JP2015182972A - Anti-saccharification agent - Google Patents
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本発明は、ラベンダー属植物、ミカン属植物から得られる精油を含有する抗糖化剤に関する。本発明は、糖化により生じる種々の組織障害の予防や改善、また、糖化により変質を生じる組成物の安定化に有用である。 The present invention relates to an anti-glycation agent containing an essential oil obtained from a lavender plant or a mandarin plant. The present invention is useful for the prevention and improvement of various tissue disorders caused by saccharification, and the stabilization of compositions that cause alteration by saccharification.
糖化反応は、グリケーション反応やメイラード反応とも呼ばれ、酵素の働きによらず、タンパク質や脂質に糖が結合する反応のことである。糖化されたタンパク質は本来の機能を維持できず、糖化反応の結果生じる終末糖化物質(advanced glycation end−products:AGEs)は生体内に蓄積していく。AGEsは加齢と共に蓄積され、これが加齢に伴う種々の機能障害の要因のひとつであると考えられている。例えば、加齢に伴って認められる皮膚の弾力低下は、AGEsによるコラーゲン繊維の弾力性低下が原因のひとつであるとされている(例えば非特許文献1、2参照)。また肌が黄色くくすむ原因のひとつにも、真皮に蓄積されたAGEsが挙げられている(例えば非特許文献3参照)。さらに言えば、糖化およびAGEsの蓄積は、糖尿病血管合併症、動脈硬化等にも関わるとされている(例えば非特許文献4参照)。 The saccharification reaction is also called a glycation reaction or Maillard reaction, and is a reaction in which sugar is bound to protein or lipid regardless of the action of an enzyme. Glycated proteins cannot maintain their original functions, and advanced glycation end-products (AGEs) resulting from the saccharification reaction accumulate in the living body. AGEs accumulate with aging, and this is considered to be one of the causes of various dysfunctions associated with aging. For example, the decrease in the elasticity of the skin observed with aging is considered to be one of the causes due to the decrease in the elasticity of collagen fibers due to AGEs (see Non-Patent Documents 1 and 2, for example). Moreover, AGEs accumulated in the dermis are cited as one of the causes of the skin becoming dull (see Non-Patent Document 3, for example). Furthermore, glycation and accumulation of AGEs are said to be related to diabetic vascular complications, arteriosclerosis and the like (see, for example, Non-Patent Document 4).
また、糖化によって生じる多数の着色物質の集合体はメラノイジンと呼ばれ、食品等においてはメラノイジンの蓄積が色のみならず風味にも変化をもたらす。この結果、好ましい香気を付与することもあるが、褐変等の保存時の望ましくない変化ももたらす(例えば非特許文献5参照)。さらに皮膚外用剤等においても同様の反応によって外観や内容物に変化が生じる場合がある。 In addition, an aggregate of a large number of colored substances generated by saccharification is called melanoidin, and in food and the like, accumulation of melanoidin changes not only the color but also the flavor. As a result, a preferable aroma may be imparted, but undesired changes during storage such as browning are also brought about (see, for example, Non-Patent Document 5). Furthermore, the external appearance and contents of skin preparations may change due to the same reaction.
この糖化反応を抑制するために各種検討が行われており、特定植物の抽出物を有効成分とするグリケーション阻害剤等が報告されている(例えば特許文献1、非特許文献6、7参照)。 Various studies have been made to suppress this saccharification reaction, and glycation inhibitors containing an extract of a specific plant as an active ingredient have been reported (see, for example, Patent Document 1, Non-Patent Documents 6 and 7). .
しかしながら、従来技術では糖化の抑制は不十分であり、濃度を高めると安定性が悪くなり、糖化の抑制を高めることは困難であった。そこで、本発明が解決しようとする課題は、高い効果を有する抗糖化剤を提供することである。 However, in the prior art, the suppression of saccharification is insufficient, and when the concentration is increased, the stability deteriorates and it is difficult to increase the suppression of saccharification. Therefore, the problem to be solved by the present invention is to provide an anti-glycation agent having a high effect.
かかる実情に鑑み、本発明者らは上記課題を解決すべく鋭意検討した結果、ラベンダー属植物から得られる精油、またはミカン属植物から得られる精油に高い抗糖化効果があることを見出し、本発明を完成するに至った。なお、後述のようにラベンダー属植物、ミカン属植物から得られる水性成分では抗糖化効果が低い一方で、該植物の精油成分が優れた抗糖化効果を発現することを見出した。 In view of this situation, the present inventors have intensively studied to solve the above problems, and as a result, have found that essential oils obtained from lavender plants or essential oils obtained from citrus plants have a high anti-glycation effect. It came to complete. As described later, it was found that the aqueous components obtained from Lavender plants and Citrus plants have a low anti-glycation effect, while the essential oil components of the plants exhibit an excellent anti-glycation effect.
すなわち、本発明はラベンダー属植物から得られる精油、ミカン属植物から得られる精油から選ばれる1種又は2種以上の精油を含有する抗糖化剤を提供するものである。 That is, the present invention provides an anti-glycation agent containing one or more essential oils selected from essential oils obtained from Lavender plants and essential oils obtained from Citrus plants.
ラベンダー属植物が、コモン・ラベンダー(学名:Lavandula angustifolia)、ラバンジン(学名:Lavandula x intermedia)から選ばれる1種又は2種以上である前記抗糖化剤を提供するものである。 A lavender genus plant provides the above-mentioned anti-glycation agent, which is one or more selected from common lavender (scientific name: Lavandula angustifolia) and lavandin (scientific name: Lavandula x intermedia).
ミカン属植物が、ベルガモット(学名:Citrus x bergamia)、ビターオレンジ(学名:Citrus aurantium)から選ばれる1種又は2種以上である前記抗糖化剤を提供するものである。 The present invention provides the anti-glycation agent, wherein the mandarin plant is one or more selected from bergamot (scientific name: Citrus x bergamia) and bitter orange (scientific name: Citrus aurantium).
