KR100786884B1 - Coenzyme 90-containing water-soluble composition - Google Patents

Abstract

A water-soluble composition containing coenzyme Q10 having excellent acid resistance, salt resistance, heat resistance and transparency together with improved storage stability and freeze-thaw stability is provided which is applicable to health functional food, food, medicines or cosmetics. A water-soluble composition contains: 0.05 to 20% by weight of coenzyme Q10; 0.1 to 40% by weight of polyglycerin fatty acid ester having an average polymerization degree of more than 6 to 10 and an HLB of more than 12; 0.01 to 25% by weight of water-dispersible fluid lecithin; an emulsification auxiliary agent such as sugar alcohol; and additionally a sweetening agent, thickener, sour agent, flavor or water. The composition is obtained by heating the emulsification auxiliary agent at 60 to 70deg.C and homogenizing the raw material at a pressure of 12,000 to 23,000psi.

Description

Coenzyme 90-containing water-soluble composition {WATER SOLUBLE COMPOSITION CONTAINING COENZYME Q10}

1 is a graph showing changes in transmittance with passage of storage time when the water-soluble compositions of Example 1 and Comparative Examples 1 to 3 are shielded and stored at 40 ° C.

FIG. 2 is a graph showing changes in transmittance over time when the water-soluble compositions of Examples 1 and 2 and Comparative Examples 11 and 13 are frozen, melted, and stored.

The present invention relates to a coenzyme Q10-containing water-soluble composition having excellent acid resistance, flame resistance, heat resistance and transparency, together with improved storage stability and freeze melting stability.

Coenzyme Q10 is a compound represented by the following general formula (1) in which isoprene unit of 2,3-dimethoxy-5-methyl-6-decaprenyl-1,4-benzoquinone side chain is 10, and ubiquinones present in higher animals C ₅₉ H ₉₀ O ₄ , molecular weight 863.4), also referred to as ubidecarenone, ubiquinone or cocutene (CoQ10).

[Formula 1]

Coenzyme Q10 is a kind of coenzyme as well as biological activity, it is widely known as a vitamin-like substance that improves the efficiency of oxygen utilization. In addition, coenzyme Q10 is an intracellular component that plays an important role in energy production by being located in the electron transport system of the mitochondria, and has been reported to have an effect on heart disease, hypertension, rheumatic stool disease, alveolar inflammation, etc. by improving immune function. In addition, the coenzyme Q10 is also used for congestive heart failure, cerebrovascular disorders, prevention of side effects of anticancer drugs (prevention of cardiac disorders caused by adriamycin), fatigue recovery, energy revival, antioxidant against free radicals in vivo, and also antioxidant In addition to myocardial protection, carcinogenesis, anti-aging, and inhibition of LDL oxidation in blood, the effects of suppressing blood pressure rise, improving oxygen utilization efficiency in ischemic myocardium, reactivating ATP synthesis of myocardial mitochondria, and improving cardiac function have been reported. There is a bar.

Such coenzyme Q10 has been used in medicine for a long time due to the above-mentioned various effects, and in particular, it is expected that its usefulness will increase even more recently as it becomes available as a health functional food in Korea. However, the coenzyme Q10 shows a solid state of yellow crystals having a melting point of about 49 ° C. at room temperature, is almost insoluble in water and alcohol, and is not soluble in oil despite being fat-soluble, so that it can be used in medicine, health functional food, or food. There is a problem that the versatility of is very low, and furthermore, the application is very limited in the application to aqueous liquids such as beverages. In particular, it is known that water absorption is low in oral administration due to poor water solubility.

Because of the nature of this coenzyme Q10, various techniques for the solubilization or increase the absorption rate in vivo for the application to beverages and the like have been disclosed.

First, Japanese Patent Publication No. 2643217 discloses an aqueous solution containing L-arginine or meglumine together with a fat-soluble substance such as coenzyme Q10, phospholipids, and polyhydric alcohols, and Japanese Patent Publication No. 3058926 discloses ubidecarenone. That is, a composition is disclosed in which coenzyme Q10 is dissolved in fats and oils, emulsified using a fat ball coat in mammalian milk, and fractionated particles having a specific diameter (1 to 5 mu m) to improve water absorption.

However, even in accordance with Japanese Patent Laid-Open Nos. 2643217 and 3059826, it is difficult to obtain a transparent aqueous solution containing coenzyme Q10.

In addition, EP 522,433 and JP 3666878 disclose aqueous solution compositions in which coenzyme Q10 is dissolved using polyethoxy 40 hydrogenated castor oil and polysorbate 80 as surfactants, respectively. However, the use of nonionic surfactants, such as polyethoxy 40 hydrogenated castor oil or polysorbate 80, has problems such as hemolytic, mucosal irritation, and mucosal defects, and therefore, its use as a dietary supplement is limited.

Japanese Patent Application Laid-Open No. 2000-212066 discloses coenzyme Q10, emulsifiers such as polyglycerol fatty acid esters and / or glycerin fatty acids (lecithin and / or lysolecithin), polyhydric alcohols such as sugar alcohols, and water. A fat-soluble material aqueous solution prepared by homogenizing at a high pressure of 200 to 2000 kg / cm 2 after mixing is disclosed. Such an oil-soluble aqueous solution may be prepared in a transparent state in which coenzyme Q10 is temporarily dissolved by high pressure treatment in the homogenization process.

