment, α-maltosyl α, α-trehalose, α, α-trehalose-containing carbohydrate derivative-containing carbohydrates (including reducing carbohydrates) and α, α-maltosyl α, α-trehalose included When sugar (reducing reducing sugar to sugar alcohol) was added, the coloration inhibition rate was 50% or more on the 7th and 14th days from the start of storage, whereas the other three types When the saccharide is added, the degree of inhibition of the coloring degree is less than 50%, and the saccharide derivative of α, α-trehalose and the saccharide containing the same are excellent in the effect of suppressing the coloration of ascorbic acid. It was confirmed. Among the saccharide derivatives of α, α-trehalose used in the experiments or saccharides containing them, saccharide derivatives containing saccharide derivatives of α, α-trehalose (including reducing saccharides) It was found that coloring of ascorbic acid was suppressed more strongly than the two types of carbohydrates.

<Experiment 6>
<Effects of carbohydrate derivatives of α, α-trehalose and pH on browning of ascorbic acid>
In Experiment 5, α, α-trehalose exerted on browning of ascorbic acid using a carbohydrate derivative-containing carbohydrate (containing a reducing sugar) of α, α-trehalose that most strongly inhibited coloring of L-ascorbic acid An experiment for examining the effects of saccharide derivatives and pH was conducted as follows. That is, the saccharide derivative-containing saccharide (containing reducing saccharide) of α, α-trehalose prepared in Experiment 1 was weighed into 5 volumetric flasks each in 5 g in terms of anhydride, and an appropriate amount of purified water was added to each. After dissolution, 0.5 g of L-ascorbic acid (sold by Wako Pure Chemical Industries, Ltd.) was added to each of them in terms of anhydride. To each of these L-ascorbic acid aqueous solutions, a 1% sodium citrate aqueous solution is added to adjust the pH to 3.0, 4.0 or 5.0, and 4% sodium hydroxide is added to adjust the pH to 6.0 or 7 respectively. After adjusting to 0.0, purified water was added to adjust the total volume to 50 ml to obtain a test solution. In addition, as a control, instead of 5 g of trehalose used in the test solution, an aqueous solution of L-ascorbic acid under the same conditions as the test solution, except that 5 g of sucrose (Wako Pure Chemical Industries, Ltd.) was used in terms of anhydride, and An L-ascorbic acid aqueous solution was prepared under the same conditions as the test solution except that no carbohydrate was used. 20 ml of each of these L-ascorbic acid aqueous solutions was placed in a 30 ml test tube, sealed with a screw cap, and stored at 50 ° C. for 7 days. With respect to the aqueous solution at the start of storage and on the seventh day after the start of storage, the degree of coloring (browning) and the coloration inhibition rate (%) were determined in the same manner as in Experiment 5, and are summarized in Table 6.

  As is apparent from Table 6, the carbohydrate derivative-containing carbohydrates (including reducing carbohydrates) of α, α-trehalose are weakly acidic (pH 3) compared to the case of no carbohydrate addition and sucrose addition. 0 and 4.0), it was found that coloring of the L-ascorbic acid aqueous solution was strongly suppressed. Further, in the vicinity of neutrality (pH 5.0 to 7.0), although coloring of L-ascorbic acid was suppressed as compared with the case of no addition of saccharide or addition of sucrose, the degree thereof was weak, in particular, pH 7 Under the condition of 0.0, almost no difference was observed between the case of sucrose addition and the degree of inhibition. From these results, it was found that a carbohydrate derivative of α, α-trehalose or a carbohydrate derivative-containing carbohydrate of α, α-trehalose can particularly effectively suppress coloring of L-ascorbic acid in the acidic region.

  The above experimental results show that by applying the present invention, a saccharide derivative of α, α-trehalose or a saccharide derivative-containing saccharide of α, α-trehalose is generated and cured during storage by radical generation. It tells us that radical generation can be suppressed by including it in a composition containing an unsaturated compound that may cause degradation of quality such as decomposition, modification, coloring (browning), discoloration, fading, etc. Yes. Further, it shows that by applying the carbohydrate derivative-containing carbohydrate of α, α-trehalose to an inflammatory site such as skin, radical generation at the site can be suppressed and the inflammation can be suppressed. Furthermore, α, α-trehalose saccharide derivatives or α, α-trehalose saccharide derivative-containing saccharides also undergo browning (including coloring and fading) due to radical scavengers when used in combination with radical scavengers. It tells you that it can be suppressed.

  Hereinafter, specific examples of the radical production inhibitor of the present invention and the composition comprising the radical production inhibitor will be described. However, the present invention is not limited to these examples.

<Radical production inhibitor>
After adding calcium carbonate to corn starch milk having a concentration of 20% to a final concentration of 0.1%, the pH is adjusted to 6.5, and α-amylase (sold by Novo, trade name “Termameal 60L”) is added thereto. It was added to 0.2% per gram starch and reacted at 95 ° C. for 15 minutes. The reaction solution was autoclaved at 120 ° C. for 10 minutes, cooled to 50 ° C., adjusted to pH 5.8, and then maltotetraose-producing amylase disclosed in JP-A-63-240784 per gram of starch ( 5 units of Hayashibara Biochemical Laboratories Co., Ltd.) and 500 units of isoamylase (Manufactured by Hayashibara Biochemical Laboratories Co., Ltd.) are added and reacted for 48 hours. 30 units per gram starch were added and further reacted at 65 ° C. for 4 hours. The reaction solution was autoclaved at 120 ° C. for 10 minutes, then cooled to 45 ° C., and non-reducing saccharide-forming enzyme derived from Arthrobacter species Q36 (FERM BP-4316) disclosed in Patent Document 2 was starched. The mixture was added at a rate of 2 units per gram and allowed to react for 48 hours. The reaction solution is kept at 95 ° C. for 10 minutes, then cooled, filtered, and the filtrate obtained is decolorized with activated carbon according to a conventional method, and desalted with H-type and OH-type ion exchange resins to obtain a purified saccharified solution. Further concentration was performed to obtain a syrup-like radical production inhibitor having a concentration of 70% in a yield of about 90% in terms of anhydride. This product is DE 13.7, and contains α-maltosyl α, α-trehalose 52.5% as a carbohydrate derivative of α, α-trehalose in terms of anhydride, in addition, α-glucosyl α , Α-trehalose 4.1%, α-maltotriosyl α, α-trehalose 1.1%, and other α-glycosyl α, α-trehalose 0.4%. Moreover, this product can also be used as a quality improver for foods and drinks that gives a crisp texture to Chinese buns, steamed bread, and the like.

<Radical production inhibitor>
The syrup obtained by the method of Example 1 was spray-dried by a conventional method to prepare an amorphous powdery radical production inhibitor.

<Radical production inhibitor>
In order to further purify the saccharified solution obtained by desalting with the H-type and OH-type ion exchange resins obtained by the method of Example 1, a salt-type strongly acidic cation exchange resin (sold by Dow Chemical Co., Ltd., trade name) Column fractionation using “Dowex 50W-X4”, Mg ⁺⁺ type) was performed. The resin was packed into four jacketed stainless steel columns with an inner diameter of 5.4 cm, and the resin layer was connected in series to a total length of 20 m. While maintaining the temperature in the column at 55 ° C., 5% (v / v) of the sugar solution is added to the resin, and this is fractionated by flowing warm water at 55 ° C. with SV 0.13 to obtain a high glucose and maltose content fraction. The fraction containing α, α-trehalose containing a high sugar derivative was collected, further purified, concentrated, and spray-dried to prepare an amorphous powdery radical production inhibitor. This product contains 70.2% α-maltosyl α, α-trehalose as a carbohydrate derivative of α, α-trehalose in terms of anhydride, and in addition, α-glucosyl α, α-trehalose. It contained 1%, α-maltotriosyl α, α-trehalose 2.1%, and other α-glycosyl α, α-trehalose 4.1%. This product can be advantageously used as a radical production inhibitor. In addition, this product is used to powderize liquid preparations containing fat-soluble vitamins such as vitamin A, vitamin D, and vitamin E, ascorbic acid, and radical scavengers including derivatives of these vitamins by spray drying. It can also be used very advantageously as a powdered base.