下記式により求めた糖化阻害率が15%以上である前記抗糖化剤を提供するものである。
糖化阻害率(%)=(1−((反応液1の蛍光強度−反応液2の蛍光強度)−(反応液3の蛍光強度−反応液4の蛍光強度))÷((反応液1’の蛍光強度−反応液2’の蛍光強度)−(反応液3’の蛍光強度−反応液4’の蛍光強度)))×100。
反応液1の蛍光強度は、抗糖化剤1gをジプロピレングリコール300gに溶解した液と、グルコース30gおよびグリシン30gを精製水639gに溶解した液を混合し、該混合液を60℃で4日間保管した後に、波長360nmの光で励起し、450nmの波長で蛍光を測定した値である。
反応液2の蛍光強度は、上記反応液1の蛍光強度測定において、60℃を5℃に変更して測定した値である。
反応液3の蛍光強度は、上記反応液1の蛍光強度測定において、グルコース30gおよびグリシン30gを精製水に変更して測定した値である。
反応液4の蛍光強度は、上記反応液2の蛍光強度測定において、グルコース30gおよびグリシン30gを精製水に変更して測定した値である。
反応液1’、反応液2’、反応液3’、反応液4’の蛍光強度は、それぞれ上記反応液1、反応液2、反応液3、反応液4の蛍光強度測定において、抗糖化剤をジプロピレングリコールに変更して測定した値である。
The anti-glycation agent having a saccharification inhibition rate determined by the following formula of 15% or more is provided.
Saccharification inhibition rate (%) = (1-((fluorescence intensity of reaction liquid 1−fluorescence intensity of reaction liquid 2) − (fluorescence intensity of reaction liquid 3−fluorescence intensity of reaction liquid 4)) ÷ ((reaction liquid 1 ′ Fluorescence intensity of the reaction liquid 2 ′) − (fluorescence intensity of the reaction liquid 3′−fluorescence intensity of the reaction liquid 4 ′))) × 100.
The fluorescence intensity of the reaction solution 1 is obtained by mixing a solution obtained by dissolving 1 g of an anti-glycation agent in 300 g of dipropylene glycol and a solution prepared by dissolving 30 g of glucose and 30 g of glycine in 639 g of purified water, and storing the mixture at 60 ° C. for 4 days. Then, it is a value obtained by exciting with light having a wavelength of 360 nm and measuring fluorescence at a wavelength of 450 nm.
The fluorescence intensity of the reaction solution 2 is a value measured by changing 60 ° C. to 5 ° C. in the fluorescence intensity measurement of the reaction solution 1.
The fluorescence intensity of the reaction solution 3 is a value measured by changing 30 g of glucose and 30 g of glycine to purified water in the fluorescence intensity measurement of the reaction solution 1.
The fluorescence intensity of the reaction solution 4 is a value measured by changing 30 g of glucose and 30 g of glycine to purified water in the fluorescence intensity measurement of the reaction solution 2.
The fluorescence intensity of the reaction liquid 1 ′, the reaction liquid 2 ′, the reaction liquid 3 ′, and the reaction liquid 4 ′ is the anti-glycation agent in the fluorescence intensity measurement of the reaction liquid 1, the reaction liquid 2, the reaction liquid 3, and the reaction liquid 4 Is a value measured by changing to dipropylene glycol.
本発明によって得られる抗糖化剤は抗糖化効果が高いものであり、AGEsの蓄積に伴い生じる種々の組織障害を予防、または改善する効果を有する。また、得られた抗糖化剤を配合することで、糖化による変質を抑制し、安定な食品や皮膚外用剤等の組成物を提供することが可能である。また、得られた抗糖化剤を配合した組成物は、通常の組成物と比較して使用感や食感が劣ることはない。 The anti-glycation agent obtained by the present invention has a high anti-glycation effect, and has an effect of preventing or improving various tissue disorders caused by accumulation of AGEs. Moreover, by mix | blending the obtained anti-glycation agent, it is possible to suppress composition change by saccharification and to provide compositions, such as a stable foodstuff and a skin external preparation. Moreover, the composition which mix | blended the obtained anti-glycation agent does not inferior a feeling of use or a food texture compared with a normal composition.
本発明はラベンダー属植物から得られる精油、ミカン属植物から得られる精油から選ばれる1種又は2種以上の精油を含有する抗糖化剤である。なお、本発明における「精油」とは特に記載した場合を除き、植物から抽出された成分のうち、水に不溶又は難溶の油性成分を指す。 The present invention is an anti-glycation agent containing one or more essential oils selected from essential oils obtained from Lavender plants and essential oils obtained from Citrus plants. The “essential oil” in the present invention refers to an oily component that is insoluble or hardly soluble in water among components extracted from plants, unless otherwise specified.
本発明におけるラベンダー属植物は特に限定されず、ウーリー・ラベンダー(学名:Lavandula lanata)、ウィリデス(学名:Lavandula viridis)、コモン・ラベンダー(学名:Lavandula angustifolia)、スパイク・ラベンダー(学名:Lavandula latifolia)、デンタータ・ラベンダー(学名:Lavandula dentata)、フレンチ・ラベンダー(学名:Lavandula stoechas)、ピナータ(学名:Lavandula viridis pinnata)、ムルチフィダ・ラベンダー(学名:Lavandula multifida)、ラバンジン(学名:Lavandula x intermedia)等が挙げられ、この中でもコモン・ラベンダー(学名:Lavandula angustifolia)、ラバンジン(学名:Lavandula x intermedia)が好ましい。 The plant of the genus Lavender in the present invention is not particularly limited, and Woolley lavender (scientific name: Lavandula lanata), Willides (scientific name: Lavandula viridis), common lavender (scientific name: Lavandula angustifolia), spike lavender (scientific name: Lavandula lavifula) Dentata lavender (scientific name: Lavandula dentata), French lavender (scientific name: Lavandula stochachas), Pinata (scientific name: Lavandula viridis pinata), Multifida lavender (scientific name: Lavandula multitude) This is Among them, common lavender (scientific name: Lavandula angustifolia) and lavandin (scientific name: Lavandula x intermedia) are preferable.
本発明におけるラベンダー属植物の精油の採取部位は特に限定されず、花、茎、葉、根、果実、蕾等が挙げられ、この中でも花を用いるのが好ましい。 The site for collecting the essential oil of the lavender plant in the present invention is not particularly limited, and examples thereof include flowers, stems, leaves, roots, fruits, buds, etc. Among them, it is preferable to use flowers.