However, the fat-soluble aqueous solution may include polyglycerol fatty acid esters or various glycerin fatty acids having a wide range of degree of polymerization or HLB value, and in many cases depending on the type of polyglycerol fatty acid ester or glycerin fatty acid. In addition, over time, cloudiness occurs or precipitation of coenzyme Q10 precipitates, leading to a problem of poor storage stability.

Moreover, if the fat-soluble aqueous solution contains coenzyme Q10 at a high concentration of, for example, 0.05 w / v% or more, in many cases, the transparency (transmittance) decreases rapidly with the storage time, the heat resistance is poor, and more Further, as soon as it is frozen and thawed, precipitation or precipitation of coenzyme Q10 crystals occurs, resulting in a very low freeze melting stability.

On the other hand, Japanese Patent Application Laid-Open No. 2004-0196781 discloses coenzyme Q10, polyglycerol having an average degree of polymerization of 10, and a fatty acid monoester having 18 carbon atoms, polyglycerol having an average degree of polymerization of 3-6, and mono, di, and tri of 18 fatty acids having a carbon number of 18. Or a water-soluble composition containing pentaester and water and whose average particle diameter is 110 nm or less is disclosed. Such water-soluble compositions may be regarded as having relatively good transparency and in vivo absorption, and having some improved acid resistance, flame resistance and heat resistance.

However, when the water-soluble composition contains, for example, coenzyme Q10 at a high concentration of 0.1 w / v% or more, transparency is poor, and over time, whitening, precipitation of crystals, precipitation, and the like proceed with room temperature, resulting in storage stability. Because it is low, a separate stabilization method is required, and in addition, there is a problem in that frost stability, precipitation, precipitation, or flotation occurs in the melting and freezing process, resulting in very low freeze-melt stability.

Due to the problems of the prior art as described above, even if stored for a long time in an aqueous solution containing coenzyme Q10, improved storage stability to maintain a homogeneous and stable aqueous solution state without the occurrence of precipitation, precipitation or injury of coenzyme Q10 At the same time, there is a demand for a coenzyme Q10-containing water-soluble composition having excellent transparency without including too much emulsifier.

In addition, such a coenzyme Q10-containing water-soluble composition, when applied to health functional food, food, medicine, cosmetics, etc., can be frozen depending on the temperature, storage location or storage conditions, such a water-soluble composition has a better freeze-melting stability It is required to have excellent acid resistance, flame resistance and heat resistance.

Accordingly, the present invention is to provide a coenzyme Q10-containing water-soluble composition having an excellent acid resistance, flame resistance, heat resistance and transparency with improved storage stability and freeze-melt stability.

In order to achieve the above object, the present invention is coenzyme Q10, polyenzyme fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more, water-soluble coenzyme Q10 containing water-soluble lecithin and emulsification aids To provide a composition.

The present invention also relates to a first step of melting and mixing coenzyme Q10, a polyglycerol fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more, and a lecithin in a fluid form having water dispersibility; A second step of mixing the resultant of the first step with the emulsifying aid while rotating with a homo mixer; It provides a water-soluble coenzyme Q10-containing water-soluble composition comprising a third step of homogenizing the resultant of the second step.

Other specific details of the embodiments of the present invention are included in the following detailed description and the accompanying drawings.

Hereinafter, the configuration and operation of the present invention will be described in more detail.

The present invention basically provides a coenzyme Q10-containing water-soluble composition comprising coenzyme Q10, a polyglycerin fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more, lecithin in fluid form with water dispersibility and an emulsifying aid.

As is evident from the test examples described below, the inventors' experiments surprisingly included preservation stability by including a polyglycerin fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more and a liquid form of lecithin with water dispersibility. And it has been found that a coenzyme Q10-containing water-soluble composition having excellent transparency, acid resistance, flame resistance and heat resistance can be provided, while emulsification stability such as freeze-melting stability is greatly improved.

The constitution and action of the coenzyme Q10-containing water-soluble composition will be described in detail for each component as follows.

First, the water-soluble composition of the present invention contains coenzyme Q10 as an active ingredient exhibiting various effects in the body. Such coenzyme Q10 may be included in an amount of 0.05 to 20% by weight, and preferably in an amount of 0.1 to 15% by weight, based on the total weight of the water-soluble composition. In addition, more preferably, it may be included in an amount of 0.5 to 10% by weight. If the content of the coenzyme Q10 is less than 0.05% by weight, it is difficult to contain a high concentration of coenzyme Q10, it is difficult to expect the production efficiency due to the long process time using the high-pressure homogenizer. In addition, when the content of the coenzyme Q10 is more than 20% by weight, it is not easy to prepare a coenzyme Q10-containing liquid formulation having excellent emulsion stability and transparency such as storage stability or freeze-melting stability, and the viscosity of the water-soluble composition is too high. It is difficult to proceed smoothly with the manufacturing process of a water-soluble composition or the manufacturing process of the coenzyme Q10 containing liquid agent using the same.

The water-soluble composition of the present invention also includes a polyglycerol fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more. The polyglycerol fatty acid ester is an ingredient added to emulsify coenzyme Q10 to obtain a water-soluble composition having excellent emulsion stability and transparency, such as storage stability. In particular, the results of the inventors of the present invention, by including a polyglycerol fatty acid ester, the average degree of polymerization and HLB value specified in the range of 6-10 and 12 or more, respectively, greatly improve the emulsion stability, such as transparency and storage stability of the coenzyme Q10-containing water-soluble composition It turns out that you can. In contrast, when polyglycerol fatty acid esters having an average degree of polymerization of less than 6 or an HLB value of less than 12 are used, the emulsion stability such as transparency and storage stability of the coenzyme Q10-containing water-soluble composition is greatly reduced.

