JP2008024601A - Inhibitor for acrolein adduct formation, skin anti-aging external preparation and anti-aging food and beverage containing the same - Google Patents

Inhibitor for acrolein adduct formation, skin anti-aging external preparation and anti-aging food and beverage containing the same Download PDF

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JP2008024601A
JP2008024601A JP2006195359A JP2006195359A JP2008024601A JP 2008024601 A JP2008024601 A JP 2008024601A JP 2006195359 A JP2006195359 A JP 2006195359A JP 2006195359 A JP2006195359 A JP 2006195359A JP 2008024601 A JP2008024601 A JP 2008024601A
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aging
acrolein
rosaceae
external preparation
skin
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Kazuhiro Suetsugu
一博 末次
Keiko Tsuji
恵子 辻
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Naris Cosmetics Co Ltd
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Naris Cosmetics Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To obtain a medicine for inhibiting formation of an adduct of acrolein and 4-hydroxynonenal with an in vivo protein, a skin anti-aging external preparation and an anti-aging food and beverage. <P>SOLUTION: The inhibitor for acrolein adduct formation, the skin anti-aging external preparation and the anti-aging food and beverage comprise each at least one kind of extracts of Origanum majorana (Labiatae) being a perennial of the genus Origanum of the family Labiatae, Rosa roxburghii (Rosaceae) being a plant of the genus Rosa of the family Rosaceae and Sanguisorba officinalis (Rosaceae) being a plant of the genus Sanguisorba of the family Rosaceae. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

本発明は、アクロレインのアミノ酸やタンパク質との付加体形成阻害剤であり、その付加体形成阻害剤を含有する皮膚抗老化外用剤や抗老化用飲食品に関する。 The present invention relates to an acrolein amino acid or protein adduct formation inhibitor, and relates to a skin anti-aging external preparation or anti-aging food or drink containing the adduct formation inhibitor.

従来より、老化を抑制する抗老化剤としては、種々のものが開発されている。生体の老化は、2つの生物学的要因により起こることが知られている。 Conventionally, various anti-aging agents that suppress aging have been developed. It is known that aging of a living body is caused by two biological factors.

1つは生理的老化で、他の1つは紫外線等の被爆部に生じる光老化と呼ばれるものである。生理的老化は、生体内で生成した活性酸素が影響し、血管や皮膚の主な構成因子であるコラーゲン線維の変性や生理機能に係わりの深い酵素の変質による活性の低下などに関わる。光老化に感しては、紫外線への暴露が原因であるため原則的に皮膚に限られる。 One is physiological aging, and the other is called photoaging that occurs in exposed parts such as ultraviolet rays. Physiological aging is influenced by active oxygen generated in the living body, and is related to degeneration of collagen fibers, which are the main components of blood vessels and skin, and a decrease in activity due to alteration of enzymes deeply related to physiological functions. Sensation of photoaging is in principle limited to the skin because it is caused by exposure to ultraviolet rays.

生理的老化において、活性酸素種を除去することが主に検討され、スーパーオキサイドアニオン、ヒドロキシラジカル、一重項酸素、パーオキシナイトライト等に対する除去剤が提示されている。近年、活性酸素以外の老化因子としてアクロレインや4−ヒドロキシノネナールの関与が注目されている。 In physiological aging, removal of reactive oxygen species has been mainly studied, and removal agents for superoxide anion, hydroxy radical, singlet oxygen, peroxynitrite and the like have been proposed. In recent years, the involvement of acrolein and 4-hydroxynonenal has attracted attention as aging factors other than active oxygen.

アクロレインや4-ヒドロキシノネナールはα,β-不飽和アルデヒドで反応性が高く、タンパク質(酵素やコラーゲン)の変性や細胞毒性に関わり、その細胞毒性は類縁のアルデヒドであるアセトアルデヒド、ホルムアルデヒド、アクロレインを比較するとアクロレインが最も強く、次いでホルムアルデヒドそしてアセトアルデヒドの順である。アクロレインの細胞毒性は、活性酸素の要因となりうる過酸化水素に比べても非常に強いことが報告されている(Kenneth
Ramos、etal、Toxicology and Applied Pharmacology、Vol.95、61-71 (1988))。
Acrolein and 4-hydroxynonenal are highly reactive with α, β-unsaturated aldehydes and are related to protein (enzyme and collagen) denaturation and cytotoxicity, and their cytotoxicity is compared with related aldehydes such as acetaldehyde, formaldehyde and acrolein. Acrolein is the strongest, followed by formaldehyde and acetaldehyde. It has been reported that the cytotoxicity of acrolein is very strong compared to hydrogen peroxide, which can contribute to active oxygen (Kenneth
Ramos, etal, Toxicology and Applied Pharmacology, Vol. 95, 61-71 (1988)).

