JP2015051934A - Dermal oxidative stress inhibitor - Google Patents
Dermal oxidative stress inhibitor Download PDFInfo
- Publication number
- JP2015051934A JP2015051934A JP2013184478A JP2013184478A JP2015051934A JP 2015051934 A JP2015051934 A JP 2015051934A JP 2013184478 A JP2013184478 A JP 2013184478A JP 2013184478 A JP2013184478 A JP 2013184478A JP 2015051934 A JP2015051934 A JP 2015051934A
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- JP
- Japan
- Prior art keywords
- skin
- oxidative stress
- extract
- butanediol
- fruit
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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Images
Abstract
Description
本発明は、皮膚の酸化的ストレス抑制剤に関する。 The present invention relates to a skin oxidative stress inhibitor.
紫外線等による活性酸素種の産生亢進、加齢に伴う生体の抗酸化機能の低下等により、皮膚の酸化的ストレスが増大するが、かかる酸化的ストレスが皮膚の炎症、老化等の主な要因の一つであることはよく知られている。 Oxidative stress in the skin increases due to increased production of reactive oxygen species due to ultraviolet rays and the like, and a decrease in the antioxidant function of the body with aging, but such oxidative stress is a major factor of skin inflammation, aging, etc. It is well known that it is one.
従来より、酸化的ストレスによる皮膚の炎症、老化等を改善または防止するべく、抗酸化作用を有する成分の皮膚外用剤または化粧品への利用が検討されてきた。かかる成分として、たとえば、アスコルビルトコフェリルリン酸カリウム等のアスコルビン酸誘導体、ｄ−δ−トコフェロール、ｄｌ−α−トコフェロール等のビタミンＥ、コメヌカ油、γ−オリザノール、タンニン酸等のポリフェノール、ウイキョウ果実、シソ、シャクヤク、セージ葉、ヨモギ、ルイボス、ローズマリー等の植物抽出物などが、抗酸化、抗老化成分として上市され、広く利用されている。 Conventionally, in order to improve or prevent skin inflammation, aging, etc. caused by oxidative stress, the use of an antioxidative component in an external preparation for skin or cosmetics has been studied. Examples of such components include ascorbic acid derivatives such as potassium ascorbyl tocopheryl phosphate, vitamin E such as d-δ-tocopherol and dl-α-tocopherol, polyphenols such as rice bran oil, γ-oryzanol, and tannic acid, fennel fruit, Plant extracts such as perilla, peony, sage leaf, mugwort, rooibos and rosemary are marketed as antioxidant and anti-aging ingredients and are widely used.
また、皮膚の酸化的ストレスを抑制し得る成分のスクリーニングも盛んに行われ、真珠貝貝肉抽出物（特許文献１）、３−ヒドロキシアントラニル酸誘導体（特許文献２）、海洋藻類であるナンノクロロプシス抽出物（特許文献３）、転写因子Ｎｒｆ２（NF-E2 related factor 2）活性化剤（特許文献４、５）、ノニ葉抽出物（特許文献６）、マンニトールエリスリトールリピッド（特許文献７）等が開示されている。
しかしながら、皮膚の酸化的ストレスに対し十分な抑制効果を有し、安全性、使用性等の点でも問題のない皮膚の酸化的ストレス抑制剤が得られているとは言い難い。
In addition, screening for ingredients capable of suppressing oxidative stress in the skin has been actively conducted, and pearl oyster shell extract (Patent Document 1), 3-hydroxyanthranilic acid derivative (Patent Document 2), and marine alga Nannochloro. Psis extract (patent document 3), transcription factor Nrf2 (NF-E2 related factor 2) activator (patent documents 4 and 5), noni leaf extract (patent document 6), mannitol erythritol lipid (patent document 7), etc. Is disclosed.
However, it is difficult to say that a skin oxidative stress inhibitor having a sufficient inhibitory effect on oxidative stress of the skin and having no problems in terms of safety, usability and the like is obtained.