<Radical production inhibitor>
Add 6 parts by weight of water to 1 part by weight of potato starch, and then add α-amylase (manufactured by Nagase Seikagaku Corporation, trade name “Neospirase”) so that the ratio is 0.01% per starch. After adjusting the pH to 6.0, the suspension is kept at 85 to 90 ° C. to cause gelatinization and liquefaction at the same time, and immediately heated to 120 ° C. for 5 minutes to stay below DE 1.0. Quenched to 0 ° C., adjusted to pH 7.0, starch debranching enzyme (manufactured by Hayashibara Biochemical Laboratories, Inc., trade name “Pullanase” (EC 3.2.1.41)) and JP-A 63- The maltotetraose-producing amylase disclosed in 240784 was added at a rate of 150 units and 8 units per gram of starch, respectively, and reacted at pH 7.0 and 50 ° C. for 36 hours. This reaction solution was autoclaved at 120 ° C. for 10 minutes, then cooled to 53 ° C., and a non-reducing carbohydrate-forming enzyme derived from Arthrobacter species S34 (FERM BP-6450) disclosed in Patent Document 5 was used. The mixture was added at a rate of 2 units per gram of starch and allowed to react for 64 hours. The reaction solution is kept at 95 ° C. for 10 minutes, then cooled and filtered, and the filtrate obtained is decolorized with activated carbon and purified by desalting with H-type and OH-type ion exchange resins according to a conventional method. It concentrated and spray-dried, and the radical production | generation inhibitor in the amorphous powder state was obtained with about 90% of yield in conversion of the anhydride. This product is DE 11.4 and contains α-maltosyl α, α-trehalose 62.5% in terms of anhydride, and α-glucosyl α, α-trehalose 2.1%, α -It contained 0.8% maltotriosyl α, α-trehalose and 0.5% other α-glycosyl α, α-trehalose

<Radical production inhibitor>
After adjusting 20% solution of reagent grade maltotetraose (Hayashibara Biochemical Laboratories Co., Ltd., purity 97.0% or more) to pH 7.0, the non-reducing carbohydrate-forming enzyme disclosed in Patent Document 2 A solution containing 79.8% α-maltosyl α, α-trehalose per solid after addition of 2 units per gram of carbohydrate in terms of anhydride and saccharification at 46 ° C. for 48 hours Got. After adjusting this solution to pH 6.0, β-amylase (manufactured by Nagase Seikagaku Co., Ltd.) was added so as to be 10 units per gram of carbohydrate in terms of anhydride, and reacted at 50 ° C. for 48 hours. , Decomposed maltotetraose. The reaction solution was autoclaved at 120 ° C. for 10 minutes, cooled, and then filtered to obtain an alkali metal strong acid cation exchange resin (available from Tokyo Organic Chemical Industry Co., Ltd., “XT-1016”, Na ⁺ Fractionation was performed using a mold and a crosslinking degree of 4%, and α-maltosyl α-trehalose-rich fractions were collected, purified, concentrated, and spray-dried to prepare a radical generation inhibitor in an amorphous powder state. This product contained 98.1% of α-maltosyl α, α-trehalose, and the reducing power was less than the detection limit in the measuring of reducing power measured by the somogene nelson method.

  This preparation was dissolved again in water, treated with activated carbon to remove pyrogen, and spray-dried to prepare an amorphous powdery radical production inhibitor. Since this product removes pyrogen, it is particularly suitable as a radical generation inhibitor for compositions and pharmaceuticals that are required to contain no pyrogen such as pharmaceuticals.

<Radical production inhibitor>
Water is added to the syrup containing the saccharide derivative of α, α-trehalose obtained by the method of Example 1 to prepare a concentration of about 60%, put in an autoclave, and about 8.5% of Raney nickel is added as a catalyst. Then, the temperature is increased to 128 ° C. while stirring, the hydrogen pressure is increased to 80 kg / cm ² , hydrogenation is performed, and reducing sugars such as glucose and maltose coexisting with the sugar derivative of α, α-trehalose are added. After conversion to sugar alcohols, Raney nickel was removed, followed by decolorization, desalting and purification, and concentration to prepare a syrup-like radical production inhibitor having a concentration of 70%.

<Radical production inhibitor>
The amorphous radical production inhibitor obtained by the method of Example 3 is dissolved in water to make an aqueous solution having a concentration of about 60%, put into an autoclave, about 9% of Raney nickel is added as a catalyst, and the temperature is increased to 130 with stirring. After raising the hydrogen pressure to 75 kg / cm ² and hydrogenating it to convert reducing sugars such as glucose and maltose coexisting with the sugar derivatives of α, α-trehalose into their sugar alcohols Then, Raney nickel was removed, then decolorized, desalted and purified, and concentrated to prepare a syrup-like radical production inhibitor. Furthermore, this syrup was spray-dried by a conventional method to prepare an amorphous powdery radical production inhibitor.

<Radical production inhibitor>
After heating gelatinization of potato starch milk with a concentration of 6%, the pH is adjusted to 4.5 and the temperature is adjusted to 50 ° C., and 2500 units of isoamylase (produced by Hayashibara Biochemical Laboratories Co., Ltd.) is added to the starch and reacted for 20 hours. It was. The reaction solution was adjusted to pH 6.0, autoclaved at 120 ° C. for 10 minutes, cooled to 45 ° C., and α-amylase (sold by Novo, trade name “Termameal 60L”) to 150 units per gram of starch. And reacted for 24 hours. The reaction solution was autoclaved at 120 ° C. for 20 minutes, cooled to 45 ° C., and the non-reducing saccharide-forming enzyme derived from Arthrobacter species Q36 (FERM BP-4316) disclosed in Patent Document 2 was added to starch. Two units per gram were added and allowed to react for 64 hours. The reaction solution is kept at 95 ° C. for 10 minutes, then cooled and filtered, and the filtrate obtained is decolorized with activated carbon and purified by desalting with H-type and OH-type ion exchange resins according to a conventional method. After concentration, a syrup-like radical production inhibitor having a concentration of 65% was obtained in a yield of about 89% in terms of anhydride. This product is α-glucosyl α, α-trehalose 3.2%, α-maltosyl α, α-trehalose 6.5%, α-maltotriosyl α, α-trehalose 28.5% in terms of anhydride. It contained 11.9% α-glycosyl α, α-trehalose having a glucose polymerization degree of 6 or more.

  This product was hydrogenated according to the method of Example 7 to convert reducing sugars such as glucose and maltose coexisting with the sugar derivative of α, α-trehalose into the sugar alcohol, followed by a conventional method. To prepare a syrup-like radical production inhibitor. Furthermore, this syrup was spray-dried by a conventional method to prepare an amorphous powdery radical production inhibitor.

<Radical production inhibitor>
After adding calcium carbonate to corn starch milk having a concentration of 33% to a final concentration of 0.1%, the pH is adjusted to 6.0, and α-amylase (sold by Novo, trade name “Termameal 60L”) is added thereto. It added so that it might become 0.2% per gram starch, and it was made to react at 95 degreeC for 15 minutes. The reaction solution was autoclaved at 120 ° C. for 30 minutes and then cooled to 50 ° C., and isoamylase (produced by Hayashibara Biochemical Laboratories Co., Ltd.) was added to 500 units per gram starch and described in JP-A-7-236478 Maltohexaose / maltoheptaose-producing amylase was added at a rate of 1.8 units per gram starch and allowed to react for 40 hours. This reaction solution was autoclaved at 120 ° C. for 10 minutes, cooled to 53 ° C., adjusted to pH 5.7, and non-reduced from Arthrobacter species S34 (FERM BP-6450) disclosed in Patent Document 5. Sex saccharide-forming enzyme was added at a rate of 2 units per gram of starch and allowed to react for 64 hours. The reaction solution is kept at 95 ° C. for 10 minutes, then cooled and filtered, and the filtrate obtained is decolorized with activated carbon and purified by desalting with H-type and OH-type ion exchange resins according to a conventional method. Concentrated and spray-dried to obtain an amorphous powdery radical production inhibitor in an yield of about 87% in terms of anhydride. This product is α-glucosyl α, α-trehalose 8.2%, α-maltosyl α, α-trehalose 6.5%, α-maltotriosyl α, α-trehalose 5.6% in terms of anhydride. α-maltotetraosyl α, α-trehalose 21.9%, α-maltopentaosyl α, α-trehalose 9.3%, and α-glycosyl α, α-trehalose 14.1 having a degree of glucose polymerization of 8 or more % Content.

  This product was hydrogenated according to the method of Example 7 to convert reducing sugars such as glucose and maltose coexisting with the sugar derivative of α, α-trehalose into the sugar alcohol, followed by a conventional method. After purification by spray drying, an amorphous powdery radical production inhibitor was prepared.

<Radical production inhibitor>
With respect to 60 parts by mass of the α, α-trehalose sugar derivative-containing powder obtained in Example 2, 35 parts by mass of commercially available anhydrous crystalline maltitol (Hayashibara Shoji Co., Ltd., trade name “Mabit”) was mixed. A powder mixture was prepared. This product can be advantageously used as a radical production inhibitor.

<Radical production inhibitor>
10 parts by mass of malic acid 2 parts by mass, ascorbic acid 2-glucoside (sales by Hayashibara Biochemical Laboratories, Inc., trade name “ASCO Fresh”) with respect to 70 parts by mass of the powdery radical production inhibitor obtained in Example 2 Part and 2 parts by mass of enzyme-treated hesperidin (sold by Toyo Seika Co., Ltd., trade name “αG Hesperidin”) were mixed to prepare a powder mixture. This product can be advantageously used as a radical production inhibitor.

<Radical production inhibitor>
To 70 parts by mass of the powdery radical production inhibitor obtained in Example 2, 10 parts by mass of ascorbic acid 2-glucoside (sales by Hayashibara Biochemical Laboratories, Inc.) is mixed, and further 2 parts by mass of enzyme-treated rutin ( Toyo Seika Co., Ltd., trade name “αG rutin”) was added to prepare a powder mixture. This product has quality such as generation of odor, fading, curing, decomposition, and modification during storage due to radical generation, including processed foods, cosmetics, quasi drugs, pharmaceuticals, feed, feed, chemical industrial products, etc. By containing it in a composition containing an unsaturated compound that easily deteriorates or lowers its function, it can be used as a radical generation inhibitor for suppressing radical generation and keeping it stable.