アクロレインは、生体内ではポリアミンから生成する(Gunnar Houen、etal、Acta Chemia Scandinavica、Vol.48、52-60 (1994))ことが知れており、また、アクロレインや4−ヒドロキシノネナールは脂質の過酸化反応の過程においても生成する(内田浩二、日本油化学会誌、Vol.47、No.11、29-37(1998))ことが知られている。また、アクロレインや4−ヒドロキシノネナールはプラスティックの燃焼、たばこの煙の中に存在したり、排気ガスや油脂の加熱によって生成される環境汚染物質の一つである。
そして、アクロレインから生体を守る検討では、ポリアミンにポリアミンオキシダーゼが作用しアクロレインを生成することから、ポリアミンオキシダーゼを阻害する特許(特開2002−281999)とリポキシゲナーゼによる酸化過程でアクロレインが生成することからリポキシゲナーゼを阻害する特許(特開2002-138013)が提示されている。しかし、これらによってアクロレインの生成が完全に抑えられるものではなく、たばこの煙中のアクロレインのような場合は、生成過程を抑えるのではなく、既に生成されたアクロレインを直接捕捉する作用を持つ成分が望まれている。
KennethRamos、etal、Toxicology and Applied Pharmacology、Vol.95、61-71 (1988) GunnarHouen、etal、Acta Chemia Scandinavica、Vol.48、52-60 (1994) 特開2002−281999号公報 特開2002−138013号公報
Acrolein is known to be produced from polyamines in vivo (Gunnar Houen, etal, Acta Chemia Scandinavica, Vol. 48, 52-60 (1994)), and acrolein and 4-hydroxynonenal are lipid peroxidation. It is also known that it is produced during the reaction process (Koji Uchida, Journal of the Japan Oil Chemists' Society, Vol. 47, No. 11, 29-37 (1998)). Acrolein and 4-hydroxynonenal are environmental pollutants that are present in plastic combustion, cigarette smoke, or generated by heating exhaust gas and fats and oils.
And in the examination which protects a living body from acrolein, since polyamine oxidase acts on polyamine and acrolein is generated, acrolein is generated in the oxidation process by lipoxygenase and a patent (JP 2002-281999) that inhibits polyamine oxidase. A patent (Japanese Patent Application Laid-Open No. 2002-138013) is proposed. However, the production of acrolein is not completely suppressed by these, and in the case of acrolein in cigarette smoke, there is a component that directly captures acrolein that has already been produced, rather than suppressing the production process. It is desired.
KennethRamos, etal, Toxicology and Applied Pharmacology, Vol. 95, 61-71 (1988) GunnarHouen, etal, Acta Chemia Scandinavica, Vol. 48, 52-60 (1994) JP 2002-281999 A JP 2002-138013 A

本発明の課題は、既に生成されたアクロレインや4−ヒドロキシノネナールを直接捕捉する作用を有する成分、つまり、アクロレインや4−ヒドロキシノネナールと生体内のタンパク質との付加体形成を阻害する阻害剤、及びそれを含有する皮膚抗老化外用剤や抗老化用飲食品の提供である。 An object of the present invention is to provide a component having an action of directly capturing acrolein or 4-hydroxynonenal that has already been generated, that is, an inhibitor that inhibits adduct formation between acrolein or 4-hydroxynonenal and an in vivo protein, and It is providing the skin anti-aging external preparation and anti-aging food / beverage products containing it.

本発明者等は、このような課題を解決するために鋭意研究を重ねた結果、マジョラム(Origanum majorana(Labiatae))、トゲナシ(Rosa
roxburghii(Rosaceae))及びワレモコウ(Sanguisorba officinalis(Rosaceae))の抽出物が、アクロレインや4−ヒドロキシノネナールと生体内のタンパク質との付加体形成する過程を阻害するという作用を見出し本発明を完成するに至った。そして、これらの阻害剤を皮膚外用剤及び飲食品に配合することにより、皮膚抗老化外用剤及び抗老化用飲食品の完成に至った。
As a result of intensive studies to solve such problems, the present inventors have found that marjoram (Origanum majorana (Labiatae)), Togenashi (Rosa
In order to complete the present invention, it has been found that an extract of roxburghii (Rosaceae) and walmok (Sanguisorba officinalis (Rosaceae)) inhibits the process of adduct formation of acrolein or 4-hydroxynonenal with proteins in vivo. It came. Then, by blending these inhibitors into the external preparation for skin and food and drink, the skin anti-aging external preparation and the anti-aging food and drink were completed.