The kind of polyglycerol fatty acid ester usable in the water-soluble composition is not particularly limited, and any polyglycerol fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more can be used. For example, decaglycerin lauric acid ester, decaglycerin myristic acid ester, decaglycerine palmitate ester, decaglycerine stearic acid ester, deca derived from fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid Glycerine stearic acid ester, decaglycerin oleic acid ester, decaglycerin linoleic acid ester, hexaglycerin lauric acid ester, hexaglycerin stearic acid ester, etc. can be used.

In addition, the polyglycerol fatty acid ester, based on the weight of the total water-soluble composition may be included in an amount of 0.1 to 40% by weight, preferably in an amount of 0.5 to 30% by weight. In addition, more preferably, it may be included in an amount of 1 to 20% by weight. If the content of the polyglycerol fatty ester is less than 0.1% by weight, it is difficult to accept the high concentration of coenzyme Q10, so that the emulsion stability and transparency, such as the storage stability of the water-soluble composition, are lowered. It is not preferable in terms of texture or taste.

On the other hand, the water-soluble composition of the present invention also includes a lecithin in fluid form with water dispersibility. Lecithin in this fluid form is an ingredient added to further improve transparency along with the emulsion stability of the storage stability or the freeze melt stability of the water soluble composition. In particular, the experimental results of the present inventors found that, in place of the powdered lecithin, which is generally used for emulsifying fat-soluble substances, by containing the lecithin in the form of water dispersible fluid, storage stability, together with the transparency of the coenzyme Q10-containing water-soluble composition It turned out that emulsion stability, such as these, can be improved more.

As such a lecithin in fluid form, for example, soybean lecithin can be used which can be used as an additive for health food, food, medicine or cosmetics. More specifically, examples of the water-dispersible fluid form lecithin include Solec HR2B, Solec HR4B, Solec CA, Solec CPS, Solec E, Solec K-EML (above, "Solae Company" brand name), Solutin MD, Phosal 75 SA, Phosal 53 MCT, Phosal 50 PG, Phosal 50 SA +, Phosal 40 MD, Phosal 35 SB (above, manufactured by PHOSPHOLIPID GmbH), Alcolec PG, Alcolec 40-P, Alcolec EM, Alcolec Z-3, Alcolec Z-7, Alcolec Aquasperse A, Alcolec HWS, Alcolec 30-A (above, a brand name from "American Lecithin Company"), etc. are mentioned.

In addition, the lecithin in the fluid form may be included in an amount of 0.01 to 25% by weight, preferably in an amount of 0.05 to 20% by weight, based on the total weight of the water-soluble composition. In addition, more preferably, it may be included in an amount of 0.1 to 15% by weight. If the content of the lecithin in the fluid form is less than 0.01% by weight, it is difficult to accept the high concentration of coenzyme Q10, so that the emulsion stability and transparency, such as the storage stability of the water-soluble composition, are lowered. The viscosity increases and the transparency decreases.

The water-soluble composition of the present invention also contains an emulsifying aid. These emulsifying aids assist the action of the polyglycerol fatty acid esters and the lecithin in fluid form to homogeneously and stably emulsify high concentrations of coenzyme Q10, and when the water-soluble composition is applied to food or health functional food, It was added to make it good.

As such an emulsification adjuvant, for example, sugar alcohols can be used, and in particular, sugar alcohols in a crystalline phase dissolved in liquid or water can be preferably used. Examples of the sugar alcohols include maltitol, sorbitol, xylitol, mannitol, lactitol, erythritol, glucose, lactose, glucose-protose mixed liquid sugar, fructose, maltooligosaccharide, galactoligosaccharide and the like. In addition, examples of the crystalline sugar alcohols dissolved in the liquid or water include maltitol syrup, sorbitol liquid, galactooligosaccharide, maltooligosaccharide or liquid fructose.

If only water is used instead of the emulsifying aid such as sugar alcohol, it is difficult to obtain a high concentration of coenzyme Q10-containing water-soluble composition having high transparency and emulsification stability, and when using an aqueous solution such as glycerin, dextrin, or polydextrose in addition to sugar alcohol, storage stability and transparency Or, the texture or taste of food or health functional food prepared using the water-soluble composition may be lowered.

The emulsifying adjuvant may be included in different contents according to the content of coenzyme Q10 and other components included in the water-soluble composition, for example, may be included in the remaining content except for the other components of the water-soluble composition. In addition, when the following sweetening agent, thickener, acidulant, flavoring agent, or water is further included, the emulsion stability of the water-soluble composition, the texture, taste or flavor of the food or health functional foods to which the water-soluble composition is applied are considered. It may be included in an appropriate amount that can be obvious to those skilled in the art.

On the other hand, the water-soluble composition of the present invention, in addition to the components described above, may further include a general additive for application to health functional food, food, medicine or cosmetics. Examples of such additives include sweeteners such as sugars, thickeners such as gums and celluloses, acidulants such as citric acid and malic acid, or flavors. In addition, the water soluble composition may further include water with such additives (or without additives) except for the content of other constituents of the water soluble composition. In addition, the water-soluble composition may further include a fat-soluble substance such as tocopherol as an active ingredient together with the coenzyme Q10, or may further include various functional ingredients for other health or beauty purposes.

Next, the preferable manufacturing method of the above-mentioned coenzyme Q10 containing water-soluble composition is demonstrated for each step.