<Radical production inhibitor>
50 parts by mass of a commercially available food-grade water-containing crystal α, α-trehalose (Hayashibara Shoji Co., Ltd., trade name “Treha”) is mixed with 50 parts by mass of the radical production inhibitor obtained in Example 2, and a powder mixture Got. This product has quality such as generation of odor, fading, curing, decomposition, and modification during storage due to radical generation, including processed foods, cosmetics, quasi drugs, pharmaceuticals, feed, feed, chemical industrial products, etc. By containing it in a composition containing an unsaturated compound that easily deteriorates or lowers its function, it can be used as a radical generation inhibitor for suppressing radical generation and keeping it stable. In addition, the product can be easily used in the form of granules or tablets by granulation or tableting directly or by adding a sugar ester or the like.

<Radical production inhibitor>
Commercially available food-grade water-containing crystal α, α-trehalose (Hayashibara Shoji Co., Ltd., trade name “Treha”) was dissolved in water and heated to 60 ° C. and concentrated under reduced pressure to give a trehalose concentration of 75%. A solution was prepared and allowed to stand at room temperature to precipitate crystals, and the operation of washing the crystals with water was repeated twice, followed by drying and pulverization. Hydrous crystals α, α- with a purity of 99.8% were prepared. 50 parts by mass of trehalose powder and 50 parts by mass of the powdery α-maltosyl α, α-trehalose obtained in Example 5 were homogeneously mixed to obtain a powder mixture. This product is processed foods and drinks, cosmetics, quasi-drugs, pharmaceuticals, feeds, feeds, chemical industrial products, etc., generating radical odors during storage, browning, discoloration, fading, curing, decomposition, By containing it in a composition containing an unsaturated compound that easily undergoes quality degradation such as modification and functional degradation, it can be used as a radical generation inhibitor for suppressing radical generation and keeping it stable. This product is composed of high-purity α-maltosyl α, α-trehalose and α, α-trehalose, so it has extremely low reactivity and is stable. It can be suitably used for a composition that causes a Maillard reaction with sugar and deteriorates its quality. In addition, the product can be easily used in the form of granules or tablets by granulation or tableting directly or by adding a sugar ester or the like.

<Fish paste products>
200 parts by mass of a powdery radical production inhibitor prepared in Example 12, 5 parts by mass of sodium citrate, 1 part by mass of ascorbic acid 2-glucoside (in Hayashibara Co., Ltd.) Commercial sales, trade name “Asco Fresh”) was added to produce surimi and frozen at −20 ° C. to produce frozen surimi. The frozen surimi is thawed after refrigerated storage at -20 ° C. for 90 days, 80 parts by mass of sodium glutamate, 200 parts by mass of potato starch, 300 parts by mass of ice water, 8 parts by mass of sodium tripolyphosphate, 120 parts by mass of sodium salt and 10 parts by mass of maltitol 100 parts by mass of an aqueous solution in which the above was dissolved was added and pickled, and approximately 120 g each was shaped and attached to a plate. These were steamed so that the internal product temperature was about 80 degrees in 30 minutes. Next, after allowing to cool at room temperature, it was allowed to stand at 4 ° C. for 24 hours to obtain a fish paste product. Since the radical production inhibitor imparts excellent freezing tolerance to the protein of the frozen surimi of walleye pollack, the freshness of the frozen surimi is sufficiently preserved even after freezing. The product had a good flavor, a fine skin surface, and a glossy luster. In addition, the stability of unsaturated compounds such as lipids contained in this product is not only enhanced by α, α-trehalose saccharide derivatives, but also proteins by radicals of unsaturated compounds of peroxides. And modification and denaturation of amino acids are also suppressed, so that the storage stability is also excellent.

<Freshness preservation agent for fresh seafood>
100 parts by mass of the powdery radical production inhibitor prepared in Example 12, 10 parts by mass of phytic acid, and 2 parts by mass of grape seed polyphenol were uniformly mixed to obtain a freshness-preserving agent for powdered fresh seafood. . In this product, the carbohydrate derivative of α, α-trehalose suppresses radical generation of fish oil and fat components, in addition to carbohydrate derivatives of α, α-trehalose, α, α-trehalose, grape seed polyphenol, organic Since acid and enzyme-treated rutin act synergistically to suppress freezing and denaturation of fish meat, it can be used as a freshness-preserving agent for fresh seafood and its frozen products. It is also suitable as an improving agent.

  400 parts by mass of this product was dissolved in 12 L of seawater, and 4 kg of finely crushed commercial ice was added and cooled. 5 kg of horse mackerel immediately after landing at the fishing port was immersed in this aqueous solution, taken out after 10 hours, and observed on the body surface and the state of corals. This horse mackerel, α, α-trehalose carbohydrate derivative, α, α-trehalose, grape seed polyphenol, organic acid, enzyme-treated rutin acts synergistically to suppress the generation of radicals and denature lipids, etc. Since it was suppressed, it had the same appearance as immediately after landing. Furthermore, when this was put in a sealed container and stored for 10 days in a freezer at −20 ° C. and thawed and the state was observed, the body surface of the horse mackerel had not changed at all and was kept fresh. .

<Rice rice>
To 300 parts by mass of washed and drained rice, 1.25 times the amount of water and 13.5 parts by mass of a powdery radical production inhibitor prepared by the method of Example 4 and 0.1 part by mass of vitamin E were mixed. After soaking, rice was cooked in a household rice cooker to obtain cooked rice. This product not only enhances the stability of unsaturated compounds such as lipids in cooked rice with carbohydrate derivatives of α, α-trehalose, but also includes proteins and peroxides derived from radicals of unsaturated compounds. Since modification and modification of amino acids are also suppressed, unpleasant rice bran odor generation and unpleasant odor derived from vitamin E are suppressed, and a preferable flavor immediately after cooking is maintained for a relatively long time. In addition, α, α-trehalose saccharide derivatives have both starch aging prevention effects and protein refrigeration / freezing denaturation prevention effects. It can be advantageously used as cooked rice.

<Pasta>
The radical inhibitor obtained by the method of Example 1, α, α-trehalose (Hayashibara Shoji Co., Ltd., trade name “Treha”) and maltose (Hayashibara Shoji Co., Ltd., trade name “Sanmalto”) were dissolved in water. A treatment solution containing 10% of each was prepared. Immediately after boiling commercially available pasta, 10 parts by mass of this treatment liquid heated to 80 ° C. while being hot, 1 part by mass is immersed for 5 minutes, pulled up from the treatment liquid, and the treatment liquid is well After cooling, the pasta was prepared. As a control, pasta was prepared under the same conditions except that it was not immersed in the treatment liquid, and the pasta was stored at 4 ° C. for 3 days, and the taste was compared. The sugar derivative of trehalose, α, α-trehalose and maltose inhibits the generation of radicals and the oxidation and transformation of fats and oils, and also suppresses starch aging, so there is no coloration or odor. The original texture and taste of pasta were maintained well. On the other hand, in the control pasta that was not treated with the treatment liquid, an unpleasant odor was generated with a crispy texture, and the taste was lowered. In addition, although the treatment liquid contains 30% of carbohydrates including α, α-trehalose carbohydrate derivatives, α, α-trehalose and maltose in terms of solid content, most of these carbohydrates are The sweetness did not affect the taste quality of the pasta because it penetrated homogeneously in the pasta.

<Powder oil and fat>
After mixing 100 parts by mass of soybean salad oil and 1 part by mass of lecithin with 10 parts by mass of water at room temperature, 100 parts by mass of the powdery radical production inhibitor obtained by the method of Example 2 was mixed with this, and pulverized. To obtain powdered fats and oils. The unsaturated compound in this product is a radical derivative of α, α-trehalose that suppresses the generation of radicals and the progress of radical generation, and α, α-trehalose forms an association with the unsaturated compound, In addition to its enhanced stability, when blended with various food ingredients, it can also stabilize unsaturated compounds in the blended food ingredients. In the case of foods that contain flavours, protein and amino acid modification and denaturation by peroxides of radicalized unsaturated compounds are also suppressed, so seasoning materials such as mayonnaise and dressings, high-calorie tube feedings, mixed feed It can be used to advantage.

<Powdered milk>
200 parts by mass of fresh milk, 2 parts by mass of syrup containing α, α-trehalose saccharide derivative (trade name “Hellodex”, trade name “Hellodex”) and dextrin (Sanwa Starch Co., Ltd., trade name “Sun”) Dex "# 100) 8 parts by mass was added, stirred and dissolved, and spray-dried by a conventional method to obtain powdered milk. Since the radical production of the product is suppressed by the carbohydrate derivative of α, α-trehalose, the preferable flavor of fresh milk is maintained for a relatively long period of time. In addition, this powdered milk uses α, α-trehalose saccharide derivatives and dextrin as powdered bases, so when only α, α-trehalose saccharide derivatives are used as powdered bases. Compared to the case of using dextrin alone as a powdered base, it has the characteristics of high solubility in water and hot water.