本発明によれば、生体内で生成したアクロレインがタンパク質と付加体を形成する反応を抑えることによるアクロレイン付加体形成抑制剤であるマジョラム(Origanum majorana(Labiatae))、トゲナシ(Rosa
roxburghii(Rosaceae))及びワレモコウ(Sanguisorba officinalis(Rosaceae))の植物抽出物を皮膚外用剤及び飲食品に含有させることにより、安全性の高い皮膚抗老化外用剤および抗老化用飲食品の提供が可能となり、皮膚抗老化外用剤に関してはシワ、タルミ等の発生を抑制する効果、抗老化用飲食品に関しては生体中の動脈硬化を抑制する効果をそれぞれ有することを可能とした。
According to the present invention, marjoram (Origanum majorana (Labiatae)), Togenashi (Rosa), which is an acrolein adduct formation inhibitor by suppressing the reaction of acrolein generated in vivo to form an adduct with a protein.
Roxburghii (Rosaceae)) and Waremoko (Sanguisorba officinalis (Rosaceae)) plant extracts can be provided in skin external preparations and foods and drinks, providing highly safe skin anti-aging agents and anti-aging foods and drinks. Thus, the skin anti-aging external preparation can have the effect of suppressing the generation of wrinkles, tarmi and the like, and the anti-aging food and drink can have the effect of suppressing arteriosclerosis in the living body.

本発明におけるアクロレインを直接捕捉する方法は、内田らのアセチルリジンとアクロレインの付加生成物をHPLCで測定する方法(J.Biol.Chem.、Vol.273、No.26、Issue of June26、16058-16066(1998))を改変して行った。本発明では、アクロレインとアセチルリジンとの反応で評価を行っているが、4−ヒドロキシノネナールとリジンに関しても同様な反応が起こることが分かっていることから本発明は4−ヒドロキシノネナールとの付加体形成にも有効である。 The method of directly capturing acrolein in the present invention is a method of measuring an addition product of acetyllysine and acrolein by Uchida et al. (J. Biol. Chem., Vol. 273, No. 26, Issue of June 26, 16058- 16066 (1998)). In the present invention, the evaluation is performed by the reaction of acrolein and acetyl lysine. However, since it is known that the same reaction occurs with respect to 4-hydroxynonenal and lysine, the present invention is an adduct with 4-hydroxynonenal. It is also effective for formation.

すなわち、0.1Mリン酸緩衝液(pH7.4)に100mMのN-アセチルリジンを溶解し、同様に0.1Mリン酸緩衝液(pH7.4)に10mMのアクロレインを溶解し、それぞれ450μLずつ取り、37℃で24時間反応させる。そこに被検試料を100μL加えて、反応液をHPLCで分析し、アクロレインとN-アセチルリジンの付加生成物を分析し、その生成量から抑制率を算出する。 Specifically, 100 mM N-acetyllysine was dissolved in 0.1 M phosphate buffer (pH 7.4), 10 mM acrolein was dissolved in 0.1 M phosphate buffer (pH 7.4), and 450 μL each was taken. React at 37 ° C for 24 hours. 100 μL of a test sample is added thereto, the reaction solution is analyzed by HPLC, the addition product of acrolein and N-acetyllysine is analyzed, and the inhibition rate is calculated from the amount of the product.

本発明における被検試料は、アクロレインがタンパク質との付加体を生成する過程を抑制するアクロレイン付加体生成抑制剤であり、マジョラム(Origanum majorana(Labiatae))、トゲナシ(Rosa
roxburghii(Rosaceae))及びワレモコウ(Sanguisorba officinalis(Rosaceae))の植物抽出物の少なくとも一種を含有させたことを特徴とする。
The test sample in the present invention is an acrolein adduct formation inhibitor that suppresses the process in which acrolein generates an adduct with a protein, marjoram (Origanum majorana (Labiatae)), togenashi (Rosa
roxburghii (Rosaceae)) and bituminous (Sanguisorba officinalis (Rosaceae)) plant extracts.