本発明におけるラベンダー属植物の精油の抽出方法は特に限定されず、水蒸気蒸留法、溶媒抽出法、圧搾法、吸着・吸収法、浸出法、植物を傷付け滲出する液を回収する方法等が挙げられ、水蒸気蒸留法または溶媒抽出法が好ましく、水蒸気蒸留法がより好ましい。また、和光純薬工業社、ロベルテ社やヴェ・マン・フィス社等から市販されている精油を使用しても良い。 The method for extracting the essential oil of the lavender genus plant in the present invention is not particularly limited, and examples thereof include a steam distillation method, a solvent extraction method, a pressing method, an adsorption / absorption method, a leaching method, and a method for recovering a liquid that damages and exudes a plant. The steam distillation method or the solvent extraction method is preferable, and the steam distillation method is more preferable. In addition, essential oils commercially available from Wako Pure Chemical Industries, Roberte, Ve Manfis, etc. may be used.
本発明におけるミカン属植物は特に限定されず、イヨカン(学名Citrus iyo)、ウンシュウミカン(学名:Citrus unshiu)、カボス(学名:Citrus sphaerocarpa)、キシュウミカン(学名:Citrus kinokuni)、キノット(学名:Citrus chinotto)、クレメンタイン(学名:Citrus x clementina)、グレープフルーツ(Citrus x paradisi)、コウジ(学名:Citrus leiocarpa)、サンボウカン(学名:Citrus sulcata)、シークヮーサー(学名:Citrus depressa)、ジャバラ(学名:Citrus jabara)、スウィートオレンジ(学名:Citrus sinensis)、スダチ(学名:Citrus sudachi)、タチバナ(学名:Citrus tachibana)、タンゴール(学名:Citrus reticulata)、ナツミカン(学名:Citrus natsudaidai)、ハッサク(学名:Citrus hassaku)、ハナユズ(学名:Citrus hanayu)、ビターオレンジ(学名:Citrus aurantium)、ヒュウガナツ(学名:Citrus tamurana)、ブンタン(学名:Citrus maxima)、ベルガモット(学名:Citrus x bergamia)、マンダリン(学名:Citrus reticulata)、ユズ(学名:Citrus junos)、ライム(学名:Citrus aurantifolia)、レモン(学名:Citrus limon)等が挙げられ、この中でも、グレープフルーツ(Citrus x paradisi)、スウィートオレンジ(学名:Citrus sinensis)、ビターオレンジ(学名:Citrus aurantium)、ベルガモット(学名:Citrus x bergamia)、マンダリン(学名:Citrus reticulata)、ライム(学名:Citrus aurantifolia)、レモン(学名:Citrus limon)が好ましく、ビターオレンジ(学名:Citrus aurantium)、ベルガモット(学名:Citrus x bergamia)がさらに好ましい。 The citrus genus plant in this invention is not specifically limited, Iyokan (scientific name: Citrus iyo), Satsuma mandarin (scientific name: Citrus sphaerocarpa), Kishu mandarin (scientific name: Citrus kinokuni), Cinot chinotto), clementine (scientific name: Citrus x clementina), grapefruit (Citrus x pararadisi), kouji (scientific name: Citrus leiocarpa), sanboukan (scientific name: Citrus sulcata), seek sir (us name) , Sweet Orange (Scientific name: Citrus sinensi s), Sudachi (scientific name: Citrus sudachi), Tachibana (scientific name: Citrus reticulata), Natsumikan (scientific name: citrus natsudaidai), Hassaku (scientific name: citrus , Bitter orange (scientific name: Citrus aurantium), hyuga natsu (scientific name: Citrus tamurana), buntan (scientific name: Citrus max bergamaia), bergamot (scientific name: Citrus x berguram), mandarin (scientific name: citrus uni , Lime (Scientific name: Citrus aurantifolia ), Lemon (scientific name: Citrus limon), etc. Among them, grapefruit (Citrus x paradisi), sweet orange (scientific name: Citrus sinensis), bitter orange (scientific name: Citrus aurantium), bergamot (scientific name: Citrusx bambi) Mandarin (scientific name: Citrus reticulata), lime (scientific name: Citrus aurantifolia), lemon (scientific name: Citrus limon) are preferred, bitter orange (scientific name: Citrus aurantium), bergamot (scientific name: Citrus x aberg), and more preferred.
本発明におけるミカン属植物の精油の採取部位は特に限定されず、花、茎、葉、枝、根、果実、果皮、蕾等が挙げられ、この中でも花、果皮、葉、枝を用いるのが好ましい。 The collection site of the essential oil of the mandarin plant in the present invention is not particularly limited, and examples thereof include flowers, stems, leaves, branches, roots, fruits, pericarps, persimmons, etc. Among them, flowers, pericarps, leaves, branches are used. preferable.
本発明におけるミカン属植物の精油の抽出方法は特に限定されず、水蒸気蒸留法、溶媒抽出法、圧搾法、吸着・吸収法、浸出法、植物を傷付け滲出する液を回収する方法等が挙げられ、抽出部位が果皮の場合は圧搾法が好ましく、抽出部位が花、葉、枝の場合は水蒸気蒸留法または溶媒抽出法が好ましく、花の場合は水蒸気蒸留法が最も好ましい。また、和光純薬工業社、ロベルテ社やヴェ・マン・フィス社等から市販されている精油を使用しても良い。 The method for extracting the essential oil of the citrus genus plant in the present invention is not particularly limited, and examples thereof include a steam distillation method, a solvent extraction method, a pressing method, an adsorption / absorption method, a leaching method, and a method for recovering a liquid that damages and exudes a plant. When the extraction site is pericarp, the pressing method is preferable. When the extraction site is a flower, leaf or branch, the steam distillation method or the solvent extraction method is preferable, and when the extraction site is a flower, the steam distillation method is most preferable. In addition, essential oils commercially available from Wako Pure Chemical Industries, Roberte, Ve Manfis, etc. may be used.