<Salad dressing>
40.8 parts by weight of water, 20 parts by weight of distilled white vinegar, 15 parts by weight of vegetable oil, 5 parts by weight of sugar, 2 parts by weight of salt, 1.0 part by weight of garlic powder, 0.7 parts by weight of onion powder, A salad dressing was prepared by mixing 1 part by mass, 0.3 part by mass of xanthan gum, 0.1 part by mass of potassium sorbate, and 15 parts by mass of a powdery radical production inhibitor obtained by the method of Example 2. Since this product suppresses radical generation by the carbohydrate derivative of α, α-trehalose, it suppresses deterioration of oily components and flavors such as garlic powder, onion powder, ground white pepper, etc. , Its quality is kept stable.
In addition, this product is a mellow and delicious dressing because the irritation of vinegar by acetic acid is reduced by the carbohydrate derivative of α, α-trehalose and cyclic tetrasaccharide.

<Cream>
Mixed oil and fat of 80 parts of shea fractionated fat (melting point 38 ° C.) and 20 parts of rapeseed coconut oil (melting point 35 ° C.), 0.3 part by weight of soybean lecithin (HLB3), monoglycerin fatty acid ester (HLB3) 0.03 Preliminary emulsification is carried out in a conventional manner using parts by mass, 0.15 parts by mass of hexaglycerin pentaester (HLB4), 60 parts by mass of water, 4 parts by mass of skim milk powder, and 0.1 parts by mass of an alkali metal salt of phosphoric acid. , Homogenized under a pressure of 70 kg / cm ² , sterilized by heating at 145 ° C. for several seconds, re-homogenized under a pressure of 70 kg / cm ² , cooled, and aged for about 24 hours And a foamable emulsion was prepared. To 100 parts by mass of this foamable emulsion, 8 parts by mass of the powdery radical production inhibitor obtained by the method of Example 3 was added and whipped using a Kenwood mixer for 2 minutes and 45 seconds. A 75% overrun cream was prepared. Since this product has radical generation suppressed, flavor deterioration is suppressed, and after storage at 5-20 ° C for 7 days, or after thawing after freezing at -20 ° C for 14 days, However, the shape-retaining property, flavor and meltability in the mouth were good, and no cracks were observed even when stored frozen.

<Mayonnaise>
Egg yolk for 1 egg, 140 ml of salad oil, 1 g of powdery radical production inhibitor obtained by the method of Example 2, 1 g of cyclic tetrasaccharide 5 hydrous crystals disclosed in International Publication WO 02/10361, a little salt A mayonnaise was prepared by a conventional method using a little pepper. This product is stable in quality for a long period of time because radical generation is suppressed by the carbohydrate derivative of α, α-trehalose and cyclic tetrasaccharide, and deterioration of the oil component is suppressed.

<Cut vegetables>
The cut lettuce was sterilized by immersing it in a 90 ppm aqueous solution of sodium hypochlorite for 10 minutes, and then containing 1% of the radical formation inhibitor obtained by the method of Example 13 and 1% of sodium chloride, and the pH was adjusted to 3 with citric acid. Cut vegetables were prepared by immersing in an aqueous solution adjusted to 2 for 3 minutes. In this product, radical generation is suppressed by α-trehalose carbohydrate derivative and α, α-trehalose, and its freshness is stably maintained for a long time.

<Edible film>
Pullulan (trade name “PI-20”, Hayashibara Shoji Sales Co., Ltd.) 30 parts by weight, water 70 parts by weight, and 1.5 parts by weight of the powdery radical generation inhibitor obtained by the method of Example 2 were completely added. Dissolved in. To 100 parts by mass of this solution, 1 part by mass of carrageenan and 0.1 part by mass of lecithin were added and dissolved and mixed to obtain a uniform solution. This was cast on a polyester film according to a conventional method to obtain a film having a take-up speed of 3 m / min and a thickness of 0.03 mm, and dried with hot air at 90 ° C. to obtain a product. Unlike the film that uses only pullulan, this product is an edible film that dissolves and disintegrates gradually without dissolving quickly in water, and the stability of unsaturated compounds contained in this product is -Since it is enhanced by a carbohydrate derivative of trehalose, it has the advantage of excellent storage stability. Therefore, this product can be advantageously used in the food and pharmaceutical fields as well as the wafers.

<Roasted almond>
100 parts by mass of carefully selected almonds are roasted by a conventional method, and while stirring the high-temperature almonds, the syrup-like radical formation inhibitor (not hydrogenated) obtained by the method of Example 8 is diluted with water in advance. Then, 3 parts by mass of a 20% aqueous solution was sprayed and mixed as uniformly as possible, and then salted powder was applied to obtain roasted almonds. This product is a roasted almond with excellent flavor, and because it suppresses the generation of lipid radicals, it has excellent storage stability and can be eaten as it is, or as a material for confectionery, bread making and cooking Is also suitable.

<Tea drink>
3 parts by mass of green tea (sencha) was leached into 180 parts by mass of hot water, and ascorbic acid, a radical production inhibitor obtained by the method of Example 1, catechin, and sugar-transferred hesperidin (sales of Hayashibara Corporation, merchandise) Name “Hayashibara Hesperidin S”) and β-cyclodextrin, final concentrations of 0.05% (w / v), 2% (w / v), 1.5% (w / v), 1% (w / V) and 0.1% (w / v) were added and dissolved, sterilized, and then filled into a 500 ml plastic transparent bottle to prepare a bottled green tea beverage. This product is preserved for a long time because the carbohydrate derivatives of α, α-trehalose and cyclodextrin suppress radical generation, mask the astringency and bitterness of catechins, and suppress browning of ascorbic acid. However, it is a mellow, savory and easy-to-drink tea beverage that does not cause browning or off-flavour. Moreover, since this product contains transglycosyl hesperidin, it can be taken for the purpose of regulating lipids in the body.

<Chinese Manju>
20 parts by mass of pork, 5 parts by mass of pork fat, 35 parts by mass of onion, 3 parts by mass of shiitake, 2 parts by mass of bamboo shoot, 3 parts by mass of starch, 4 parts by mass of bread crumb, and suppression of syrup-like radical production obtained by the method of Example 1 3 parts by weight, 4 parts by weight soy sauce, 4 parts by weight sugar, 0.7 parts by weight salt, 0.7 parts by weight sesame oil, 0.7 parts by weight ginger, 0.2 parts by weight garlic, 3 parts by weight pork extract, pepper 0.1 parts by mass, 0.5 parts by mass of umami seasoning, and water were added to make a total of 125 parts by mass. This is obtained by dissolving 2.5 parts by weight of raw yeast in 44 parts by weight of water, 30 parts by weight of strong flour, 70 parts by weight of weak flour, 15 parts by weight of sugar, 2 parts by weight of the syrup-like radical production inhibitor prepared in Example 1, Add 1.3 parts by weight of sodium chloride and 0.6 parts by weight of baking powder, mix with a stirrer, add 5 parts by weight of lard, further mix and wrap in the skin dough prepared by a conventional method. After fermentation at 40 ° C. for 40 minutes, Chinese steamed bun was prepared by steaming for 15 minutes. This product is a delicious Chinese bun with a crisp textured skin and juicy ingredients. Even when stored under chilled, chilled or chilled conditions, the deliciousness immediately after preparation was well preserved.

<Gyoza>
16 parts by weight of flour, 4 parts by weight of tapioca processed starch, 0.2 parts by weight of powdered wheat protein, 0.1 parts by weight of powdered soy protein, 0.2 parts by weight of salt, 0.1 parts by weight of bacteriostatic agent After mixing well, 6.4 parts by mass of water was added and stirred, and then 3 parts by mass of the radical generation inhibitor obtained by the method of Example 1 was added and mixed. The dough was made by mixing and mixing. Next, the obtained dough was stretched to a thickness of about 0.8 mm to obtain a dumpling skin having a mass of about 6 g. 15 g of dumplings were wrapped in 6 g of this dumpling skin, and the formed raw dumplings were placed in a steamer and steamed at around 100 ° C. for 15 minutes, and then rapidly frozen for 60 minutes to obtain frozen dumplings. These frozen dumplings were put in a resin bag, degassed and sealed, then boxed and stored at -20 ° C. This product was stored frozen for 30 days, thawed, steamed and baked to make a baked dumpling (product), and then placed at room temperature (around 20 ° C.) for 1 day. When this was reheated in a microwave oven and ate, it was frozen, steamed, stored at room temperature, and after a process that tends to cause hardening of the dumpling skin and lipid deterioration such as reheating of the microwave oven, fat deterioration, There was no occurrence of unpleasant taste and unpleasant odor, and the skin did not harden and was soft to the ears.

<Fat containing emulsion>
12 g of purified soybean lecithin and 25 g of glycerin were added to 100 g of purified soybean oil, heated in a hot water bath, emulsified with a polytron homogenizer, and further emulsified using a micron fluidizer. In advance, 250 ml of an aqueous solution in which 80 g of a powdery radical production inhibitor (not hydrogenated) obtained by the method of Example 9 was dissolved was added to the obtained emulsion and distilled water was further added. Adjusted to 1,000 ml. Next, sodium bicarbonate was added to adjust the pH to 7.2, and after filtration through a membrane filter, the filtrate was filled into a 250 ml vial and autoclaved at 120 ° C. for 20 minutes to obtain a fat emulsion. This product has α, α-trehalose saccharide derivatives to suppress radical generation, so it can generate organic acids such as formic acid, which is a problem when using sugars such as glucose, and free fatty acids harmful to the body. It is a fat emulsion that is suppressed in production and stable for a long period of time, and can be advantageously used as it is or by adding amino acids, vitamins, or the like for oral or parenteral nutrition.