First, a first step of melting and mixing coenzyme Q10, a polyglycerol fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more, and a lecithin in fluid form with water dispersibility is performed. For example, in this first process, a complex containing coenzyme Q10 can be obtained by heating / melting / mixing coenzyme Q10 and lecithin and polyglycerin fatty acid esters in fluid form to about 55 ° C. More specifically, in the first step, the fluid form of lecithin and polyglycerin fatty acid ester is first warmed to about 55 ° C. and melted / mixed with an appropriate stirrer, and then added to coenzyme Q10 while maintaining the temperature to melt / mix the coenzyme. A complex containing Q10 can be obtained.

Next, the second step of mixing the complex with the emulsifying aid while rotating with a homo mixer is carried out. For example, in the second step, the coenzyme Q10 is mixed with the complex obtained in the first step while the emulsion aid is heated to 60 to 70 ° C. and then rotated at a rotational speed of 3,000 rpm or more using a homo mixer. The emulsion can be obtained by emulsifying homogeneously.

Finally, a third step of homogenizing such emulsion is carried out. In this third process, for example, the emulsion obtained in the second process is homogenized at a homogenization pressure of 12,000 to 23,000 psi using a homogenizer such as a high pressure homogenizer. By such a 3rd process, the high concentration coenzyme Q10 containing water-soluble composition excellent in emulsion stability and transparency can be obtained.

According to the above-described water-soluble composition and production method, a coenzyme Q10-containing water-soluble composition which can be commercialized into a health functional food, food, medicine or cosmetics by diluting or processing in an aqueous solution according to the concentration or use of coenzyme Q10 may be provided. have. In addition, such a coenzyme Q10-containing water-soluble composition can be applied to a solid formulation by producing a water-dispersible or water-soluble dry powder by spray drying, freeze drying or vacuum drying.

Coenzyme Q10-containing water-soluble composition described above,

(1) No solvent such as fat or oil or organic solvent for dissolving or dispersing coenzyme Q10 is required,

(2) superior in transparency while containing high concentration of coenzyme Q10 compared to the prior art,

(3) Emulsification stability such as preservation stability or freeze-melting stability is high even though a relatively small amount of emulsifier is included, and the texture or taste of foods or health functional foods to which the above water-soluble composition is applied due to the relatively small amount of emulsifier Excellent,

(4) It is possible to include high concentration of coenzyme Q10, which can shorten the manufacturing process time, and it is economical because no special equipment or complicated process is necessary,

(5) It has excellent acid, flame and heat resistance, which can be applied to various health functional food, food, medicine or cosmetics,

(6) The water-soluble composition itself has the advantage of providing a commercial product as a semi-finished product, including high concentration of coenzyme Q10.

Hereinafter, with reference to the accompanying drawings, it will be described in detail a preferred embodiment of the present invention. However, this is only presented as an example of the present invention, whereby the scope of the present invention can not be interpreted in a sense that is limited.

※ Solec HR2B ^TM : Lecithin (trade name made in "Solae Compay")

Phosal 53 MCT ^TM: lecithin ( "PHOSPHOLIPID Gmbh" trade name)

Lecinol S-10EX ^TM: lecithin ( "NIKKO CHEMICALS Co., LTD" trade name)

M-10D ^TM: decaglycerol myristic acid ester ( "Mitsubishi-Kagaku Foods Cooperation" trade name)

Hexaglyn 1-L ^TM : Hexaglycerin lauric acid ester (product made by "NIKKO CHEMICALS Co., LTD")

O-15D ^TM : Decaglycerol oleic acid ester (product made in "Mitsubishi-Kagaku Foods Cooperation")

L-7D ^TM : Decaglycerin lauric acid ester (product made in "Mitsubishi-Kagaku Foods Cooperation")

Decaglyn 1-O ^TM : Decaglycerol Oleic Acid Ester (product made by "NIKKO CHEMICALS Co., LTD")

^TM HS11: hexadecyl glycerol stearate ester ( "Mitsubishi-Kagaku Foods Cooperation" trade name)

Decaglyn 2-ISV ^TM : Decaglycerin diisostearic acid ester (product made by "NIKKO CHEMICALS Co., LTD")

O-50D ^TM : Decaglycerol oleic acid ester (product made in "Mitsubishi-Kagaku Foods Cooperation")

MO ^500-TM: penta-glycerin oleic acid ester ( "Sakamoto Yakuhin Kogyo Co., Ltd. " the trade name)

MS-500 ^TM: Penta glycerol stearate ester ( "Sakamoto Yakuhin Kogyo Co., Ltd. " trade name)

Tetraglyn 1-SV ^TM : Tetraglycerin Stearic Acid Ester (product of "NIKKO CHEMICALS Co., LTD")

Example  One

Solec HR2B ^TM 0.5 wt% (lecithin), M-10D ^TM 3% by weight (polyglycerin fatty acid ester) was melted and mixed by heating to about 55 ° C, and then 1% by weight of coenzyme Q10 ("Youngjin Pharmaceutical Co., Ltd.") was added to melt / mixed to obtain a composite. 10% by weight glycerin and 85.5% by weight maltitol were mixed and warmed to 60-70 ° C, and emulsified with the complex while rotating at 5,000 rpm using a homomixer (manufactured by "TOKUSHU KIKA KOGYO Co., Ltd."). . Subsequently, it was homogenized with a high pressure homogenizer under a pressure of 15,000 psi to obtain a transparent uniform water-soluble composition.

Example 2

The water-soluble composition was obtained by the method similar to Example 1 using the composition of Table 1.