糖化反応は、グリケーション反応やメイラード反応とも呼ばれ、酵素の働きによらず、アミノ酸、タンパク質、脂質等に糖が結合する反応のことである。糖化されたタンパク質等は本来の機能を維持できず、糖化反応の結果生じる終末糖化物質(advanced glycation end−products:AGEs)は生体内に蓄積していく。AGEsは生体内の機能障害の要因の一つと考えられ、また、化粧料や食品等の組成物では組成物の変色等に起因すると考えられ、糖化反応を阻害する事は非常に有用である。 The saccharification reaction is also called a glycation reaction or Maillard reaction, and is a reaction in which sugar is bound to amino acids, proteins, lipids, etc. regardless of the action of enzymes. Glycated proteins cannot maintain their original functions, and advanced glycation end-products (AGEs) resulting from the saccharification reaction accumulate in the living body. AGEs are considered to be one of the causes of dysfunction in vivo, and in compositions such as cosmetics and foods, it is considered to be caused by discoloration of the composition, etc., and inhibiting saccharification reaction is very useful.
これらAGEsは、蛍光を有するため、蛍光強度を測定する事で糖化反応の阻害作用を測定することができる。グリシンにグルコースが結合したAGEsは波長360nmの光で励起すると、450nmの波長付近の蛍光を発する。 Since these AGEs have fluorescence, the inhibitory action of the saccharification reaction can be measured by measuring the fluorescence intensity. AGEs in which glucose is bonded to glycine emit fluorescence near a wavelength of 450 nm when excited with light having a wavelength of 360 nm.
本発明において糖化阻害率の測定は以下の方法で行った。各試料(植物から得られた精油又は水性成分)1gをジプロピレングリコール300gに溶解し、溶液Aを得る。次に、グルコース30gおよびグリシン30gを精製水639gに溶解し、溶液Bを得る。溶液A30.1gと溶液B69.9gを混合して反応液を得る(反応液中における各成分の濃度は、試料0.1%、ジプロピレングリコール30%、グルコース3%、グリシン3%、精製水63.9%となる)。
この反応液を60℃で4日間保管したものを[反応液1]とし、5℃で4日間保管したものを[反応液2]とする。
次にグルコースとグリシンを含有しない反応液を調整する。具体的には、上記において溶液Bの代わりに精製水を溶液Aと混合したものを調製し、60℃で4日間保管したものを[反応液3]とし、5℃で4日間保管したものを[反応液4]とする。
In the present invention, the saccharification inhibition rate was measured by the following method. 1 g of each sample (essential oil or aqueous component obtained from a plant) is dissolved in 300 g of dipropylene glycol to obtain a solution A. Next, 30 g of glucose and 30 g of glycine are dissolved in 639 g of purified water to obtain a solution B. A solution is obtained by mixing 30.1 g of the solution A and 69.9 g of the solution B (the concentration of each component in the reaction solution is 0.1% of the sample, 30% dipropylene glycol, 3% glucose, 3% glycine, purified water) 63.9%).
The reaction solution stored at 60 ° C. for 4 days is referred to as [Reaction Solution 1], and the reaction solution stored at 5 ° C. for 4 days is referred to as [Reaction Solution 2].
Next, a reaction solution not containing glucose and glycine is prepared. Specifically, in the above, a solution prepared by mixing purified water with solution A instead of solution B was prepared, and stored at 60 ° C. for 4 days as [Reaction solution 3], and stored at 5 ° C. for 4 days. Let it be [Reaction liquid 4].
次に、試料を含まない反応液を調製する。具体的には、ジプロピレングリコール301gを溶液A’とする。次に、グルコース30gおよびグリシン30gを精製水639gに溶解し、溶液B’を得る。溶液A’30.1gと溶液B’69.9gを混合して反応液を得る。
この反応液を60℃で4日間保管したものを[反応液1’]とし、5℃で4日間保管したものを[反応液2’]とする。
また、上記において溶液B’の代わりに精製水を溶液A’と混合したものを調製し、60℃で4日間保管したものを[反応液3’]とし、5℃で4日間保管したものを[反応液4’]とした。
Next, a reaction solution containing no sample is prepared. Specifically, 301 g of dipropylene glycol is used as solution A ′. Next, 30 g of glucose and 30 g of glycine are dissolved in 639 g of purified water to obtain a solution B ′. Solution A'30.1g and solution B'69.9g are mixed and a reaction liquid is obtained.
The reaction solution stored at 60 ° C. for 4 days is referred to as [Reaction Solution 1 ′], and the reaction solution stored at 5 ° C. for 4 days is referred to as [Reaction Solution 2 ′].
In addition, a solution prepared by mixing purified water with solution A ′ instead of solution B ′ in the above was prepared and stored at 60 ° C. for 4 days as [Reaction solution 3 ′], and stored at 5 ° C. for 4 days. It was set as [Reaction liquid 4 '].
各反応液を蛍光測定用24穴プレートに500μLずつ移し、Perkin Elmer社製のEnSpire(登録商標) 2300Multilabel Readerを用いて、波長360nmの光で励起し、450nmの波長で蛍光強度を測定し、以下の式により糖化阻害率を算出する。 Each reaction solution was transferred to a 24-well plate for fluorescence measurement by 500 μL, excited using Perspire Elmer's EnSpire (registered trademark) 2300 Multilabel Reader, measured with a wavelength of 360 nm, and measured for fluorescence intensity at a wavelength of 450 nm. The saccharification inhibition rate is calculated by the following formula.
糖化阻害率(%)=(1−((反応液1の蛍光強度−反応液2の蛍光強度)−(反応液3の蛍光強度−反応液4の蛍光強度))÷((反応液1’の蛍光強度−反応液2’の蛍光強度)−(反応液3’の蛍光強度−反応液4’の蛍光強度)))×100 Saccharification inhibition rate (%) = (1-((fluorescence intensity of reaction liquid 1−fluorescence intensity of reaction liquid 2) − (fluorescence intensity of reaction liquid 3−fluorescence intensity of reaction liquid 4)) ÷ ((reaction liquid 1 ′ Fluorescence intensity of reaction solution 2 ′) − (fluorescence intensity of reaction solution 3′−fluorescence intensity of reaction solution 4 ′))) × 100
なお、糖化阻害率が15%以上であると効果がより高く、さらに20%以上、30%以上であると効果が極めて高く好ましい。 In addition, the effect is higher when the saccharification inhibition rate is 15% or more, and the effect is extremely high and preferably 20% or more and 30% or more.