<Fragrance>
To 100 g of water, 5 g of sucrose fatty acid ester of HLB15 and 75 g of a powdery radical production inhibitor prepared by the method of Example 4 were added and dissolved, and sterilized by heating at 85 to 90 ° C. for 15 minutes. The solution was cooled to about 40 ° C. and then stirred with a homomixer, and 10 g of lemon oil was mixed to obtain an emulsion. This product can be easily made into a powder flavor by drying by a method such as spray drying. Both this product and the lemon oil fragrance made by pulverizing this product did not generate a deteriorated odor due to long-term storage and maintained a good aroma and flavor.

<Vitamin D tablets>
Vitamin D ₃ (cholecalciferol, manufactured by Wako Pure Chemical Industries, Ltd.) is dissolved in ethanol (special grade reagent, sold by Katayama Chemical Co., Ltd.) as vitamin D, and 1.5 ml of ethanol solution containing 3% vitamin D ₃ is used. It was added to a powdery radical inhibitor 10g obtained in example 3 of the method, after drying under reduced pressure, and powdered, alpha, to prepare vitamin D ₃ formulations powder containing saccharide derivatives of α- trehalose. About 0.3 g of this powder was taken and pressurized with a tableting machine at 200 kg / cm ² for 2 minutes to prepare vitamin D ₃ tablets. The product has less degradation of vitamin D due to long-term storage, a vitamin D ₃ formulations have excellent storage stability.

<Face-wash form>
Based on the following constitutional formulation, the whole amount was heated and dissolved at 75 to 85 ° C. by a conventional method, and then gradually stirred and cooled to room temperature to obtain the desired facial cleansing foam. Since this product contains a carbohydrate derivative of α, α-trehalose, discoloration and off-flavor generation are suppressed, and it has a clean feeling with creamy foaming. It is a face-washing foam that lasts. In addition, the compounding quantity of each raw material component in the following Examples 33-48 means all parts by mass.
Sodium N-acyl-L-glutamate 20
N-coconut oil fatty acid / cured beef fatty acid acyl-L-glutamate sodium 2
Palm kernel oil fatty acid diethanolamide 1
Polyoxyethylene palm oil sorbitan (20E.O.) 5
1,3-butylene glycol 4
Propylene glycol 27
Polyethylene glycol monostearate 1
Powdery radical production inhibitor obtained by the method of Example 7 2
Clove extract 0.5
P-Hydroxybenzoate ester 0.3
Purified water is added to bring the total volume to 100.

<Lipstick>
Based on the composition recipe shown below, add the component A mixed in a conventional manner, stir and dissolve at 85 ° C., add the components of component B to a portion of castor oil and treat with a roller. Evenly dispersed. This was poured into a mold and rapidly cooled to form a stick to obtain the desired lipstick. This product contains a saccharide derivative of α, α-trehalose, which prevents discoloration and off-flavour, and has a smooth, smooth finish, good moisturizing properties, moisturizing lips A lipstick that can keep you safe.
<A component>
Castor oil 25
Cetyl 2-ethylhexanoate 14.5
Lanolin 11
Isopropyl myristic acid ester 10
Candelilla Row 9
Paraffin 8
Beeswax 5
Carnauba wax 5
Flavangenol 0.5
Propyl paraoxybenzoate Appropriate amount Perfume Appropriate amount <Component B>
Powdered radical production inhibitor obtained by the method of Example 7 4
Titanium oxide 6
Red No. 202 0.6
Red No. 201 0.2
Red 223 0.2

<Eye shadow>
Based on the composition formula shown below, the A component was mixed with a Henschel mixer by a conventional method, and the B component that was uniformly heated and dissolved was added thereto, mixed and pulverized, and compression molded into an inner dish to obtain an eye shadow. . Since this product contains a carbohydrate derivative of α, α-trehalose, discoloration and off-flavor generation are suppressed, and the adhesion and makeup feel are good. It is a good eye shadow that can be used.
<A component>
Silicon processing talc 27
Silicon-treated titanium oxide 9
Boron nitride 9
Baked product of silicon treatment (talc and silicic fluoride K) 9
Coco Pearl Pink (sales by BASF) 9
Powdery radical production inhibitor obtained by the method of Example 3 8.5
Catechin 0.5
Methylparaben 1
<B component>
Dimethicone 5
Neopentyl glycol dioctanoate 1
Squalane (vegetable) 4
Tocopherol 0.01
Propylparaben 0.01

<Makeup base>
Based on the formulation shown below, add and disperse the C component in the B component heated and dissolved in a conventional manner, then add and emulsify the A component heated and dissolved in another container and mix thoroughly. Then, the solution was stirred and cooled to room temperature to obtain the desired makeup base. Since this product contains a saccharide derivative of α, α-trehalose, discoloration and off-flavor generation are suppressed, it has good adhesion to the foundation, is not easily disintegrated, and has a soft feel. Is a makeup base that lasts and has a good feeling of use. In addition, even in the case of skin having acne or atopic disease, or skin sensitive to cosmetics, the inflammatory reaction is suppressed, so that it can be used without worrying about exacerbation of these diseases.
<A component>
Purified water 48
1,3-butylene glycol 2
Glycerin 1
Powdery radical production inhibitor obtained by the method of Example 7 1.5
Ellagic acid 0.5
Montmorillonite 0.5
Pullulan (Hayashibara Trading Co., Ltd., trade name "Pullulan PI-20") 0.1
Sodium hexametaphosphate 0.05
Ethylenediaminetetraacetate sodium 0.05
Sodium hydroxide 0.1
<B component>
Stearic acid 1
Palmitic acid 1
Isostearyl palmitate 3
Vaseline 1
Dimethylpolysiloxane (6CS) 10
Liquid paraffin 10
POE glyceryl monostearate 1
Glyceryl monostearate 1
Antioxidant 0.05
Preservative 0.2
Perfume appropriate amount <C component>
Titanium oxide 4
Sericite 8
Yellow iron oxide 0.1
Fine particle titanium oxide 5
Cobalt titanate 0.7

<Emulsion>
An emulsion was prepared by a conventional method based on the formulation shown below. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, it can be advantageously used for the maintenance of bruise and fresh skin, the prevention of skin irritation and itching, pigmentation such as whitening, spots, buckwheat, sunburn, and the treatment and prevention of skin aging. Moreover, even in the case of skin with acne or atopic disease, or skin sensitive to cosmetics, the inflammatory reaction is suppressed, so that it can be used without worrying about exacerbation of these diseases.
Stearic acid 2.5
Cetanol 1.5
Vaseline 5
Liquid paraffin 10
Polyoxyethylene (10 mol) oleate 2
Propylparaben 0.1
Dl-α-tocopherol acetate 0.5
Fragrance 0.2
Polyethylene glycol (1500) 3
Triethanolamine 1
Molasses extract 0.5
L-ascorbic acid 2-glucoside (sold by Hayashibara Biochemical Research Co., Ltd., trade name “AA2G”) 2
Syrup containing carbohydrate derivatives of α, α-trehalose (sales company Hayashibara Biochemicals, Inc., trade name “Tornare”) 2.5
Example A-2 of WO 02/10361
Syrup hydrogenated from the cyclic tetrasaccharide-containing syrup disclosed in (manufactured by Hayashibara Biochemical Research Co., Ltd.) 0.5
Add deionized water to bring the total volume to 100.

<Lotion>
A lotion was prepared by a conventional method based on the formulation shown below. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, it can be advantageously used for the maintenance of bruise and fresh skin, the prevention of skin irritation and itching, pigmentation such as whitening, spots, buckwheat, sunburn, and the treatment and prevention of skin aging. Moreover, even in the case of skin with acne or atopic disease, or skin sensitive to cosmetics, the inflammatory reaction is suppressed, so that it can be used without worrying about exacerbation of these diseases.
Radical formation inhibitor obtained by the method of Example 6 0.5
Citric acid 0.1
Sodium citrate 0.3
Glycerol 2
Ethanol 5
Thiotaurine 1
Photosensitive element 201 0.0001
Ethylparaben 0.1
An appropriate amount of purified water is added to make the total amount 100.

<Toner lotion spray>
Based on the formulation shown below, the following components of absolute ethanol were dissolved, followed by filtration to prepare a lotion spray stock solution. After 1 part by mass of this was filled in an aerosol container, 1 part by mass of liquid propane gas was filled to prepare a lotion type spray. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long period of time. In addition, maintenance of bruise and fresh skin, prevention of skin irritation and itching, suppression of acne, pigmentation of whitening, spots, buckwheat, sunburn, etc., treatment of skin aging, prevention, suppression of body odor, etc. Can be advantageously used.
Zinc paraphenol sulfonate 2
Absolute ethanol 92.3
Benzalkonium chloride solution (48%) 0.2
1,3-butylene glycol 2
Radical production inhibitor obtained by the method of Example 1.5 1.5
Isopropyl myristate 2
Ascorbic acid 2-glucoside (Hayashibara Biochemical Laboratories, Inc., “AA2G”) 0.8
Arbutin 0.5
Fragrance Appropriate amount Purified water is added in an appropriate amount to make the total amount 100.