本発明は、皮膚の酸化的ストレスに対し優れた抑制効果を有し、皮膚に対する刺激性等、安全性および使用性においても問題のない、皮膚の酸化的ストレス抑制剤を提供することを目的とする。 It is an object of the present invention to provide a skin oxidative stress inhibitor that has an excellent inhibitory effect on skin oxidative stress and has no problems in terms of safety and usability such as irritation to the skin. To do.
本発明者らは、以前に、オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実のアルコール抽出物が抗酸化活性を有し、飲料その他の抗酸化性加工品に利用できることを開示している（特開２００６−１６６７２６号公報）。その後、皮膚の酸化的ストレスの抑制を目的とした皮膚外用剤や化粧品に応用するべく、種々検討した結果、オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実のエタノールまたはブタンジオールを含む抽出溶媒による抽出物が、皮膚における酸化的ストレスに対し、低濃度で優れた抑制効果を示すことを見出し、本発明を完成するに至った。 The inventors have previously disclosed that an alcoholic extract of the fruit of Ceramus sargentii (Rehder) H. Ohba has antioxidant activity and can be used in beverages and other antioxidant processed products. (Japanese Patent Laid-Open No. 2006-166726). Later, as a result of various studies to apply to topical skin preparations and cosmetics for the purpose of suppressing oxidative stress of the skin, extraction of fruits of Ceratos sargentii (Rehder) H. Ohba containing ethanol or butanediol It has been found that an extract by a solvent exhibits an excellent inhibitory effect at a low concentration against oxidative stress in the skin, and the present invention has been completed.
すなわち、本発明は、次の［１］〜［９］に関する。
［１］オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実より、エタノールまたはブタンジオールを含む抽出溶媒により抽出して得られる抽出物を含有する、皮膚の酸化的ストレス抑制剤。
［２］抽出溶媒中のエタノールの濃度が、５０（ｖ／ｖ）％〜１００（ｖ／ｖ）％である、上記［１］に記載の皮膚の酸化的ストレス抑制剤。
［３］ブタンジオールが１，３−ブタンジオールである、上記［１］に記載の皮膚の酸化的ストレス抑制剤。
［４］抽出溶媒中のブタンジオールの濃度が５０（ｖ／ｖ）％である、上記［１］または［３］に記載の皮膚の酸化的ストレス抑制剤。
［５］皮膚の酸化的ストレスによる炎症の改善または防止用である、上記［１］〜［４］のいずれかに記載の皮膚の酸化的ストレス抑制剤。
［６］皮膚の酸化的ストレスによる老化の改善または防止用である、上記［１］〜［４］のいずれかに記載の皮膚の酸化的ストレス抑制剤。
［７］皮膚外用医薬品である、上記［１］〜［６］のいずれかに記載の皮膚の酸化的ストレス抑制剤。
［８］皮膚外用医薬部外品である、上記［１］〜［６］のいずれかに記載の皮膚の酸化的ストレス抑制剤。
［９］皮膚用化粧品である、上記［１］〜［６］のいずれかに記載の皮膚の酸化的ストレス抑制剤。
That is, the present invention relates to the following [1] to [9].
[1] A skin oxidative stress suppressant comprising an extract obtained by extracting from the fruit of Ceratos sargentii (Rehder) H. Ohba with an extraction solvent containing ethanol or butanediol.
[2] The skin oxidative stress inhibitor as described in [1] above, wherein the concentration of ethanol in the extraction solvent is 50 (v / v)% to 100 (v / v)%.
[3] The skin oxidative stress inhibitor as described in [1] above, wherein the butanediol is 1,3-butanediol.
[4] The skin oxidative stress inhibitor as described in [1] or [3] above, wherein the butanediol concentration in the extraction solvent is 50 (v / v)%.
[5] The skin oxidative stress inhibitor according to any one of the above [1] to [4], which is used for improving or preventing inflammation due to oxidative stress of the skin.
[6] The skin oxidative stress inhibitor according to any one of the above [1] to [4], which is used for improving or preventing aging due to oxidative stress of the skin.
[7] The skin oxidative stress inhibitor as described in any one of [1] to [6] above, which is a skin external medicine.
[8] The skin oxidative stress inhibitor according to any one of [1] to [6], which is a quasi-drug for external use on the skin.