本発明の抗糖化剤は、ラベンダー属植物、ミカン属植物から得られる精油をそのまま用いてもよく、また必要に応じて本発明の効果を損なわない範囲で、他の任意成分を加えてもよく、糖化により生じる種々の組織障害の予防や改善をする医薬品や医薬部外品、化粧品等として使用できる。また、本発明の抗糖化剤は、組み合わせる成分の糖化を抑制するため、組成物の安定化にも寄与し、この目的で使用することも有用である。 The anti-glycation agent of the present invention may use the essential oil obtained from Lavender plants and Citrus plants as it is, and may add other optional components as long as the effects of the present invention are not impaired. They can be used as pharmaceuticals, quasi-drugs, cosmetics, etc. that prevent or improve various tissue disorders caused by saccharification. Moreover, since the anti-glycation agent of this invention suppresses saccharification of the component to combine, it contributes also to stabilization of a composition and it is useful to use for this purpose.
任意成分としては、化粧料、皮膚外用剤、食品、インク、洗剤、衣料用柔軟仕上剤、芳香剤、消臭剤、織物等の製剤に使用される成分が挙げられ、すなわち、水(精製水、温泉水、深層水等)、油剤、界面活性剤、金属セッケン、ゲル化剤、粉体、アルコール類、水溶性高分子、皮膜形成剤、樹脂、紫外線防御剤、包接化合物、抗菌剤、香料、消臭剤、塩類、pH調整剤、清涼剤、動物・微生物由来抽出物、植物抽出物、血行促進剤、収斂剤、抗脂漏剤、美白剤、抗炎症剤、活性酸素消去剤、細胞賦活剤、保湿剤、キレート剤、角質溶解剤、酵素、ホルモン類、ビタミン類等を加えてもよい。 Optional ingredients include ingredients used in preparations such as cosmetics, external preparations for skin, foods, inks, detergents, softeners for clothing, fragrances, deodorants, and textiles, i.e., water (purified water , Hot spring water, deep layer water, etc.), oil agent, surfactant, metal soap, gelling agent, powder, alcohol, water-soluble polymer, film forming agent, resin, UV protection agent, inclusion compound, antibacterial agent, Perfume, deodorant, salt, pH adjuster, refresher, animal / microbe-derived extract, plant extract, blood circulation promoter, astringent, antiseborrheic agent, whitening agent, anti-inflammatory agent, active oxygen scavenger, Cell activators, humectants, chelating agents, keratolytic agents, enzymes, hormones, vitamins and the like may be added.
本発明の抗糖化剤は、液状、ジェル状、クリーム状、固形状、粉末状、ムース状等の種々の形態で実施することが可能であり、霧状に噴霧可能な容器に収容して霧状に噴霧して用いてもよい。また、本発明品の剤型は、可溶化型、水中油型、油中水型、油性型、水中油中水型、油中水中油型、多層型等特に限定されるものではない。 The anti-glycation agent of the present invention can be implemented in various forms such as liquid, gel, cream, solid, powder, mousse, etc. You may spray and use in the shape. The dosage form of the product of the present invention is not particularly limited, such as a solubilizing type, an oil-in-water type, a water-in-oil type, an oily type, a water-in-oil-in-water type, an oil-in-water-in-oil type, and a multilayer type.
本発明の抗糖化剤の用途に関しては特に制限はなく、化粧料、皮膚外用剤、食品、インク、洗剤、衣料用柔軟仕上剤、芳香剤、消臭剤、織物等種々の用途の組成物として用いることができる。糖化により生じる種々の組織障害の予防や改善をする化粧料又は皮膚外用剤として用いるのが好ましい。 The use of the anti-glycation agent of the present invention is not particularly limited, and it is a composition for various uses such as cosmetics, external preparations for skin, foods, inks, detergents, softeners for clothing, fragrances, deodorants, and textiles. Can be used. It is preferably used as a cosmetic or a skin external preparation for preventing or improving various tissue disorders caused by saccharification.
食品(動物飼料を含む)の例としては、冷凍食品、粉末食品、シート状食品、瓶詰食品、缶詰食品、レトルト食品、カプセル状食品、タブレット状食品等の形態の他、例えば蛋白質、糖類、脂肪、微量元素、ビタミン類、乳化剤、香料等が配合された自然流動食、半消化栄養食および成分栄養食、ドリンク剤等の加工形態等、いずれの形態でもよい。 Examples of foods (including animal feed) include frozen foods, powdered foods, sheet foods, bottled foods, canned foods, retort foods, capsule foods, tablet foods, etc., for example, proteins, sugars, fats In addition, any form such as a natural liquid food containing semi-elements, vitamins, emulsifiers, fragrances, semi-digested nutritional foods and component nutritional foods, processed forms of drinks, etc. may be used.
化粧料の例としては、特に限定されず、例えば、乳液、クリーム、化粧水、美容液、パック等のスキンケア化粧料、ファンデーション、頬紅、口紅、アイカラー、マスカラ、アイライナー、マニキュア等のメーキャップ化粧料、養毛料、ヘアトニック、シャンプー、リンス、ヘアワックス等の頭髪用化粧料、洗顔料、ボディソープ等の洗浄料、等のいずれの形態であってもよい。 Examples of cosmetics are not particularly limited, for example, skin care cosmetics such as milky lotion, cream, lotion, cosmetic liquid, and pack, makeup makeup such as foundation, blusher, lipstick, eye color, mascara, eyeliner, and nail polish. It may be in any form such as a cosmetic, a hair nourishing agent, a hair tonic, a shampoo, a rinse, a hair cosmetic such as a hair wax, or a facial cleanser or a body soap.
皮膚外用剤の例としては、特に限定されず、例えば、外用ゲル剤、クリーム剤、軟膏剤、液剤、リニメント剤、ハップ剤等のいずれの形態であってもよい。 Examples of the external preparation for skin are not particularly limited, and may be any form such as an external gel, cream, ointment, liquid, liniment, and haptic.
以下、製造例、実施例、比較例を挙げて本発明をさらに具体的に説明するが、本発明の範囲はこれらに限定されるものではない。 EXAMPLES Hereinafter, although a manufacture example, an Example, and a comparative example are given and this invention is demonstrated further more concretely, the scope of the present invention is not limited to these.