Example 3

The water-soluble composition was obtained by the method similar to Example 1 using the composition of Table 1.

Example  4

The water-soluble composition was obtained by the method similar to Example 1 using the composition of Table 1.

Example 5

The water-soluble composition was obtained by the same method as Example 1 using the composition of Table 1.

Example 6

The water-soluble composition was obtained by the method similar to Example 1 using the composition of Table 1. However, in the step of melting / mixing by adding coenzyme Q10 of Example 1, d-α tocopherol was added together with coenzyme Q10 to obtain a water-soluble composition.

Example 7

After obtaining a water-soluble composition by the method similar to Example 1 using the composition of Table 1, it spray-dried by the spray dryer and obtained water-soluble powder. This powder was dispersed in a relatively transparent solution which was excellent in redispersibility with respect to water and was homogeneous and stable.

Comparative example  One

Except for the polyglycerin fatty acid ester, a water soluble composition was obtained in the same manner as in Example 1 using the composition of Table 1 comprising coenzyme Q10, lecithin in fluid form and an emulsifying aid.

Comparative Example 2

Except for the lecithin in fluid form, the water-soluble composition was obtained in the same manner as in Example 1 using the composition of Table 1 comprising coenzyme Q10, a polyglycerin fatty acid ester and an emulsifying aid.

Comparative Example 3

Except for the emulsifying aid, a water-soluble composition was obtained in the same manner as in Example 1 using the composition of Table 1 comprising coenzyme Q10, lecithin in fluid form, polyglycerin fatty acid esters and water.

Comparative Example 4

The water-soluble composition was obtained by the same method as Example 1 using the composition of Table 1 containing lecithin Lecinol S-10EX ^{™ in} powder form, coenzyme Q10, a polyglycerin fatty acid ester, and an emulsifier.

Comparative Example 5

A water-soluble composition was obtained in the same manner as in Example 1 using the composition of Table 1 comprising a polyglycerin fatty acid ester HS11 ^™ , a coenzyme Q10, a fluid form of lecithin and an emulsifying aid, with an average degree of polymerization of 6 and an HLB value of 11.

Comparative Example 6

A water-soluble composition was obtained in the same manner as in Example 1, using the composition of Table 1 comprising a polyglycerin fatty acid ester Decaglyn 2-ISV ^™ , coenzyme Q10, lecithin in fluid form, and an emulsifying aid having an average degree of polymerization of 10 and an HLB value of 10. .

Comparative example  7

A water-soluble composition was obtained in the same manner as in Example 1, using the composition of Table 1 comprising a polyglycerin fatty acid ester O-50D ^™ , a coenzyme Q10, a fluid form of lecithin and an emulsifying aid having an average degree of polymerization of 10 and an HLB value of 7.

Comparative example  8

A water-soluble composition was obtained in the same manner as in Example 1 using the composition of Table 1 comprising a polyglycerin fatty acid ester MO-500 ^™ , coenzyme Q10, a fluid form of lecithin and an emulsifying aid having an average degree of polymerization of 5 and an HLB value of 11.6.

Comparative example  9

A water-soluble composition was obtained in the same manner as in Example 1 using the composition of Table 1 comprising a polyglycerin fatty acid ester MS-500 ^™ , coenzyme Q10, a fluid form of lecithin and an emulsifying aid having an average degree of polymerization of 5 and an HLB value of 11.6.

Comparative Example 10

A water-soluble composition was obtained in the same manner as in Example 1 using the composition of Table 1 comprising a polyglycerin fatty acid ester Tetraglyn 1-SV ^™ , coenzyme Q10, a lecithin in fluid form and an emulsifying aid having an average degree of polymerization of 4 and an HLB value of 6. .

Comparative example  11

Similar to that disclosed in Japanese Patent Laid-Open Publication No. 2004-0196781, a polyglycerin fatty acid ester Decaglyn 1-O ^{™ having an} average polymerization degree of 10 and an HLB value of 12 and a polyglycerol fatty acid having an average degree of polymerization of 5 and an HLB value of 11.6. Using the composition of Table 1 comprising ester MO-500 ^™ , coenzyme Q10, water and dissolution aids, the preparation was carried out in the same manner as in Example 1, except that the homogenization was performed under a pressure of 23,000 psi.

Comparative Example 12

Similar to that disclosed in Japanese Patent Laid-Open Publication No. 2000-212066, 5 g of coenzyme Q10, 2 g of soybean oil, 17 g of Decaglyn 1-O ^™ , 76 g of sorbitol solution are mixed, and 10,000 rpm for 5 minutes with a homomixer while warming to about 70 ° C. The mixture was stirred and homogenized with a high pressure homogenizer to obtain a homogeneous aqueous liquid.

Comparative example  13

A beverage product containing 15 mg of coenzyme Q10 (0.05 w / v%) in 30 mL as a coenzyme Q10-containing beverage commercially available from "Sato" in Japan was used as the water-soluble composition of Comparative Example 13.

Test Example 1 : Storage stability of the coenzyme Q10-containing water-soluble composition

Immediately after preparing the water-soluble compositions of Examples 1, 2, 4, 5 and 6 and Comparative Examples 1 to 10, the mixture was stored under refrigeration (4 ° C.), 25 ° C. and 40 ° C. and stored for 8 weeks. Immediately after preparation and after 2, 4, 6, and 8 weeks, the emulsified state and transmittance (640 nm;% T) were confirmed, respectively. The results are shown in Tables 2, 3, and 4, respectively. 1 is a graph which shows the change of the transmittance | permeability with passage of a storage time, when the water-soluble composition of Example 1 and Comparative Examples 1-3 is shielded and preserve | saved at 40 degreeC.