<Lotion>
A lotion was prepared by a conventional method based on the formulation shown below. Since this product contains a carbohydrate derivative of α, α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, maintenance of bruise and fresh skin, prevention of skin irritation and itching, suppression of acne, pigmentation of whitening, spots, buckwheat, sunburn, etc., treatment of skin aging, prevention, suppression of body odor, etc. Can be advantageously used.
Radical production inhibitor obtained by the method of Example 6 10
Dipotassium glycyrrhizinate 0.05
Ethanol 10
1,3-butylene glycol 5
Glucose transfer rutin (sales by Hayashibara Biochemical Laboratories, Inc., trade name "alpha glucosyl rutin") 1
Photosensitive Element 201 0.005
Polyoxyethylene (60) hydrogenated castor oil 1
Perfume Appropriate amount Purified water is added in an appropriate amount to make the total amount 100.

<Lotion>
A lotion was prepared by a conventional method based on the formulation shown below. Since this product contains a carbohydrate derivative of α, α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, it is useful for the maintenance of bruise and fresh skin, prevention of skin irritation and itching, pigmentation such as acne, whitening, spots, buckwheat and sunburn, treatment of skin aging, prevention and suppression of body odor. it can.
Radical production inhibitor obtained by the method of Example 6 10
Aluminum chlorohydrate 10
Ethanol 50
1,3-butylene glycol 3
Arbutin 0.5
Benzalkonium chloride 0.2
Polyoxyethylene (40) hydrogenated castor oil 0.5
Fragrance 0.1
An appropriate amount of purified water is added to make the total amount 100.

<Cosmetic cream>
Based on the formulation shown below, the component A was heated and dissolved by a conventional method, the component B was added thereto, emulsified with a homogenizer, stirred and mixed to produce a cosmetic cream. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, it can be advantageously used for the maintenance of bruise and fresh skin, prevention of skin irritation and itching, pigmentation such as acne, whitening, spots, buckwheat, sunburn, and skin aging.
<A component>
Monostearic acid polyoxyethylene glycol 2
Self-emulsifying glyceryl monostearate 5
Behenyl alcohol 1
Eicosatetraenoic acid 2
Liquid paraffin 5
Glyceryl trioctanoate 10
Preservative appropriate amount <B component>
Radical formation inhibitor obtained by the method of Example 6 2
dl-sodium lactate 5
1,3-butylene glycol 5
Carrot extract 1
Perilla extract 1
Perfume appropriate amount Purified water is added to make the total amount 100.

<Hair tonic>
Based on the formulation shown below, a hair tonic was prepared by a conventional method. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, this product is a hair tonic with excellent usability, with no sticky scalp even after use, excellent hair setting power. In addition, the comb of the hair improved after use. In addition, even in the case of skin having acne or atopic disease or a constitution sensitive to cosmetics, the inflammatory reaction is suppressed, so that it can be used without worrying about exacerbation of these diseases.
Ethanol 50
Polyoxyethylene (8 mol) oleate 1.5
Hinokitiol 0.1
Photosensitive element 301 0.01
Syrup containing saccharide derivatives of α, α-trehalose (sales company Hayashibara Biochemicals Co., Ltd., trade name “Tornale”) 7
α-Glycosylglycyrrhizin powder (manufactured by Hayashibara Biochemical Research Institute) 3
Eye extract (water extraction) 0.5
Ethylparaben 0.1
Fragrance 0.05
An appropriate amount of purified water is added to make the total amount 100.

<Hair dye>
Based on the formulation shown below, a gel-type hair dye (hair dye) was prepared by a conventional method. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, this product is a hair dye that has reduced irritation to the skin, does not have a sticky scalp even after use, has excellent hair setting power, and has an excellent feeling of use. In addition, after use, not only the comb of the hair will improve, but also the skin with acne and atopic diseases, and even if it is a constitution sensitive to cosmetics, the inflammatory reaction is suppressed, so these diseases Can be used without worrying about exacerbations.
Acid dye 1
Benzyl alcohol 6
Isopropyl alcohol 18
Syrup-like radical production inhibitor obtained by the method of Example 1 3
Anthocyanidin 0.5
Citric acid 0.3
Xanthan gum 1
Purified water is added to make 100.

<Permanent Wave Agent>
Based on the formulation shown below, a permanent wave agent was prepared by a conventional method. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, this product is a permanent wave agent with reduced skin irritation, no stickiness of the scalp even after use, excellent hair setting, and excellent usability. In addition, after use, not only the comb of the hair will improve, but also the skin with acne and atopic diseases, and even if it is a constitution sensitive to cosmetics, the inflammatory reaction is suppressed, so these diseases Can be used without worrying about exacerbations.
Ammonium thioglycolate (50% aqueous solution) 10
Ammonia water (28%) 3
Stearyltrimethylammonium chloride 0.1
Syrup-like radical production inhibitor obtained by the method of Example 1 1.5
Propylene glycol 5
Glycosylated hesperidin (Toyo Seika Co., Ltd., trade name
“ΑG Hesperidin” 1)
Edetic acid salt Appropriate amount Fragrance Appropriate amount Purified water is added to make 100 (ammonium thioglycolate and aqueous ammonia are mixed at the end).

<Toothpaste>
Based on the composition formula shown below, the A component is heated and mixed in a conventional manner to make it uniform, then the B component and C component are added sequentially, stirred and uniformed, and stirred and cooled to obtain the desired toothpaste. It was. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, this product is a toothpaste that has an inflammatory action in the oral cavity, has good foaming, and has a clean feeling after washing, and can also remove plaque cleanly.
<A component>
Tocopherol acetate 0.1
Dipotassium glycyrrhizinate 0.5
Purified water 25
Glycerin 10
Syrup containing carbohydrate derivative of α, α-trehalose (sales company Hayashibara Biochemical Research Co., Ltd., trade name “Tornare”) 30
Glucose transfer rutin (sold by Toyo Seika Co., Ltd., trade name “αG
Rutin ") 0.5
Eye extract (water extraction, Hayashibara Biochemical Laboratories Inc. sales,
Product name “Ai Luros”) 1.5
Carrageenan 0.5
Salt-resistant sodium carboxymethylcellulose 0.3
Perfume appropriate amount <B component>
Dicalcium phosphate 20
Hydroxyapatite 5
Calcium carbonate 5
<C component>
Sodium lauryl sulfate 1.5
An appropriate amount of purified water is added to make the total amount 100.

<Bath agent>
Based on the formulation shown below, the whole amount was uniformly mixed by a conventional method, and then tableted to produce a bath preparation. Since this product contains a carbohydrate derivative of α, α-trehalose, radical generation is suppressed, and there is no discoloration or off-flavor, and the quality is stably maintained for a long time. In addition, this product is a bath preparation with an excellent feeling of use because it has an action of suppressing body odor and the skin does not become sticky after bathing.
Sodium sulfate 44
Sodium bicarbonate 14
Sodium carbonate 7
Succinic acid 21
Cyclic tetrasaccharide 5-hydrated crystal (manufactured by Hayashibara Biochemical Laboratories Co., Ltd.) disclosed in WO 02/10361
Syrup containing saccharide derivatives of α, α-trehalose (sales company Hayashibara Biochemicals Co., Ltd., trade name “Tornale”) 3
L-ascorbic acid 2-glucoside (Hayashibara Biochemical Lab.
Research Institute Co., Ltd., trade name “AA2G”) 0.5
Lubricant appropriate amount Pigment appropriate amount Fragrance appropriate amount

<Toilet soap>
Based on the formulation shown below, a cosmetic soap was prepared by a conventional method. This product contains a carbohydrate derivative of α, α-trehalose, so radical generation is suppressed, and soap base, emulsifying substances, fragrances, pigments, etc. are oxidized and decomposed, and browned. Since the occurrence of discoloration, off-flavor, etc. is suppressed for a long time, the quality is stably maintained for a long time. In addition, this product has a body odor suppressing action, and does not become skiny after use, and is a soap with excellent usability.
Neat soap 95.5 obtained by subjecting beef tallow and coconut oil in a mass ratio of 4 to 1 to conventional saponification and salting-out methods.
Radical formation inhibitor obtained by the method of Example 6 0.5
Hydrous crystals α, α-trehalose (sales by Hayashibara Biological Research Co., Ltd., trade name “trehalose for cosmetics”) 1
L-ascorbic acid 2-glucoside (Hayashibara Biochemical Lab.
Research Institute Co., Ltd., trade name “AA2G”) 0.5
Sucrose 0.5
Glycosylnarindin (manufactured by Hayashibara Biochemical Research Institute) 0.5
Maltitol 1
Photosensitive element 201 0.001
Perfume

<Eye drops>
4.5 parts by mass of the radical production inhibitor obtained by the method of Example 5, 0.4 parts by mass of sodium chloride, 0.15 parts by mass of potassium chloride, 0.2 parts by mass of sodium dihydrogen phosphate, 0.15 parts by mass of borax Part of ascorbic acid 2-glucoside (trade name “AA2G” sold by Hayashibara Biochemical Laboratories, Inc.) is dissolved in sterilized purified water to make a total volume of 100 ml, and a sterile preparation is prepared by a known method. An eye drop was prepared. The pH was adjusted to 7.3. In this product, the carbohydrate derivative of α, α-trehalose contained in the radical production inhibitor suppresses inflammation of the eye, and α, α-trehalose demonstrates the effect of protecting the eye mucosa from drying. Since ascorbic acid 2-glucoside is gradually degraded enzymatically and becomes a continuous source of vitamin C, the eye drops are used to restore eye fatigue, allergic eye inflammation and dry eye, It can be advantageously used for prevention or treatment of ophthalmic diseases such as flying mosquitoes. Further, it is also optional to use it as an eye washing solution or perfusion solution for the treatment and / or prevention of these ophthalmic diseases, and also as a preservation solution for transplanted cornea.