製造例1
<ラベンダー属植物の花を用いた抽出物(水性成分)の製造>
コモン・ラベンダー(学名:Lavandula angustifolia)の花1kgを水蒸気蒸留装置に入れ、水蒸気蒸留により得られた蒸留液の水性成分を濾過して抽出物15kgを得た。
Production Example 1
<Manufacture of extract (aqueous component) using flowers of lavender plants>
1 kg of flowers of common lavender (scientific name: Lavandula angustifolia) were put into a steam distillation apparatus, and the aqueous component of the distillate obtained by steam distillation was filtered to obtain 15 kg of extract.
<抗糖化効果の確認試験>
実施例1〜5、比較例1〜4:抗糖化剤
[反応液の調製]
各試料(植物から得られた精油又は水性成分)1gをジプロピレングリコール300gに溶解し、溶液Aを得た。なお、比較例4のみは試料100gをジプロピレングリコール201gに溶解した。次に、グルコース30gおよびグリシン30gを精製水639gに溶解し、溶液Bを得た。溶液A30.1gと溶液B69.9gを混合して反応液を得た。
この反応液を60℃で4日間保管したものを[反応液1]とし、5℃で4日間保管したものを[反応液2]とした。
また、溶液Bの代わりに精製水を溶液Aと混合したものを調製し、60℃で4日間保管したものを[反応液3]とし、5℃で4日間保管したものを[反応液4]とした。
<Confirmation test of anti-glycation effect>
Examples 1 to 5, Comparative Examples 1 to 4: Anti-glycation agent [Preparation of reaction solution]
1 g of each sample (essential oil or aqueous component obtained from a plant) was dissolved in 300 g of dipropylene glycol to obtain a solution A. In Comparative Example 4 only, 100 g of sample was dissolved in 201 g of dipropylene glycol. Next, 30 g of glucose and 30 g of glycine were dissolved in 639 g of purified water to obtain a solution B. Solution A30.1g and solution B69.9g were mixed and the reaction liquid was obtained.
The reaction solution stored at 60 ° C. for 4 days was referred to as [Reaction Solution 1], and the reaction solution stored at 5 ° C. for 4 days as [Reaction Solution 2].
In addition, a solution prepared by mixing purified water with solution A instead of solution B was prepared, and stored at 60 ° C. for 4 days as [reaction solution 3], and stored at 5 ° C. for 4 days [reaction solution 4]. It was.
次に、試料を含まない反応液を調製した。具体的には、ジプロピレングリコール301gを溶液A’とした。次に、グルコース30gおよびグリシン30gを精製水639gに溶解し、溶液B’を得た。溶液A’30.1gと溶液B’69.9gを混合して反応液を得た。
この反応液を60℃で4日間保管したものを[反応液1’]とし、5℃で4日間保管したものを[反応液2’]とした。
また、溶液B’の代わりに精製水を溶液A’と混合したものを調製し、60℃で4日間保管したものを[反応液3’]とし、5℃で4日間保管したものを[反応液4’]とした。
Next, a reaction solution containing no sample was prepared. Specifically, 301 g of dipropylene glycol was used as solution A ′. Next, 30 g of glucose and 30 g of glycine were dissolved in 639 g of purified water to obtain a solution B ′. Solution A'30.1g and solution B'69.9g were mixed and the reaction liquid was obtained.
This reaction solution was stored at 60 ° C. for 4 days as [Reaction Solution 1 ′], and stored at 5 ° C. for 4 days as [Reaction Solution 2 ′].
In addition, a solution prepared by mixing purified water with solution A ′ instead of solution B ′ was prepared and stored at 60 ° C. for 4 days as [Reaction Solution 3 ′], and stored at 5 ° C. for 4 days [Reaction Liquid 4 ′].
[糖化阻害率の測定]
各反応液を蛍光測定用24穴プレートに500μLずつ移し、Perkin Elmer社製のEnSpire™ 2300Multilabel Readerを用いて、波長360nmの光で励起し、450nmの波長で蛍光強度を測定し、以下の式により糖化阻害率を算出し、その結果を表1に示した。
[糖化阻害率を求める式]
糖化阻害率(%)=(1−((反応液1の蛍光強度−反応液2の蛍光強度)−(反応液3の蛍光強度−反応液4の蛍光強度))÷((反応液1’の蛍光強度−反応液2’の蛍光強度)−(反応液3’の蛍光強度−反応液4’の蛍光強度)))×100
[Measurement of glycation inhibition rate]
Each reaction solution was transferred to a 24-well plate for fluorescence measurement by 500 μL, excited using Perspire Elmer's EnSpire ™ 2300 Multilabel Reader, and excited at a wavelength of 360 nm, and measured for fluorescence intensity at a wavelength of 450 nm. The saccharification inhibition rate was calculated by the equation, and the results are shown in Table 1.
[Formula for obtaining glycation inhibition rate]
Saccharification inhibition rate (%) = (1-((fluorescence intensity of reaction liquid 1−fluorescence intensity of reaction liquid 2) − (fluorescence intensity of reaction liquid 3−fluorescence intensity of reaction liquid 4)) ÷ ((reaction liquid 1 ′ Fluorescence intensity of reaction solution 2 ′) − (fluorescence intensity of reaction solution 3′−fluorescence intensity of reaction solution 4 ′))) × 100
(※1) LAVENDER 40/42 OIL (ビオランド社製)
コモン・ラベンダー(学名:Lavandula angustifolia)の花から水蒸気蒸留法で抽出した精油。
(※2) LAVANDIN SUPER OIL (ビオランド社製)
ラバンジン(学名:Lavandula x intermedia)の花から水蒸気蒸留法で抽出した精油。
(※3) ベルガモット油 (和光純薬工業社製)
ベルガモット(学名:Citrus x bergamia)の果皮から圧搾法で抽出した精油。
(※4) NEROLI (ORANGER FLEURS) (ロベルテ社製)
ビターオレンジ(学名:Citrus aurantium)の花から水蒸気蒸留法で抽出した精油。
(※5) ORANGE Essential Oil M20225 (ヴェ・マン・フィス社製)
スウィートオレンジ(学名:Citrus sinensis)の果皮から圧搾法で抽出した精油。
(※6) CYPRESS PAYS ORGANIC OIL (ビオランド社製)
ホソイトスギ(学名:Cupressus sempervirens)の葉や枝から水蒸気蒸留法で抽出した精油。
(※7) ROSEMARY OIL (ビオランド社製)
ローズマリー(学名:Rosmarinus officinalis)の葉から水蒸気蒸留法で抽出した精油。
(※8) 製造例1で得られたコモン・ラベンダーの水性成分。
(* 1) LAVENDER 40/42 OIL (manufactured by Bioland)
Essential oil extracted from common lavender (scientific name: Lavandula angustifolia) flowers by steam distillation.