[9] The skin oxidative stress inhibitor as described in any one of [1] to [6] above, which is a skin cosmetic.
本発明に係る皮膚の酸化的ストレス抑制剤は、紫外線等により生じる活性酸素種等による酸化的ストレスから皮膚を保護する効果に優れ、前記酸化的ストレスにより生じる皮膚の炎症、老化等を改善または防止する効果に優れる。
また、本発明に係る皮膚の酸化的ストレス抑制剤において、有効成分として含有されるオオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の抽出物は、植物由来であり、高い活性酸素種消去活性を有し、低濃度で十分な皮膚の酸化的ストレス抑制効果を奏するため、皮膚に対する刺激性等、安全性および使用性の点でも有利である。
The skin oxidative stress inhibitor according to the present invention has an excellent effect of protecting the skin from oxidative stress caused by active oxygen species caused by ultraviolet rays and the like, and improves or prevents skin inflammation, aging, etc. caused by the oxidative stress. Excellent effect.
Further, in the skin oxidative stress suppressant according to the present invention, the fruit extract of Ceratos sargentii (Rehder) H. Ohba, which is contained as an active ingredient, is derived from a plant and has a high active oxygen species elimination. Since it has an activity and has a sufficient skin oxidative stress suppression effect at a low concentration, it is advantageous in terms of safety and usability such as irritation to the skin.
本発明の皮膚の酸化的ストレス抑制剤は、オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実より、エタノールまたはブタンジオールを含む抽出溶媒により抽出して得られる抽出物を含有する。 The skin oxidative stress suppressant of the present invention contains an extract obtained by extracting from the fruit of Cerasus sargentii (Rehder) H. Ohba with an extraction solvent containing ethanol or butanediol.
本発明で用いるオオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）は、バラ科（Rosaceae）に属する落葉樹であり、本発明においては、果実を用いる。
オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実は水洗し、そのまま、または細切、乾燥、粉砕等を行うことにより、スラリー状、細粒状、顆粒状または粉末状として抽出に供する。抽出溶媒としては、エタノールまたはブタンジオールを含む抽出溶媒を用いるが、５０（ｖ／ｖ）％〜１００（ｖ／ｖ）％エタノール、５０（ｖ／ｖ）％〜１００（ｖ／ｖ）％ブタンジオールが好ましく用いられる。ブタンジオールとしては、１，３−ブタンジオールが好ましく用いられる。また、エタノールを含む抽出溶媒としては、５０（ｖ／ｖ）％エタノールが特に好ましく、ブタンジオールを含む溶媒としては、５０（ｖ／ｖ）％ブタンジオールが特に好ましい。
The cherry tree cherry ( Cerasus sargentii (Rehder) H. Ohba) used in the present invention is a deciduous tree belonging to the Rosaceae family. In the present invention, a fruit is used.
The fruit of Ceramus sargentii (Rehder) H.Ohba is washed with water and subjected to extraction in the form of a slurry, fine granule, granule or powder as it is, or by chopping, drying and grinding. As the extraction solvent, an extraction solvent containing ethanol or butanediol is used, but 50 (v / v)% to 100 (v / v)% ethanol, 50 (v / v)% to 100 (v / v)% butane is used. Diols are preferably used. As the butanediol, 1,3-butanediol is preferably used. The extraction solvent containing ethanol is particularly preferably 50 (v / v)% ethanol, and the solvent containing butanediol is particularly preferably 50 (v / v)% butanediol.
抽出は、オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実１００ｇに対し、通常１００ｍＬ〜５００ｍＬの抽出溶媒を用いて行い、２００ｍＬ〜３００ｍＬの抽出溶媒を用いることが好ましい。
抽出は、エタノールを含む抽出溶媒の場合、通常２０℃〜３０℃で２日間〜６０日間行い、２５℃〜３０℃で２日間〜７日間行うことが好ましい。また、ブタンジオールを含む抽出溶媒の場合は、通常２０℃〜３０℃で２日間〜６０日間行い、２５℃〜３０℃で７日間〜６０日間行うことが好ましい。
抽出後、定法に従い、たとえばろ過、遠心分離等により、抽出液を回収する。
Extraction, compared fruit 100g of Prunus Sargentii (Cerasus sargentii (Rehder) H.Ohba) , carried out with an extraction solvent typically 100ML～500mL, it is preferable to use an extraction solvent 200ML～300mL.