また、本発明は、このようなマジョラム(Origanum
majorana(Labiatae))、トゲナシ(Rosa roxburghii(Rosaceae))及びワレモコウ(Sanguisorba
officinalis(Rosaceae))の植物抽出物の少なくとも一種または二種以上を含有させた皮膚抗老化外用剤および抗老化用飲食品である。
The present invention also provides such a marjoram (Origanum
majorana (Labiatae)), pear (Rosa roxburghii (Rosaceae)) and bittersweet (Sanguisorba)
officinalis (Rosaceae)) is a skin anti-aging external preparation and an anti-aging food and drink containing at least one or more plant extracts.

本発明に使用する「マジョラム」は、シソ科ハナハッカ属の多年草で、古代ギリシャ人はこれを痙攣・麻痺性の中毒に対する薬剤として、また香料ならびに化粧品として広く用いた。茎や葉には、淡いミントのような香りがあり、肉料理の香味として使われる。花や葉を使うハーブティーは鎮静作用や消化促進効果がある。 The “majorum” used in the present invention is a perennial plant belonging to the genus Lamiaceae, which was widely used by ancient Greeks as a drug for convulsive / paralytic poisoning, as a fragrance, and as a cosmetic. The stems and leaves have a light mint-like scent and are used as a flavor for meat dishes. Herbal tea that uses flowers and leaves has a sedative effect and digestion promoting effect.

本発明に使用する「トゲナシ」は、バラ科バラ属の植物で、もともとは中国貴州省の険しい山岳地帯で育つ野生植物である。「トゲナシ」は他の植物と比べると、栄養成分が豊富な上、清熱解毒、健康美容等の機能を備えて、長期間にわたり摂取すると体内の酸と塩基のバランスを維持し、体細胞の浸透圧を増強、新陳代謝を促進、生理機能を強化することができる。さらに、体内に発生した発癌物質を有効的に遮断し、肝臓ガン、肺ガン、腎臓ガン等の発生を予防することができる。 “Togenashi” used in the present invention is a plant belonging to the genus Rosaceae, originally a wild plant that grows in a rugged mountain region in Guizhou Province, China. Compared to other plants, Togenashi is rich in nutrients and has functions such as clean heat detoxification and health beauty, and when ingested over a long period of time, it maintains the balance between acid and base in the body and penetrates somatic cells. Increases pressure, promotes metabolism, and strengthens physiological functions. Furthermore, it can effectively block carcinogens generated in the body and prevent the occurrence of liver cancer, lung cancer, kidney cancer and the like.

本発明に使用する「ワレモコウ」は、バラ科ワレモコウ属の植物で、草地に生える多年生草本である。根は地楡(ジユ)という生薬でタンニンを多く含み、止血剤として用いられる。 The “warmoko” used in the present invention is a perennial herb that grows in a grassland, and belongs to the genus Rosaceae. The root is a crude drug called Jiu, which contains a lot of tannins and is used as a hemostatic agent.

即ち、本発明に係る植物抽出物は、抽出溶媒としては、各種極性有機溶媒及びそれらの混液を用いることができる。抽出物の生成は、様々な方法が用いられるが、各種活性炭、スチレン−ジビニルベンゼン系合成吸着剤(HP−20:三菱化成社製)やオクタデシルシラン処理シリカ(Chromatorex ODS:富士シリシア化学製)により吸着させ、適当な溶媒で溶出する方法が簡便でかつ実用的である。 That is, the plant extract according to the present invention can use various polar organic solvents and a mixture thereof as the extraction solvent. Various methods are used for producing the extract, and various kinds of activated carbon, styrene-divinylbenzene synthetic adsorbent (HP-20: manufactured by Mitsubishi Kasei Co., Ltd.) and octadecylsilane-treated silica (Chromatorex ODS: manufactured by Fuji Silysia Chemical) are used. The method of adsorbing and eluting with an appropriate solvent is simple and practical.