Table 2. Results in Refrigerated (4 ° C) Shading Retention

division Immediately after dispensing after 2 weeks 4 weeks later 6 weeks later 8 weeks later Example 1 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.87 98.91 98.86 98.87 98.83 Example 2 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.50 98.48 98.51 98.50 98.47 Example 4 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.14 98.48 98.51 98.50 98.47 Example 5 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.61 98.48 98.51 98.50 98.47 Example 6 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 97.61 97.58 97.60 97.59 97.58 Comparative Example 1 Oil painting status Transparency Transparency Relatively transparent Relatively transparent Relatively transparent Transmittance (% T) 93.16 93.12 89.03 88.81 87.69 Comparative Example 2 Oil painting status Transparency Transparency Transparency Relatively transparent Delamination / Injury Transmittance (% T) 92.05 92.01 91.51 87.94 - Comparative Example 3 Oil painting status Relatively transparent No change No change No change No change Transmittance (% T) 89.44 89.49 89.45 89.43 89.45 Comparative Example 4 Oil painting status Relatively transparent Relatively transparent Relatively transparent Slightly transparent Slightly transparent Transmittance (% T) 87.50 86.11 85.06 83.50 83.37 Comparative Example 5 Oil painting status White cloud Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 75.41 - - - - Comparative Example 6 Oil painting status White cloud Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 72.28 - - - - Comparative Example 7 Oil painting status Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) - - - - - Comparative Example 8 Oil painting status opacity Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 54.88 - - - - Comparative Example 9 Oil painting status opacity Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 52.49 - - - - Comparative Example 10 Oil painting status Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) - - - - -

※ Permeability of purified water: 100.0%

※ Evaluation method of emulsification state-Very transparent: transmittance of 95% or more, transparent: transmittance of 90-95%,

Relatively transparent: 85 to 90%, slightly transparent: 80 to 85%, cloudy: 70 to 80%, other: opaque (up to 70%), layer separation, flotation, precipitation

Table 3. Results at room temperature (25 ° C.) shading retention

division Immediately after dispensing after 2 weeks 4 weeks later 6 weeks later 8 weeks later Example 1 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.87 98.85 98.87 98.84 98.85 Example 2 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.50 98.51 98.51 98.47 98.49 Example 4 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.14 98.12 98.15 98.11 98.10 Example 5 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.61 98.61 98.63 98.64 98.61 Example 6 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 97.61 97.60 97.57 97.51 97.44 Comparative Example 1 Oil painting status Transparency Relatively transparent Slightly transparent White cloud White cloud Transmittance (% T) 93.16 88.58 82.21 78.03 75.91 Comparative Example 2 Oil painting status Transparency Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 92.05 - - - - Comparative Example 3 Oil painting status Relatively transparent Relatively transparent Slightly transparent Slightly transparent Slightly transparent Transmittance (% T) 89.44 86.55 84.93 83.01 82.77 Comparative Example 4 Oil painting status Relatively transparent Relatively transparent Slightly transparent Slightly transparent Slightly transparent Transmittance (% T) 87.50 85.11 83.23 82.47 80.63 Comparative Example 5 Oil painting status White cloud Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 75.41 - - - - Comparative Example 6 Oil painting status White cloud Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 72.28 - - - - Comparative Example 7 Oil painting status Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) - - - - - Comparative Example 8 Oil painting status opacity Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 54.88 - - - - Comparative Example 9 Oil painting status opacity Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 52.49 - - - - Comparative Example 10 Oil painting status Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) - - - - -

Table 4. Results in Shaking Preservation under Severe Conditions (40 ° C)

division Immediately after dispensing after 2 weeks 4 weeks later 6 weeks later 8 weeks later Example 1 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.87 98.80 98.73 98.69 98.57 Example 2 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.50 98.46 98.40 98.31 98.18 Example 4 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.14 98.09 97.96 97.73 97.36 Example 5 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 98.61 98.55 98.47 98.34 98.32 Example 6 Oil painting status Very transparent No change No change No change No change Transmittance (% T) 97.61 97.53 97.36 97.11 97.06 Comparative Example 1 Oil painting status Transparency Slightly transparent White cloud White cloud White cloud Transmittance (% T) 93.16 84.13 77.19 73.99 70.69 Comparative Example 2 Oil painting status Transparency Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 92.05 - - - - Comparative Example 3 Oil painting status Relatively transparent Slightly transparent Slightly transparent White cloud White cloud Transmittance (% T) 89.44 84.63 82.51 79.82 76.91 Comparative Example 4 Oil painting status Relatively transparent Slightly transparent Slightly transparent White cloud White cloud Transmittance (% T) 87.50 84.34 81.91 77.53 76.26 Comparative Example 5 Oil painting status White cloud Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 75.41 - - - - Comparative Example 6 Oil painting status White cloud Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 72.28 - - - - Comparative Example 7 Oil painting status Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) - - - - - Comparative Example 8 Oil painting status opacity Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 54.88 - - - - Comparative Example 9 Oil painting status opacity Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) 52.49 - - - - Comparative Example 10 Oil painting status Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Delamination / Injury Transmittance (% T) - - - - -

Referring to Tables 2 to 4 and FIG. 1, the coenzyme Q10-containing water-soluble composition of the present invention is not only emulsified transparently and homogeneously immediately after preparation, but also after 8 weeks at each storage condition (4 ° C, 25 ° C, 40 ° C). No significant change in emulsification state and transmittance was observed, and it was confirmed that a stable emulsification or solubilization state was maintained.