In the case of an extraction solvent containing ethanol, the extraction is usually performed at 20 ° C to 30 ° C for 2 days to 60 days, and preferably at 25 ° C to 30 ° C for 2 days to 7 days. In the case of an extraction solvent containing butanediol, it is preferably carried out usually at 20 ° C. to 30 ° C. for 2 days to 60 days and at 25 ° C. to 30 ° C. for 7 days to 60 days.
After extraction, the extract is recovered according to a conventional method, for example, by filtration or centrifugation.
本発明においては、オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の抽出物は、上記溶媒による抽出液をそのまま用いてもよく、該抽出液を希釈もしくは濃縮し、または乾燥して用いてもよく、粗精製または精製して用いてもよい。前記抽出物の粗精製および精製は常法に従って行えばよく、たとえば「ダイヤイオンＨＰ」（三菱化学株式会社製）等のイオン交換樹脂、「Ｓｅｐ−Ｐａｋ Ｃ−１８」（ウォーターズ社製）等の吸着剤による吸着および溶出、クロマトグラフィー等を適宜組み合わせて実施することができる。 In the present invention, the extract of the fruit of Ceratos sargentii (Rehder) H.Ohba may be used as it is with the extract of the above solvent, and the extract is diluted or concentrated or used after drying. It may be used after crude purification or purification. Rough purification and purification of the extract may be performed according to a conventional method. For example, ion exchange resins such as “Diaion HP” (manufactured by Mitsubishi Chemical Corporation), “Sep-Pak C-18” (manufactured by Waters), etc. Adsorption and elution with an adsorbent, chromatography, and the like can be combined as appropriate.
上記したオオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の抽出物は、後述するように、強い抗酸化活性を有し、ヒト表皮角化細胞において、過酸化水素や紫外線（ＵＶＢ）に曝露された際の細胞傷害を緩和する作用を有するため、これを有効成分として含有する皮膚の酸化的ストレス抑制剤は、酸化的ストレスにより生じる皮膚の炎症、老化等の症状の発現または進行を良好に抑制し、かかる症状を改善または防止することができる。また、前記抽出物は植物由来であり、抗酸化活性が強いことから、低濃度で十分な皮膚の酸化的ストレス抑制効果を奏し、皮膚に対する刺激性等、安全性および使用性における問題も生じにくい。 As described later, the extract of the fruit of the above cherry tree ( Cerasus sargentii (Rehder) H.Ohba) has a strong antioxidant activity, and in human keratinocytes, it is resistant to hydrogen peroxide and ultraviolet rays (UVB). Skin oxidative stress suppressant containing this as an active ingredient has the effect of alleviating cell damage when exposed to exposure, and has good expression or progression of symptoms such as skin inflammation and aging caused by oxidative stress It is possible to improve or prevent such symptoms. In addition, since the extract is derived from a plant and has a strong antioxidant activity, it has a sufficient effect of suppressing oxidative stress of the skin at a low concentration and is less likely to cause problems in safety and usability such as irritation to the skin. .
なお、本発明の皮膚の酸化的ストレス抑制剤において、十分な効果を得るためには、オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の抽出物は、エタノールを含む抽出溶媒による抽出物の場合、乾燥重量として、０．００５重量％〜０．１重量％含有させることが好ましく、０．０５重量％〜０．１重量％含有させることがより好ましい。また、ブタンジオールを含む抽出溶媒による抽出物の場合、ポリフェノール（没食子酸）に換算した量として、０．００１（ｗ／ｖ）％〜０．００５（ｗ／ｖ）％含有させることが好ましく、０．００２（ｗ／ｖ）％〜０．００５（ｗ／ｖ）％含有させることがより好ましい。 In order to obtain a sufficient effect in the skin oxidative stress suppressant of the present invention, the extract of the fruit of Ceratos sargentii (Rehder) H. Ohba is extracted with an extraction solvent containing ethanol. In this case, the dry weight is preferably 0.005 wt% to 0.1 wt%, and more preferably 0.05 wt% to 0.1 wt%. Moreover, in the case of an extract with an extraction solvent containing butanediol, it is preferable to contain 0.001 (w / v)% to 0.005 (w / v)% as an amount converted to polyphenol (gallic acid), It is more preferable to contain 0.002 (w / v)%-0.005 (w / v)%.