<Treatment ointment>
After adding and mixing 0.02 part by weight of Photosensitive Element 101 to 500 parts by weight of the powdery radical generation inhibitor obtained by the method of Example 2, 200 parts by weight of 10% pullulan aqueous solution was further added and mixed. An ointment for treating wounds having elongation and adhesion was obtained. This product can be used to treat wounds such as cuts, abrasions, burns and athlete's foot by applying it directly to the wound surface or gauze. In addition, in this product, the carbohydrate derivative of α, α-trehalose suppresses the radical generation of Photosensitive No. 101 and stabilizes the preparation, and also suppresses the inflammation of the affected area due to the radical generation. The period is shortened and the wound surface can be restored cleanly.

<Interferon-α containing suppository>
An interferon-α preparation (sold by Otsuka Pharmaceutical Co., Ltd., trade name “10 million units for OIF OIF injection”) was dissolved in 0.1 ml of distilled water, and 0.1 part by mass thereof was treated by the method of Example 3. 1 part by mass of the obtained powdery radical generation inhibitor and 9 parts by mass of an oleaginous pharmasol dissolved in advance at 40 ° C. were mixed, poured into a mold, cooled, and interferon-α-containing suppository. Got. 1 g of this product contains 1 million units of interferon activity. This product is a suppository in which interferon-α is stabilized, and can be advantageously used for treatment of interferon-α-sensitive diseases such as herpes virus infection, hepatitis, and malignant neoplasm.

<Enzyme agent>
Lactic acid dehydrogenase derived from microorganisms (manufactured by Toyobo Co., Ltd., sold by Funakoshi Co., Ltd., 429 units / mg) 0.3 ml of an aqueous solution of an enzyme prepared by dissolving 4 mg in 10 ml of deionized water; After gently stirring and mixing 0.3 ml of an aqueous solution in which the radical production inhibitor obtained by the method was dissolved to 3.5% in a glass container for freeze-drying (diameter of the liquid reservoir 10 mm, height 50 mm), A powder preparation of lactate dehydrogenase was prepared by lyophilization by a conventional method. This product is a saccharide derivative of α, α-trehalose, so that freezing and drying denaturation during lyophilization are suppressed, so that the enzyme activity does not decrease to the activity at the time of manufacture, and room temperature, refrigeration, Alternatively, the activity is stably maintained for a long time even in frozen storage. Furthermore, even when the aqueous solution of this product is stored refrigerated at about 4 to about −1 ° C. or frozen and stored, the enzyme activity can be stably maintained for a long period of time.

<Freeze-dried complement preparation>
After collecting blood from the guinea pig, the serum fraction is separated, and 1 part by mass of the radical production inhibitor obtained in advance by the method of Example 5 is added to physiological saline (trade name “Otsuka raw food injection”). , Manufactured by Otsuka Pharmaceutical Factory) Add 1 part by weight of the solution dissolved in 9 parts by weight, stir and dissolve to homogeneity, dispense 0.2 ml into a 2 ml tube bottle, It was freeze-dried under the drying conditions at an ultimate temperature of 25 ° C. In this product, the stability of unsaturated compounds such as lipids contained in this product is enhanced by the carbohydrate derivatives of α, α-trehalose, so that excess products generated by radicalization of unsaturated compounds in serum are produced. Since the modification and denaturation of complement by oxides are suppressed, a series of enzyme reaction systems and other physiological activities possessed by complement are characterized by being stably maintained even when stored for a long time at refrigeration or at room temperature. . Moreover, the α, α-trehalose carbohydrate derivative protects proteins from denaturation due to freezing and / or drying, so that the decrease in complement activity during lyophilization is also suppressed. It can be advantageously used as a reagent for clinical diagnosis or immunological test.

<Vinyl chloride resin>
Add 0.6 parts by mass of the radical generation inhibitor obtained by the method of Example 3 to 100 parts by mass of vinyl chloride resin, 500 parts by mass of tetrahydrofuran, 0.001 part by mass of barium stearate, and 0.001 part by mass of zinc stearate. Then, they were mixed so as to be homogeneous, further heated to 180 ° C. and kneaded for 5 minutes to prepare a sheet having a thickness of 0.5 mm. This product is a vinyl chloride resin with excellent light resistance, because the added α, α-trehalose saccharide derivative suppresses radical generation caused by ultraviolet rays and the like. In addition, the addition of an α, α-trehalose sugar derivative improves the heat resistance of this product, so the α, α-trehalose sugar derivative is suitable as a resin stabilizer. There was found.

<Paint>
100 parts by mass of polyester resin, 3.3 parts by mass of β-hydroxyalkylamide, 11 parts by mass of calcium carbonate, 3 parts by mass of a powdery radical generation inhibitor obtained by the method of Example 8, 1 part by mass of benzoin, leveling agent 2 A paint was prepared by mixing and stirring mass parts, 33 parts by mass of titanium dioxide, 0.3 part by mass of carbon black, and 8 parts by mass of aluminum dihydrogen tripolyphosphate by a conventional method. This product is a highly durable paint that retains its gloss for a long time because radical generation is suppressed. Moreover, the adhesion at the time of coating the paint is good and the paintability is also excellent.

<Paint>
In a reaction vessel for producing an aqueous resin, 203 parts by mass of isophthalic acid, 235 parts by mass of pentaerythritol, 301 parts by mass of linseed oil fatty acid, 380 parts by mass of benzoic acid, 2 parts by mass of dibutyltin oxide, and 3 parts by mass of xylene were placed in a nitrogen atmosphere. The mixture was heated to 240 ° C. with stirring at 6.5 ° C. and reacted for 6.5 hours until the resin acid value reached 2.5 to give a theoretical hydroxyl value of 7.2, a resin solid content of 100%, a Gardner viscosity (75% n-butyl cellosolve solution). ) A Z3-alkyd resin was obtained. In another reaction vessel, 189 parts by mass of isophthalic acid, 234 parts by mass of pentaerythritol, 299 parts by mass of linseed oil fatty acid, 397 parts by mass of benzoic acid, 2 parts of dibutyltin oxide and 30 parts by mass of xylene were added and stirred under a nitrogen atmosphere. The mixture was then heated to 240 ° C. and reacted for 6.5 hours until the resin acid value reached 2.5. The alkyd resin has a theoretical hydroxyl value of 7.2. Subsequently, the temperature was lowered to 200 ° C., 28 parts of maleic anhydride was added, and the maleation reaction was performed at 200 ° C. for 3 hours. The resin solid content was 100%, the resin acid value was 29.9, and the Gardner viscosity (75% n-butyl cellosolve solution). ) A maleated alkyd resin of Z5 + was obtained. 500 parts by mass of each of the alkyd resin and maleated alkyd resin were placed in a reaction vessel, heated to 200 ° C. with stirring under a nitrogen atmosphere, and reacted for 2 hours. After completion of the reaction, the temperature was lowered to 140 ° C., and at the same temperature, 6 parts by mass of deionized water was added to the reaction vessel, and the ring-opening reaction was carried out for 1 hour. Next, 330 parts by mass of n-butyl cellosolve was added to obtain a resin for water dispersion having a resin solid content of 75%, a resin acid value of 13.3, and a Gardner viscosity (60% n-butyl cellosolve solution) V +. Neutralized, deionized water was added and emulsified and dispersed to obtain an alkyd emulsion having a solid content of 52%. 20 parts by weight of an aqueous cellulose derivative “WHH” (carboxymethylcellulose nitrate, solid content 50%) manufactured by Asahi Kasei Kogyo Co., Ltd. was mixed with a mixed liquid of 57 parts by weight of water-based cellulose derivative and 21 parts by weight of butyl cellosolve. Then, 2 parts by mass of triethylamine was gradually added to obtain a 10% aqueous cellulose solution (B). Separately, 90 parts by mass of deionized water, 0.6 part by mass of “Natrazol 330” (Aqualon, hydroxyethylcellulose) and “Nopcosper 44C” (manufactured by San Nopco, dispersant) 2.35 are added to the stirring and mixing container. Mass parts were added and stirred and dissolved so that there was no residue. To this solution was added 0.3 part by weight of “BYK-024” (manufactured by BK Chemie Co., Ltd., antifoaming agent), and while stirring at high speed with a disper, 20.3 parts by weight of titanium white, 51.7% of talc. Mass parts, 51.7 parts by mass of clay, and 45 parts by mass of hydrous crystal α-maltotriosyl α, α-trehalose prepared by the method disclosed in Experiment A-2 of JP-A-7-291987 were added. Further, this was dispersed for 5 minutes using a desktop sand mill to obtain a pigment paste having a solid content of 65%. To another stirring and mixing vessel, 262 parts by mass of the pigment paste obtained above, 76.3 parts by mass of the alkyd emulsion obtained above and 72.9 parts by mass of the acrylic emulsion were sequentially added with stirring, and then an aqueous cellulose solution. 300 parts by mass were added with stirring, and the mixture was further stirred for 1 hour. The mixture was adjusted to pH 8 with aqueous ammonia to obtain a paint. Since this product suppresses radical generation, it is a paint with excellent durability and can be used as a primer / surfacer. Moreover, this product is excellent in drying property, polishing workability, and adhesion.