In contrast, the water-soluble compositions of Comparative Example 1, which does not contain a polyglycerol fatty acid ester, Comparative Example 2, which does not contain a lecithin, and Comparative Example 3, which does not include an emulsifier, have an emulsified state or transmittance immediately after the preparation of the present invention. Not only was it lowered than the examples, it was confirmed that the storage stability was markedly lower than the examples of the present invention while whitening or layer separation appeared depending on the storage conditions and duration.

Further, Comparative Example 4 containing lecithin in powder form, Comparative Example 5 containing a polyglycerin fatty acid ester having an average degree of polymerization of 6 and an HLB value of 11, and a comparison including a polyglycerine fatty acid ester having an average degree of polymerization of 10 and an HLB value of 10 In Example 6, it was confirmed that the emulsified state or transmittance immediately after the preparation was significantly lower than that of the above-described embodiment of the present invention, and in particular, in Comparative Example 5 and Comparative Example 6, precipitation occurred immediately after the preparation.

From these results, the present invention comprises (1) coenzyme Q10, (2) lecithin in fluid form, (3) a polyglycerin fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more, and (4) an emulsifying aid. Immediately after the preparation of the water-soluble composition, it exhibits excellent transmittance (permeability of 95% or more) for a long period of storage, as well as excellent transmittance even under shading preservation under refrigeration (4 ° C), room temperature (25 ° C) and harsh conditions (40 ° C). As it was shown, it was found to exhibit significantly improved storage stability.

Test Example 2 : Storage stability of an aqueous solution containing a coenzyme Q10-containing water-soluble composition

The aqueous compositions of Examples 1 and 3 and Comparative Example 11 were diluted with water such that 100 mg of coenzyme Q10 was contained (0.1 w / v%) in 100 mL of an aqueous solution to prepare an aqueous solution containing coenzyme Q10. This aqueous solution was shielded at room temperature (25 ° C) and harsh conditions (40 ° C) to confirm the emulsified state and average emulsified particle size for the same period as in Test Example 1. The average emulsified particle diameter was measured by a laser diffraction particle size distribution analyzer (NANOPHOX; Sympatec GmbH, Inc.). The results are shown in Tables 5 and 6 below.

Table 5. Results at room temperature (25 ° C.) shading retention

division Immediately after dispensing after 2 weeks 4 weeks later 6 weeks later 8 weeks later Example 1 Aqueous Solution Oil painting status Very transparent No change No change No change No change Average emulsifying particle size 32.2 nm 32.9 nm 32.3 nm 33.5 nm 33.1 nm Example 3 Aqueous Solution Oil painting status Very transparent No change No change No change No change Average emulsifying particle size 38.1 nm 39.3 nm 38.2 nm 39.1 nm 38.7 nm Comparative Example 11 Aqueous Solution Oil painting status Transparency No change No change No change No change Average emulsifying particle size 94.9nm 95.9 nm 97.0 nm 98.3 nm 102.6 nm

Table 6. Results in Shading Preservation under Severe Conditions (40 ° C)

division Immediately after dispensing after 2 weeks 4 weeks later 6 weeks later 8 weeks later Example 1 Aqueous Solution Oil painting status Very transparent No change No change No change No change Average emulsifying particle size 32.2 nm 32.3 nm 33.2 nm 33.5 nm 33.6 nm Example 3 Aqueous Solution Oil painting status Very transparent No change No change No change No change Average emulsifying particle size 38.1 nm 38.8nm 38.9 nm 39.0 nm 40.4 nm Comparative Example 7 Aqueous Solution Oil painting status Transparency No change Relatively transparent White cloud White cloud Average emulsifying particle size 94.9nm 101.5 nm 141.0 nm 173.3 nm 210.6nm

Referring to Tables 5 and 6, the water-soluble compositions of the present invention are themselves transparent and homogeneous water-soluble compositions, but even when diluted in water for the purpose of application to beverages, no significant changes in the emulsified state and the average emulsified particle size are observed. Was confirmed. In addition, it was confirmed that a stable emulsification or solubilization state was maintained even during long-term storage. Therefore, it was confirmed that the water-soluble composition of the present invention exhibits significantly improved transparency and storage stability even when applied to a beverage containing high concentration of coenzyme Q10.

Test Example 3 : Acid, heat and salt and heat resistance of an aqueous solution containing a coenzyme Q10-containing water-soluble composition

The water-soluble compositions of Examples 1 and 2 and Comparative Example 12 were diluted with water of pH 2.8 so that 100 mg of coenzyme Q10 was contained (0.1 w / v%) in 100 mL of an aqueous solution to prepare an aqueous solution containing coenzyme Q10. At this time, water of pH 2.8 was adjusted with citric acid. The acidic aqueous solution containing this composition was heated to 90 degreeC temperature for 30 minutes by the hot water bath, it cooled to room temperature, it was stored by shading, and after 1 day, the transmittance | permeability was confirmed and acid resistance and heat resistance were evaluated.

In addition, in the above-described method, an aqueous solution was prepared in the same manner as water containing 5% of salt instead of water of pH 2.8, and salt and heat resistance were evaluated by the same test method. The results are shown in Table 7.