(* 2) LAVANDIN SUPER OIL (Bioland)
Essential oil extracted from the flowers of lavandin (scientific name: Lavandula x intermedia) by steam distillation.
(* 3) Bergamot oil (Wako Pure Chemical Industries)
Essential oil extracted from the skin of bergamot (scientific name: Citrus x bergamia) by pressing.
(* 4) NEROLI (ORANGER FULLURS) (Roberte)
Essential oil extracted from flowers of bitter orange (scientific name: Citrus aurantium) by steam distillation.
(* 5) ORANGE Essential Oil M20225 (manufactured by We Man Fiss)
An essential oil extracted from the peel of sweet orange (scientific name: Citrus sinensis) by pressing.
(* 6) CYPRESS PAYS ORGANIC OIL (Bioland)
Essential oil extracted by steam distillation from leaves and branches of Japanese cedar (scientific name: Cuplessus sempervirens).
(* 7) ROSEMARY OIL (Bioland)
An essential oil extracted from the leaves of rosemary (scientific name: Rosmarinus officinalis) by steam distillation.
(* 8) An aqueous component of common lavender obtained in Production Example 1.
表1の結果から明らかなように、実施例1〜5は優れた糖化阻害率を示した。一方、サイプレスやローズマリーから得られた精油を用いた比較例1及び比較例2は、糖化阻害率が極めて低いものであった。また、ラベンダーの水性成分を用いた比較例3、さらに比較例3からラベンダーの水性成分を100倍に増量した比較例4であっても糖化阻害率が低いものであった。 As is clear from the results in Table 1, Examples 1 to 5 showed excellent saccharification inhibition rates. On the other hand, Comparative Example 1 and Comparative Example 2 using an essential oil obtained from Cypress or Rosemary had extremely low saccharification inhibition rates. Further, even in Comparative Example 3 using the aqueous component of lavender and Comparative Example 4 in which the amount of the aqueous component of lavender was increased 100 times from Comparative Example 3, the saccharification inhibition rate was low.
実施例6[抗糖化剤]
(成分) (%)
1.ベルガモットオイル(注1) 5.0
2.エタノール 50.0
3.ジプロピレングリコール 残 量
(注1)ベルガモット油 (和光純薬工業社製)
Example 6 [Anti-glycation agent]
(Ingredient) (%)
1. Bergamot oil (Note 1) 5.0
2. Ethanol 50.0
3. Dipropylene glycol remaining amount (Note 1) Bergamot oil (manufactured by Wako Pure Chemical Industries, Ltd.)
(製造方法)
1〜3を均一に混合溶解し、抗糖化剤を得た。
(Production method)
1-3 were uniformly mixed and dissolved to obtain an anti-glycation agent.
実施例7[抗糖化剤]
(成分) (%)
1.ラベンダーオイル(注2) 5.0
2.ホホバオイル 30.0
3.トリ2−エチルヘキサン酸グリセリル 残 量
(注2)LAVENDER 40/42 OIL (BIOLANDES社製)
Example 7 [Anti-glycation agent]
(Ingredient) (%)
1. Lavender oil (Note 2) 5.0
2. Jojoba oil 30.0
3. Residual amount of glyceryl tri-2-ethylhexanoate (Note 2) LAVENDER 40/42 OIL (manufactured by BIOLANDES)
(製造方法)
1〜3を均一に混合溶解し、抗糖化剤を得た。
(Production method)
1-3 were uniformly mixed and dissolved to obtain an anti-glycation agent.
処方例1[化粧水]
(成分) (%)
1.グリセリン 3.0
2.1,3−ブチレングリコール 3.0
3.ジプロピレングリコール 3.0
4.ポリオキシエチレングリコール400 3.0
5.マルチトール 1.0
6.キサンタンガム 0.1
7.乳酸 0.05
8.乳酸ナトリウム 0.1
9.エデト酸2ナトリウム 0.05
10.加水分解米エキス 0.05
11.モノオレイン酸ポリオキシエチレン(20モル)ソルビタン 1.0
12.イソステアリン酸ポリオキシエチレン(50モル)硬化ヒマシ油 1.0
13.エタノール 5.0
14.コモン・ラベンダーから得た精油(※1) 1.0
15.パラオキシ安息香酸メチル 0.1
16.香料 0.05
17.精製水 残 量
Formulation Example 1 [Lotion]
(Ingredient) (%)
1. Glycerin 3.0
2. 1,3-butylene glycol 3.0
3. Dipropylene glycol 3.0
4). Polyoxyethylene glycol 400 3.0
5. Maltitol 1.0
6). Xanthan gum 0.1
7). Lactic acid 0.05
8). Sodium lactate 0.1
9. Edetic acid disodium 0.05
10. Hydrolyzed rice extract 0.05
11. Monooleic acid polyoxyethylene (20 mol) sorbitan 1.0
12 Polyoxyethylene isostearate (50 mol) hydrogenated castor oil 1.0
13. Ethanol 5.0
14 Essential oil obtained from common lavender (* 1) 1.0
15. Methyl paraoxybenzoate 0.1
16. Fragrance 0.05
17. Purified water balance
(製造方法)
A:成分1〜10及び17を混合溶解する。
B:成分11〜16を混合溶解する。
C:AにBを添加混合し、化粧水を得た。
(Production method)
A: Components 1 to 10 and 17 are mixed and dissolved.
B: Components 11 to 16 are mixed and dissolved.
C: B was added to A and mixed to obtain a skin lotion.
処方例1で得られた化粧水は、安定で使用感にも優れたものであった。 The lotion obtained in Formulation Example 1 was stable and excellent in usability.