<Coating agent>
Hydran HW-970 (Dainippon Ink & Chemicals, Inc., polyurethane aqueous dispersion having an alkylene oxide chain, average particle size 0.2 microns) 45 parts by mass and ethylene-modified polyvinyl alcohol (polymerization degree 1700, saponification degree 98. 0%, ethylene modification amount 6.0 mol%) 15% aqueous solution was mixed with 50 parts by mass in terms of solid content, 1 part by mass of the syrup-like radical production inhibitor obtained by the method of Example 1 was mixed, and an aqueous coating agent and A recording agent for ink jet was obtained. Since this product has suppressed radical generation, ink and printed matter using this product are excellent in durability. In addition, this product is excellent in adhesion at the time of application.

<Coating agent>
Hydrophobic silica (sales by Nippon Aerosil Co., Ltd., product number “RX300”) 1.5 parts by mass, amino-modified silicone (sales by Toray Dow Corning Silicone Co., Ltd., product number “BY16-849”) 0.005 parts by mass, Anhydrous crystal α-maltotriosyl obtained by drying the hydrous crystal α-maltotriosyl α, α-trehalose prepared by the method disclosed in Experiment A-2 of Japanese Patent Publication No. 7-291987 at 100 ° C. overnight under reduced pressure. Isoparaffin (sold by Idemitsu Petrochemical Co., Ltd., trade name “IPP Solvent 2028”) is added to 0.5 part by mass of α, α-trehalose to make a total amount of 100 parts by mass, and this mixture is mixed for 90 minutes using an ultrasonic cleaner. Dispersed to prepare a water repellent coating agent. This product has excellent durability because radical generation is suppressed. In addition, this product is excellent in adhesion at the time of application.

  In order to suppress the generation of radicals, the decomposition of unsaturated compounds by the generation of radicals, and the modification and denaturation of lipids and proteins due to unsaturated compound peroxides, The carbohydrate derivative of α, α-trehalose, which is a non-reducing carbohydrate used as a constituent sugar, has been found to have a strong radical generation inhibitory action, and before the generation of radicals occurs, Incorporating the above-mentioned α, α-trehalose saccharide derivative or a radical generation inhibitor containing a saccharide containing this into the active reaction system, the radical generation from the unsaturated compound is suppressed, Furthermore, the modification and denaturation of proteins, lipids, nucleic acid-related substances and the like caused by the generated peroxide are also suppressed. Moreover, since the carbohydrate derivative of α, α-trehalose or a carbohydrate containing it is safe and very stable as food, the carbohydrate derivative of α, α-trehalose according to the present invention, Or, the fields of application of radical production inhibitors containing carbohydrates containing this include food and drink, agriculture, forestry and fisheries (feed, feed, pet food and other livestock, poultry, pets, cultured fish, cultured crustaceans, etc. Including food), cosmetics field, quasi-drugs, pharmaceutical field, daily necessities field, chemical industry field, dye field, paint field, building materials field, perfume field, chemical field, synthetic fiber field, dye field, photosensitive Wide range of fields such as dyes and optical recording media. The present invention is an invention that exhibits such remarkable operational effects, and is an invention that has a significant industrial contribution.

Claims (26)

A radical production inhibitor comprising a carbohydrate derivative of α, α-trehalose as an active ingredient. The carbohydrate derivative of α, α-trehalose is α-glucosyl α, α-trehalose, α-maltosyl α, α-trehalose, α-maltotriosyl α, α-trehalose, α-maltotetraosyl α, α- The radical generation inhibitor according to claim 1, wherein the radical generation inhibitor is one or more selected from trehalose. The radical production inhibitor according to claim 1 or 2, comprising a radical scavenger together with a carbohydrate derivative of α, α-trehalose. The radical scavenger is one or more selected from vitamins, flavonoids, polyphenols, terpenes, derivatives thereof, herbal extracts, unsaturated fatty acids and antioxidants. The radical production inhibitor according to claim 3. Flavonoids, polyphenols, terpenes and derivatives thereof are selected from catechin, epigallocatechin, epigallocatechin gallate, flavangenol, proanthocyanidins, anthocyanidins, tannins, chlorogenic acid, ellagic acid, phenolic acids and derivatives thereof The radical production inhibitor according to claim 4, wherein the radical production inhibitor is any one kind or two or more kinds. The radical production inhibitor according to claim 4, wherein the vitamin is one or more selected from ascorbic acid, rutin, hesperidin, naringin, derivatives thereof and coenzyme Q10. α, α-trehalose saccharide derivatives, reducing saccharides, non-reducing saccharides other than α, α-trehalose saccharide derivatives, sugar alcohols, cyclodextrins, cyclic tetrasaccharides, water-soluble polysaccharides, spices The radical production inhibitor according to any one of claims 1 to 6, comprising any one or more selected from acidulants, umami, umami, inorganic salts, emulsifiers, fragrances, and pigments. The radical production inhibitor according to any one of claims 1 to 7, comprising 5% by mass or more of a carbohydrate derivative of α, α-trehalose. A composition in which radical generation is suppressed, comprising an unsaturated compound together with the radical generation inhibitor according to any one of claims 1 to 8. Unsaturated compounds include fatty acids, simple lipids, complex lipids, terpenes, alcohols, glycosides, vitamins, proteins, peptides, amino acids, enzymes, hormones, cytokines, antibodies, fragrances, 10. The radical-suppressed composition according to claim 9, wherein the composition is one or more selected from a dye, an emulsifier, a synthetic polymer, and vinyls. The composition in which radical generation is suppressed according to claim 9 or 10, wherein the composition is any of foods and drinks, cosmetics, quasi-drugs, pharmaceuticals, feeds, feeds, sundries, chemical industrial products, and polymer molded products. A method for inhibiting radical production, comprising blending the radical production inhibitor according to any one of claims 1 to 8 into a composition containing an unsaturated compound. The radical generation inhibitor according to any one of claims 1 to 8 is blended in a composition containing an unsaturated compound, and the peroxide of the unsaturated compound generated by radical generation modifies components other than the unsaturated compound. A method for inhibiting radical generation, characterized in that Unsaturated compounds are fatty acids, simple lipids, complex lipids, terpenes, alcohols, glycosides, vitamins, proteins, peptides, amino acids, enzymes, hormones, cytokines, antibodies The method for inhibiting radical formation according to claim 12 or 13, wherein the radical generation method is any one or more selected from fragrances, fragrances, pigments, emulsifiers, synthetic polymers and vinyls. 15. The composition containing an unsaturated compound is any of foods and drinks, cosmetics, quasi drugs, pharmaceuticals, feeds, feeds, sundries, chemical industrial products, and polymer molded products. The method for suppressing radical generation according to any one of the above. A method for suppressing an unpleasant and / or unpleasant odor derived from a radical scavenger, wherein the radical production inhibitor according to any one of claims 1 to 8 is used. Any one or two kinds of radical scavengers selected from catechin, epigallocatechin, epigallocatechin gallate, flavangenol, proanthocyanidins, anthocyanidins, tannins, chlorogenic acid, ellagic acid, phenolic acid, vitamin P and derivatives thereof The method for suppressing unpleasant and / or unpleasant odor according to claim 16, which is described above. A method for inhibiting browning or discoloration of a radical scavenger, wherein the radical production inhibitor according to any one of claims 1 to 8 is used. 19. The browning or discoloration according to claim 18, wherein the radical scavenger is one or more selected from ascorbic acid, vitamin E, vitamin A, hesperidin, rutin, naringin, derivatives thereof and coenzyme Q10. Suppression method. The radical production inhibitor according to any one of claims 1 to 8, which is an inhibitor of an unpleasant taste and / or an unpleasant odor derived from a radical scavenger. The radical scavenger is one or more selected from catechin, epigallocatechin, epigallocatechin gallate, flavangenol, proanthocyanidins, anthocyanidins, tannins, chlorogenic acid, ellagic acid, phenolic acid and derivatives thereof 21. The radical production inhibitor according to claim 20, wherein The radical production inhibitor according to any one of claims 1 to 8 as an anti-acne agent. The radical production inhibitor according to any one of claims 1 to 8 as a body odor inhibitor. The radical production inhibitor according to any one of claims 1 to 8, wherein the radical scavenger is a browning inhibitor. 25. The radical production inhibitor according to claim 24, wherein the radical scavenger is any one or more selected from ascorbic acid, vitamin E, vitamin A, hesperidin, rutin, naringin and derivatives thereof. . The radical production inhibitor according to any one of claims 1 to 8, which is an agent for improving adhesion and / or coating property of a coating agent or paint.