なお、本発明の皮膚の酸化的ストレス抑制剤には、本発明の特徴を損なわない範囲で、グルコシルルチン、コメヌカ油、シソ抽出物、タンニン酸、ｄ−δ−トコフェロール、ｄｌ−α−トコフェロール、ルイボス抽出物等の他の抗酸化剤；コエンザイムＱ１０、デオキシリボ核酸ナトリウム、アシタバ抽出物、クロレラ抽出物、酵母抽出物、オタネニンジン抽出物、ヒバマタ抽出物、ロイヤルゼリー抽出物等の細胞賦活剤；アスコルビルリン酸ナトリウム、アスコルビルリン酸マグネシウム、アルブチン、コウジ酸、ソウハクヒ抽出物、プラセンタ抽出物等の美白剤；加水分解シルク、カッコン抽出物、シャクヤク抽出物、卵殻膜タンパク質、レチノール等の抗シワ・抗老化剤；アズレン、アラントイン、カミツレ抽出物、カンゾウ抽出物、キダチアロエ抽出物、グリチルリチン酸等の抗炎症・肌荒れ防止剤；シコン抽出物、ビサボロール、ヒノキチオール等の抗菌剤；塩化セチルピリジニウム、グルコン酸亜鉛、オウバク抽出物等の抗ざ瘡剤；ＤＬ−アラニン、ピロリドンカルボン酸ナトリウム、コンドロイチン、スフィンゴ脂質、セラミド、ヒアルロン酸等の保湿剤；塩化カプロニウム、センブリ抽出物、ハトムギ抽出物等の血行促進剤なども含有させることができる。 The skin oxidative stress inhibitor of the present invention includes glucosyl rutin, rice bran oil, perilla extract, tannic acid, d-δ-tocopherol, dl-α-tocopherol, as long as the characteristics of the present invention are not impaired. Other antioxidants such as rooibos extract; cell activators such as coenzyme Q 10 , sodium deoxyribonucleic acid, acitaba extract, chlorella extract, yeast extract, ginseng extract, hibamata extract, royal jelly extract; Whitening agents such as sodium phosphate, magnesium ascorbyl phosphate, arbutin, kojic acid, Sakuhahi extract, placenta extract, etc .; anti-wrinkle / anti-aging of hydrolyzed silk, cuckoo extract, peony extract, eggshell membrane protein, retinol, etc. Agents: Azulene, Allantoin, Chamomile extract, Licorice extract, Anti-inflammatory and rough skin prevention agents such as extract of dachialoe and glycyrrhizic acid; antibacterial agents such as sicon extract, bisabolol and hinokitiol; anti-acne agents such as cetylpyridinium chloride, zinc gluconate and agaric extract; DL-alanine and pyrrolidone Moisturizers such as sodium carboxylate, chondroitin, sphingolipid, ceramide, hyaluronic acid; blood circulation promoters such as capronium chloride, assembly extract, and pearl extract can also be included.