また、本発明に係る植物抽出物の各種皮膚外用剤に対する配合量は、皮膚外用剤の実施態様、皮膚外用剤の使用形態等に応じて変動させることができるので特に限定されない。原則的には、有効量存在すれば良いことになるが、一般的には組成物中、乾燥重量に換算して0.0001〜100.0質量%が利用でき、好ましくは0.01〜10.0質量%、更に好ましくは0.1〜5.0質量%である。特に、用時調製のパウダー状の製剤等は、この本願発明に係る植物抽出物が100.0質量%を含めた高配合率で利用されることが可能である。 Moreover, since the compounding quantity with respect to the various skin external preparation of the plant extract which concerns on this invention can be fluctuate | varied according to the embodiment of a skin external preparation, the usage form of a skin external preparation, etc., it is not specifically limited. In principle, an effective amount may be present, but generally 0.0001 to 100.0% by mass in terms of dry weight can be used in the composition, preferably 0.01 to 10%. 0.0 mass%, more preferably 0.1-5.0 mass%. Particularly, powder-form preparations and the like prepared at the time of use can be used at a high blending ratio including 100.0% by mass of the plant extract according to the present invention.

本発明に係る皮膚外用剤の適用範囲は、特に限定されない。つまり、この発明の有効成分が有する作用効果に応じて各作用効果を利用できる全ての皮膚外用剤に適用できる。 The application range of the external preparation for skin according to the present invention is not particularly limited. That is, the present invention can be applied to all external preparations for skin that can use each function and effect according to the function and effect of the active ingredient of the present invention.

例えば、本発明に係る有効成分を各種皮膚外用剤基剤等に配合して、クリーム、乳液、化粧水、パック剤、洗顔料等に対して適用できる。また、前記各種皮膚外用剤の実施態様は、ローション、エマルジョン、軟膏、ゾル、ゲル、パウダー、スプレー、固形等の各種態様で適用できる。 For example, the active ingredient according to the present invention can be blended in various skin external preparation bases and applied to creams, emulsions, lotions, packs, face wash, and the like. Moreover, the various skin external preparations can be applied in various forms such as lotion, emulsion, ointment, sol, gel, powder, spray, and solid.

また、本発明に係る化合物の抗老化用飲食品に対する配合量は、抗老化用飲食品の実施態様、抗老化用飲食品の使用形態等に応じて変動させることができるので特に限定されない。原則的には、有効量存在すれば良いことになるが、一般的には組成物中、乾燥重量に換算して0.0001〜10.0質量%が利用でき、好ましくは0.01〜5.0質量%、更に好ましくは0.1〜1.0質量%である。 Moreover, since the compounding quantity with respect to the anti-aging food / beverage products of the compound which concerns on this invention can be fluctuate | varied according to the embodiment of the anti-aging food / beverage products, the usage pattern of the anti-aging food / beverage products, it is not specifically limited. In principle, an effective amount may be present, but generally 0.0001 to 10.0% by mass in terms of dry weight can be used in the composition, preferably 0.01 to 5%. 0.0 mass%, more preferably 0.1-1.0 mass%.

本発明に係る植物抽出物の使用する部位は、特に限定はされず全草を用いることができ、マジョラム(Origanum majorana(Labiatae))は葉、茎、花が好ましく、トゲナシ(Rosa
roxburghii(Rosaceae))は果実が好ましく、ワレモコウ(Sanguisorba officinalis(Rosaceae))は根茎が好ましい。
The site to be used by the plant extract according to the present invention is not particularly limited, and whole grass can be used.
roxburghii (Rosaceae)) is preferably a fruit, and walnut mushroom (Sanguisorba officinalis (Rosaceae)) is preferably a rhizome.

本発明に係る抗老化用飲食品の適用範囲は、特に限定されない。つまり、この発明の有効成分が有する作用効果に応じて各作用効果を利用できる全ての抗老化用飲食品に適用できる。 The application range of the anti-aging food and drink according to the present invention is not particularly limited. That is, the present invention can be applied to all anti-aging foods and drinks that can use each function and effect according to the function and effect of the active ingredient of the present invention.

例えば、本発明に係る抗老化用飲食品は、ドリンク剤、ジェル状、粉末製剤、錠剤等の各種態様にすることが可能である。 For example, the anti-aging food and drink according to the present invention can be in various forms such as drinks, gels, powder formulations, tablets and the like.

以下、実施例により本発明を詳細に説明するが、本発明はこれらに限定されるものではない。 EXAMPLES Hereinafter, although an Example demonstrates this invention in detail, this invention is not limited to these.

〔実施例1〕
本実施例は、本発明のアクロレインとN−アセチルリジンとの付加体形成阻害剤について、具体的な抽出例を示したものである。
[Example 1]
This example shows a specific extraction example of the adduct formation inhibitor of acrolein and N-acetyllysine of the present invention.