Table 7. Acid and Heat Resistance, Salt and Heat Resistance Results

division Diluted with water Acid and Heat Resistance Salt and Heat Resistance Example 1 Oil painting status Very transparent No change No change Transmittance (% T) 99.16 99.11 99.17 Example 2 Oil painting status Very transparent No change No change Transmittance (% T) 99.27 99.13 99.24 Comparative Example 12 Oil painting status Slightly transparent White cloud White cloud Transmittance (% T) 82.19 75.9 71.0

Referring to Table 7, the aqueous solution containing the water-soluble composition of the present invention was excellent in both acid and heat resistance and salt and heat resistance, but the composition of Comparative Example 12 containing only polyglycerol fatty acid ester and polyhydric alcohol was significantly inferior in transmittance. Of course, it was confirmed that the emulsion stability under acid, heat resistance, and salt and heat resistance test conditions was inferior.

Test Example 4 : Freeze-Thaw Stability for Coenzyme Q10-containing Water-Soluble Composition

The water-soluble compositions of Examples 1 and 2 and Comparative Example 11 were diluted with water so that 100 mg of coenzyme Q10 was contained (0.1 w / v%) in 100 mL of an aqueous solution to prepare an aqueous solution containing coenzyme Q10. The aqueous solution and the commercially available product of Comparative Example 13 were frozen and thawed after one day to confirm the emulsified state and transmittance (640 nm;% T). This was again frozen to check the emulsification state and transmittance after 5 days, 10 days, and 15 days, respectively. The results are shown in Table 8 and FIG. 2.

Table 8. Freeze-Thaw Stability Results

division Immediately after dispensing 1 day later 5 days later 10 days later 15 days later Example 1 Aqueous Solution Oil painting status Very transparent No change No change No change No change Transmittance (% T) 99.21 99.13 99.02 98.87 97.26 Example 2 Aqueous Solution Oil painting status Very transparent No change No change No change No change Transmittance (% T) 99.13 99.22 99.06 98.71 98.24 Comparative Example 11 Aqueous Solution Oil painting status Relatively transparent Precipitation / precipitation Precipitation / precipitation Precipitation / precipitation Precipitation / precipitation Transmittance (% T) 89.15 - - - - Comparative Example 13 (commercially available product) Oil painting status Transparency No change Relatively transparent Slightly transparent White cloud Transmittance (% T) 90.86 90.16 85.83 78.47 69.11

Referring to Table 8, it was confirmed that the water-soluble composition of the present invention exhibits significantly improved transparency (transmittance) and storage stability even under severe freeze melting conditions. On the other hand, in Comparative Example 11, the precipitation and precipitation of the crystals were easily confirmed, and it was confirmed that the emulsion stability of the freeze-melting stability was greatly reduced. In the commercial product of Comparative Example 13, white turbidity was observed as the transmittance decreased. From these results, it was found that Examples 1 and 2 exhibited excellent transmittance (transparency) immediately after being prepared in comparison with Comparative Examples 11 and 13, as well as emulsification stability of freeze melting stability.

According to the present invention, it is possible to emulsify coenzyme Q10 homogeneously, stably and transparently, so that a coenzyme Q10-containing water-soluble composition which can be preferably used for health functional food, food, medicine or cosmetics can be provided.

In particular, the coenzyme Q10-containing water-soluble composition according to the present invention,

(1) No solvent such as fat or oil or organic solvent for dissolving or dispersing coenzyme Q10 is required,

(2) superior in transparency while containing high concentration of coenzyme Q10 compared to the prior art,

(3) Emulsification stability such as preservation stability or freeze-melting stability is high even though a relatively small amount of emulsifier is included, and the texture and taste of foods or health functional foods to which the above water-soluble composition is applied is also excellent due to the relatively small amount of emulsifier. and,

(4) It is possible to include high concentration of coenzyme Q10, which can shorten the manufacturing process time, and it is economical because no special equipment or complicated process is necessary,

(5) It has excellent acid resistance, flame resistance and heat resistance that can be applied to various health functional foods, foods, medicines or cosmetics,

(6) The water-soluble composition itself has the advantage of providing a commercial product as a semi-finished product, including high concentration of coenzyme Q10.

Claims (7)

A coenzyme Q10-containing water-soluble composition comprising coenzyme Q10, a polyglycerine fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or greater, lecithin in water-dispersible fluid form and an emulsifying aid. The coenzyme Q10-containing water-soluble composition according to claim 1, wherein the emulsifying aid is a sugar alcohol. 2. The water-soluble composition of claim 1, wherein said lecithin in water-dispersible fluid form is soybean lecithin. The method of claim 1, 0.05-20% by weight of coenzyme Q10,  0.1-40% by weight of polyglycerin fatty acid esters having an average degree of polymerization of 6-10 and an HLB value of 12 or more, 0.01-25% by weight of lecithin in fluid form with water dispersibility and  A water-soluble composition containing coenzyme Q10 comprising the remainder of the emulsifying aid. The coenzyme Q10-containing water-soluble composition according to claim 1, further comprising a sweetener, a thickener, an acidulant, a perfume, or water. A first step of melting and mixing coenzyme Q10, a polyglycerine fatty acid ester having an average degree of polymerization of 6-10 and an HLB value of 12 or more and lecithin in the form of a fluid with water dispersibility; A second step of mixing the resultant of the first step with the emulsifying aid while rotating with a homo mixer; A method for producing a water-soluble coenzyme Q10-containing water-soluble composition comprising a third step of homogenizing the resultant of the second step. 7. The method of claim 6, wherein said third step proceeds under homogenization pressure of 12,000-23,000 psi.

Images