処方例2[乳液]
(成分) (%)
1.N−ステアロイル−L−グルタミン酸 0.5
2.水素添加大豆リン脂質 0.5
3.グリセリルモノステアレート 1.0
4.1,3−ブチレングリコール 5.0
5.セスキオレイン酸ソルビタン 0.5
6.ベヘニルアルコール 0.5
7.スクワラン 2.0
8.流動パラフィン 3.0
9.ジメチルポリシロキサン(100CS) 0.5
10.カルボキシビニルポリマー 0.1
11.パラオキシ安息香酸メチル 0.1
12.水酸化ナトリウム 0.05
13.ソルビトール 1.0
14.精製水 残 量
15.エタノール 5.0
16.ラバンジンから得た精油(※2) 0.5
17.香料 0.1
Formulation Example 2 [Emulsion]
(Ingredient) (%)
1. N-stearoyl-L-glutamic acid 0.5
2. Hydrogenated soybean phospholipid 0.5
3. Glyceryl monostearate 1.0
4.1,3-Butylene glycol 5.0
5. Sorbitan sesquioleate 0.5
6). Behenyl alcohol 0.5
7). Squalane 2.0
8). Liquid paraffin 3.0
9. Dimethylpolysiloxane (100CS) 0.5
10. Carboxyvinyl polymer 0.1
11. Methyl paraoxybenzoate 0.1
12 Sodium hydroxide 0.05
13. Sorbitol 1.0
14 Purified water residue 15. Ethanol 5.0
16. Essential oil obtained from Labandin (* 2) 0.5
17. Fragrance 0.1
(製造方法)
A:成分1〜9を70℃で均一に混合する。
B:成分10〜14を70℃で均一に混合する
C:BにAを加えて乳化し、室温まで冷却する。
D:Cに成分15〜17を加えて均一に混合し、乳液を得た。
(Production method)
A: Components 1 to 9 are mixed uniformly at 70 ° C.
B: Components 10 to 14 are uniformly mixed at 70 ° C. C: A is added to B, emulsified, and cooled to room temperature.
D: Components 15 to 17 were added to C and mixed uniformly to obtain an emulsion.
処方例2で得た乳液は、安定で使用感にも優れるものであった。 The emulsion obtained in Formulation Example 2 was stable and excellent in usability.
処方例3[乳飲料]
(成分) (%)
1.ショ糖 5.0
2.オレンジ果汁 10.0
3.食用油脂 5.0
4.ベルガモットから得た精油(※3) 0.1
5.香料 1.0
6.クエン酸 0.2
7.乳化剤 0.5
8.牛乳 40.0
9.水 残 量
Formulation Example 3 [Milk drink]
(Ingredient) (%)
1. Sucrose 5.0
2. Orange juice 10.0
3. Edible oils and fats 5.0
4). Essential oil obtained from bergamot (* 3) 0.1
5. Fragrance 1.0
6). Citric acid 0.2
7). Emulsifier 0.5
8). Milk 40.0
9. Residual amount of water
(製造方法)
A:成分1、2、6〜9を均一に混合する。
B:成分3〜5を均一に混合する。
C:AにBを加えて乳飲料を得た。
(Production method)
A: Components 1, 2, 6-9 are mixed uniformly.
B: Components 3 to 5 are mixed uniformly.
C: B was added to A to obtain a milk beverage.
処方例3で得た乳飲料は、安定性に優れるものであった。
The milk beverage obtained in Formulation Example 3 was excellent in stability.
Claims (4)
糖化阻害率(%)=(1−((反応液1の蛍光強度−反応液2の蛍光強度)−(反応液3の蛍光強度−反応液4の蛍光強度))÷((反応液1’の蛍光強度−反応液2’の蛍光強度)−(反応液3’の蛍光強度−反応液4’の蛍光強度)))×100。
反応液1の蛍光強度は、抗糖化剤1gをジプロピレングリコール300gに溶解した液と、グルコース30gおよびグリシン30gを精製水639gに溶解した液を混合し、該混合液を60℃で4日間保管した後に、波長360nmの光で励起し、450nmの波長で蛍光を測定した値である。
反応液2の蛍光強度は、上記反応液1の蛍光強度測定において、60℃を5℃に変更して測定した値である。
反応液3の蛍光強度は、上記反応液1の蛍光強度測定において、グルコース30gおよびグリシン30gを精製水に変更して測定した値である。
反応液4の蛍光強度は、上記反応液2の蛍光強度測定において、グルコース30gおよびグリシン30gを精製水に変更して測定した値である。
反応液1’、反応液2’、反応液3’、反応液4’の蛍光強度は、それぞれ上記反応液1、反応液2、反応液3、反応液4の蛍光強度測定において、抗糖化剤をジプロピレングリコールに変更して測定した値である。 The anti-glycation agent according to any one of claims 1 to 3, wherein the saccharification inhibition rate determined by the following formula is 15% or more.
Saccharification inhibition rate (%) = (1-((fluorescence intensity of reaction liquid 1−fluorescence intensity of reaction liquid 2) − (fluorescence intensity of reaction liquid 3−fluorescence intensity of reaction liquid 4)) ÷ ((reaction liquid 1 ′ Fluorescence intensity of the reaction liquid 2 ′) − (fluorescence intensity of the reaction liquid 3′−fluorescence intensity of the reaction liquid 4 ′))) × 100.
The fluorescence intensity of the reaction solution 1 is obtained by mixing a solution obtained by dissolving 1 g of an anti-glycation agent in 300 g of dipropylene glycol and a solution prepared by dissolving 30 g of glucose and 30 g of glycine in 639 g of purified water, and storing the mixture at 60 ° C. for 4 days. Then, it is a value obtained by exciting with light having a wavelength of 360 nm and measuring fluorescence at a wavelength of 450 nm.
The fluorescence intensity of the reaction solution 2 is a value measured by changing 60 ° C. to 5 ° C. in the fluorescence intensity measurement of the reaction solution 1.
The fluorescence intensity of the reaction solution 3 is a value measured by changing 30 g of glucose and 30 g of glycine to purified water in the fluorescence intensity measurement of the reaction solution 1.
The fluorescence intensity of the reaction solution 4 is a value measured by changing 30 g of glucose and 30 g of glycine to purified water in the fluorescence intensity measurement of the reaction solution 2.
The fluorescence intensity of the reaction liquid 1 ′, the reaction liquid 2 ′, the reaction liquid 3 ′, and the reaction liquid 4 ′ is the anti-glycation agent in the fluorescence intensity measurement of the reaction liquid 1, the reaction liquid 2, the reaction liquid 3, and the reaction liquid 4 Is a value measured by changing to dipropylene glycol.
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