被検体としては、丸善製薬より市販されているマジョラム(Origanum
majorana(Labiatae))、トゲナシ(Rosa roxburghii(Rosaceae))及びワレモコウ(Sanguisorba
officinalis(Rosaceae))の植物抽出液を用いた。
The subject is Marjoram (Origanum), which is commercially available from Maruzen Pharmaceutical.
majorana (Labiatae)), pear (Rosa roxburghii (Rosaceae)) and walnut mushroom (Sanguisorba)
officinalis (Rosaceae)) plant extract was used.

上記、植物抽出物の抽出法は、有効成分が抽出可能であれば特に限定はされず、抽出溶媒も極性及び非極性溶媒が使用可能で、水であれば、約60℃で数時間抽出し得ることができる。エタノール抽出であれば、ソックスレー抽出を行うことによって得ることができる。 The extraction method of the plant extract is not particularly limited as long as the active ingredient can be extracted, and polar and nonpolar solvents can be used as the extraction solvent. If water, extraction is performed at about 60 ° C. for several hours. Obtainable. If it is ethanol extraction, it can be obtained by performing Soxhlet extraction.

〔実施例2〕
本実施例は、本発明のアクロレインとN-アセチルリジンとの付加体形成阻害剤について、抑制率を試験したものである。
[Example 2]
In this example, the inhibition rate of the adduct formation inhibitor of acrolein and N-acetyllysine of the present invention was tested.

〔実験例3〕
アクロレインとN-アセチルリジンの付加体形成阻害率の測定
(1)実験方法
50mM N-アセチルリジン450μL(50mMPBS(pH7.4))、10mMアクロレイン450μL(50mMPBS(pH7.4))、試料100μLを混合し、37℃で24時間放置後、HPLCで分析を行った。陽性対照として、類似の反応と思われる糖とアミノ酸やタンパク質と起こるメイラード反応の阻害剤としてとして知られるアミノグアニジンを用いて比較を行った。試料濃度は1%の溶液を用いて行った。
[Experimental Example 3]
Measurement of inhibition rate of adduct formation between acrolein and N-acetyllysine (1) Experimental method
450 μL of 50 mM N-acetyllysine (50 mM PBS (pH 7.4)), 450 μL of 10 mM acrolein (50 mM PBS (pH 7.4)), and 100 μL of the sample were mixed and allowed to stand at 37 ° C. for 24 hours, and then analyzed by HPLC. As a positive control, a comparison was made using aminoguanidine, which is known as an inhibitor of the Maillard reaction that occurs with sugars and amino acids and proteins that appear to be similar reactions. The sample concentration was 1%.

(2)HPLC条件
カラム:DAISOPAK-SP120 ODS-BP(150mm×6mm)
温度:室温
移動相:5%MeOH in 0.1%TFA
検出:UV227nm
注入量:5μL
流量:1.5mL/min
(2) HPLC condition column: DAISOPAK-SP120 ODS-BP (150 mm × 6 mm)
Temperature: room temperature Mobile phase: 5% MeOH in 0.1% TFA
Detection: UV227nm
Injection volume: 5 μL
Flow rate: 1.5mL / min

HPLCの測定結果のチャートを図1に示す。   The chart of the measurement result of HPLC is shown in FIG.

表1にアクロレイン付加体形成阻害についてその抑制率を示す。 Table 1 shows the inhibition rate for the inhibition of acrolein adduct formation.

表1の結果より、マジョラム(Origanum majorana(Labiatae))、トゲナシ(Rosa roxburghii(Rosaceae))及びワレモコウ(Sanguisorba
officinalis(Rosaceae))の植物抽出物にアクロレインとN-アセチルリジンとの付加体の形成を阻害する作用が強いことを確認した。
From the results shown in Table 1, marjoram (Origanum majorana (Labiatae)), togenashi (Rosa roxburghii (Rosaceae)) and walnut mushroom (Sanguisorba)
officinalis (Rosaceae)) was confirmed to have a strong effect of inhibiting the formation of adducts of acrolein and N-acetyllysine.

以下に本発明の処方例を挙げる。 The formulation example of this invention is given to the following.

<処方例1>化粧水
(成分名) (質量%)
マジョラム抽出液BG 0.0001
ヒアルロン酸Na 0.01
グリセリン 5.0
ポリオキシエチレンソルビタンモノラウレート(20E.0) 1.5
エタノール 8.0
クエン酸トリエチル 2.0
防腐剤・酸化防止剤 適量
精製水 残部
<Formulation example 1> lotion (component name) (mass%)
Marjoram extract BG 0.0001
Hyaluronic acid Na 0.01
Glycerin 5.0
Polyoxyethylene sorbitan monolaurate (20E.0) 1.5
Ethanol 8.0
Triethyl citrate 2.0
Preservative / Antioxidant
Purified water balance

<処方例2>化粧用クリーム
(成分名) (質量%)
トゲナシ抽出液 0.01
ミツロウ 2.0
ステアリルアルコール 5.0
ステアリン酸 8.0
スクワラン 10.0
自己乳化型グリセリルモノステアレート 3.0
ポリオキシエチレンセチルエーテル(20E.0) 1.0
グリセリン 5.0
水酸化カリウム 0.3
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
<Formulation example 2> Cosmetic cream (component name) (mass%)
Togenashi extract 0.01
Beeswax 2.0
Stearyl alcohol 5.0
Stearic acid 8.0
Squalane 10.0
Self-emulsifying glyceryl monostearate 3.0
Polyoxyethylene cetyl ether (20E.0) 1.0
Glycerin 5.0
Potassium hydroxide 0.3
Perfume Appropriate amount of preservative / antioxidant Appropriate amount of purified water

<処方例3>乳液
(成分名) (質量%)
ワレモコウ抽出液 0.1
スクワラン 8.0
ワセリン 2.0
ミツロウ 0.5
ソルビタンセスキオレエート 0.8
ポリオキシエチレンオレイルエーテル(20E.0) 1.2
カルボキシビニルポリマー 0.2
グリセリン 1.5
水酸化カリウム 0.1
エタノール 7.0
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
<Prescription Example 3> Emulsion (component name) (mass%)
Warmoko extract 0.1
Squalane 8.0
Vaseline 2.0
Beeslow 0.5
Sorbitan sesquioleate 0.8
Polyoxyethylene oleyl ether (20E.0) 1.2
Carboxyvinyl polymer 0.2
Glycerin 1.5
Potassium hydroxide 0.1
Ethanol 7.0
Perfume Appropriate amount of preservative / antioxidant Appropriate amount of purified water

<処方例4>パック剤
(成分名) (質量%)
トゲナシ抽出液 5.0
酢酸ビニル樹脂エマルジョン 15.0
ポリビニルアルコール 10.0
ホホバ油 3.0
グリセリン 5.0
酸化チタン 8.0
カオリン 7.0
エタノール 5.0
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
<Prescription Example 4> Packing agent (component name) (mass%)
Togenashi extract 5.0
Vinyl acetate resin emulsion 15.0
Polyvinyl alcohol 10.0
Jojoba oil 3.0
Glycerin 5.0
Titanium oxide 8.0
Kaolin 7.0
Ethanol 5.0
Perfume Appropriate amount of preservative / antioxidant Appropriate amount of purified water

<処方例5>軟膏
(成分名) (質量%)
マジョラム抽出物BG 10.0
酢酸トコフェロール 0.5
パラジメチルアミノ安息香酸オクチル 4.0
ブチルメトキシベンゾイルメタン 4.0
ステアリルアルコール 18.0
モクロウ 20.0
グリセリンモノステアリン酸エステル 0.3
ワセリン 33.0
香料 適量
防腐剤・酸化防止剤 適量
精製水 残部
<Prescription Example 5> Ointment (component name) (mass%)
Marjoram extract BG 10.0
Tocopherol acetate 0.5
Octyl paradimethylaminobenzoate 4.0
Butylmethoxybenzoylmethane 4.0
Stearyl alcohol 18.0
Owl 20.0
Glycerin monostearate 0.3
Vaseline 33.0
Perfume Appropriate amount of preservative / antioxidant Appropriate amount of purified water

<処方例6>ドリンク剤
トゲナシ抽出液 10.0
クエン酸 0.1
ビタミンC 適量
精製水 残部
<Formulation Example 6> Drink agent Togenashi extract 10.0
Citric acid 0.1
Vitamin C appropriate amount purified water balance

<処方例7>粉末製剤
ワレモコウ抽出液 50.0
卵殻カルシウム 10.0
乳糖 15.0
セルロース 残部
<Prescription example 7> Powder preparation bitumen extract 50.0
Eggshell calcium 10.0
Lactose 15.0
Cellulose remainder

<処方例8>錠剤
トゲナシ抽出液乾燥物 5.0
卵殻カルシウム 10.0
乳糖 20.0
澱粉 7.0
デキストリン 8.0
硬化油 5.0
セルロース 残部
<Prescription Example 8> Tablet Togenashi Extract Dry Product 5.0
Eggshell calcium 10.0
Lactose 20.0
Starch 7.0
Dextrin 8.0
Hardened oil 5.0
Cellulose remainder

本発明によれば、生体内で生成したアクロレインがタンパク質と付加体を形成する反応を抑制する作用を有するマジョラム(Origanum majorana(Labiatae))、トゲナシ(Rosa
roxburghii(Rosaceae))及びワレモコウ(Sanguisorba officinalis(Rosaceae))の植物抽出物を含有することにより、安全性の高い皮膚抗老化外用剤や抗老化用飲食品に応用が期待できる。
According to the present invention, marjoram (Origanum majorana (Labiatae)), Togenashi (Rosa) have an action of suppressing the reaction of acrolein generated in vivo to form an adduct with a protein.
By containing plant extracts of roxburghii (Rosaceae)) and walnut mulberry (Sanguisorba officinalis (Rosaceae)), it can be expected to be applied to highly safe skin anti-aging external preparations and anti-aging foods and drinks.

アクロレイン付加体とN-アセチルリジンのピーク示したHPLCチャート。HPLC chart showing peaks of acrolein adduct and N-acetyllysine.

Claims (3)

マジョラム(Origanum majorana(Labiatae))、トゲナシ(Rosa
roxburghii(Rosaceae))及びワレモコウ(Sanguisorba officinalis(Rosaceae))の植物抽出物の少なくとも一種を含有することを特徴とするアクロレイン付加体形成阻害剤。
Marjoram (Origanum majorana (Labiatae)), Togenashi (Rosa
An acrolein adduct formation inhibitor characterized by containing at least one plant extract of roxburghii (Rosaceae)) and burdock (Sanguisorba officinalis (Rosaceae)).
請求項1記載の植物抽出物の少なくとも1種又は2種以上を有効成分として含有することを特徴とする皮膚抗老化外用剤。 A skin anti-aging agent for external use comprising at least one or more of the plant extracts according to claim 1 as an active ingredient. 請求項1記載の植物抽出物の少なくとも1種又は2種以上を有効成分として含有することを特徴とする抗老化用飲食品。 An anti-aging food or drink comprising at least one or more of the plant extracts according to claim 1 as an active ingredient.
JP2006195359A 2006-07-18 2006-07-18 Inhibitor for acrolein adduct formation, skin anti-aging external preparation and anti-aging food and beverage containing the same Pending JP2008024601A (en)

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JP2008094799A (en) * 2006-10-16 2008-04-24 Kose Corp Sulfated glycosaminoglycan production promoter and external preparation for skin containing the same
JP2011183019A (en) * 2010-03-10 2011-09-22 Maruzen Pharmaceut Co Ltd Deodorant
JP2014091728A (en) * 2012-11-06 2014-05-19 Fancl Corp Mif secretion inhibitor
FR2999926A1 (en) * 2012-12-21 2014-06-27 Basf Beauty Care Solutions F Cosmetic use of a substance for inhibiting non-pathological DNA methylation e.g. for stimulating the formation of elastic fibers in order to reduce skin wrinkles, to densify the extracellular matrix and to strengthen a subcutaneous tissue
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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008094799A (en) * 2006-10-16 2008-04-24 Kose Corp Sulfated glycosaminoglycan production promoter and external preparation for skin containing the same
JP2011183019A (en) * 2010-03-10 2011-09-22 Maruzen Pharmaceut Co Ltd Deodorant
JP2014091728A (en) * 2012-11-06 2014-05-19 Fancl Corp Mif secretion inhibitor
FR2999926A1 (en) * 2012-12-21 2014-06-27 Basf Beauty Care Solutions F Cosmetic use of a substance for inhibiting non-pathological DNA methylation e.g. for stimulating the formation of elastic fibers in order to reduce skin wrinkles, to densify the extracellular matrix and to strengthen a subcutaneous tissue
JP2017095432A (en) * 2015-11-26 2017-06-01 株式会社ちふれ化粧品 Agents for inhibiting acrolein derivative activity

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