さらに、本発明に係る皮膚の酸化的ストレス抑制剤には、上記オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の抽出物の抗酸化活性、および製剤安定性等に影響を与えない範囲で、動植物性油脂、ロウ、脂肪酸、脂肪族アルコール、エステル油、炭化水素油、シリコーン油といった油性成分；非イオン性界面活性剤、陰イオン性界面活性剤、両性界面活性剤、陽イオン性界面活性剤といった界面活性剤；エタノール等の低級アルコール；グリセリン、１，３−ブタンジオール等の多価アルコール；カルボキシビニルポリマー、ヒドロキシセルロース等の増粘剤；乳酸およびその塩、クエン酸およびその塩等のｐＨ調整剤；水酸化カリウム、水酸化ナトリウム、Ｌ−アルギニン等の塩基；紫外線吸収剤；防菌防黴剤；香料；色素；タルク、酸化亜鉛等の顔料など、製剤化に際し一般的に配合される成分を含有させることができる。 Further, the skin oxidative stress suppressant according to the present invention has a range that does not affect the antioxidant activity of the fruit extract of Ceratos sargentii (Rehder) H. Ohba and the stability of the preparation. And oil components such as animal and vegetable oils, waxes, fatty acids, fatty alcohols, ester oils, hydrocarbon oils, silicone oils; nonionic surfactants, anionic surfactants, amphoteric surfactants, cationic interfaces Surfactants such as activators; lower alcohols such as ethanol; polyhydric alcohols such as glycerin and 1,3-butanediol; thickeners such as carboxyvinyl polymer and hydroxycellulose; lactic acid and salts thereof, citric acid and salts thereof, and the like PH adjusters; bases such as potassium hydroxide, sodium hydroxide, L-arginine; UV absorbers; antibacterial and antifungal agents; fragrances; Components such as pigments such as zinc oxide that are generally blended during formulation can be included.
本発明の皮膚の酸化的ストレス抑制剤は、水等の液状担体や粉状担体、ゲル、エマルション、油脂性軟膏、乳剤性軟膏等の各種基剤を用いて、皮膚外用医薬品として提供することができ、ローション剤、粉末剤、ゲル剤、乳剤、クリーム剤、軟膏剤、硬膏剤、リニメント剤等、種々の形態で提供することができる。 The skin oxidative stress inhibitor of the present invention can be provided as a skin external medicine using various bases such as a liquid carrier such as water, a powder carrier, a gel, an emulsion, an oily ointment, and an emulsion ointment. And can be provided in various forms such as lotions, powders, gels, emulsions, creams, ointments, plasters, liniments and the like.
本発明の皮膚の酸化的ストレス抑制剤は、皮膚外用医薬部外品および皮膚用化粧品としても提供することができる。かかる医薬部外品または化粧品は、化粧水、美容液、乳液、クリーム、パック等の形態で提供され得る。 The skin oxidative stress suppressant of the present invention can also be provided as a skin quasi-drug and a skin cosmetic. Such quasi-drugs or cosmetics can be provided in the form of lotion, cosmetic liquid, milky lotion, cream, pack and the like.
以下、実施例により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の実施例に限定されるものではない。 EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples. However, the scope of the present invention is not limited to these examples.
［試験例１］オオヤマザクラ果実抽出物の抗酸化活性の評価
オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実１００ｇを水洗し、蒸留水、５０（ｖ／ｖ）％エタノール、１００（ｖ／ｖ）％エタノール、５０（ｖ／ｖ）％１，３−ブタンジオール各３００ｍＬに浸漬し、ときどき撹拌しながら、２５℃にて静置して抽出した。蒸留水、５０（ｖ／ｖ）％エタノール、１００（ｖ／ｖ）％エタノールのそれぞれにより抽出する場合は７日間、５０（ｖ／ｖ）％１，３−ブタンジオールにより抽出する場合は、２か月間静置した後、ろ過してろ液を回収した。
上記の各抽出物の抗酸化活性を、抗酸化能測定キット「ラジカルキャッチ」（日立アロカメディカル株式会社製）を用いて測定した。その際、陽性対照として、ブチルヒドロキシアニソール（ＢＨＡ）およびＴｒｏｌｏｘを用いた。フェントン反応により生じる活性酸素に対する５０％阻害濃度（ＩＣ５０）を求めて、表１に示した。なお、オオヤマザクラ果実の抽出物のＩＣ５０値については、ポリフェノール（没食子酸）量に換算した値により示した。
[Test Example 1] Evaluation of antioxidant activity of extract of fruit of cherry salmon cherry 100 g of fruit of cherry salmon ( Cerasus sargentii (Rehder) H. Ohba) was washed with water, distilled water, 50 (v / v)% ethanol, 100 (v / V)% ethanol, 50 (v / v)% 1,3-butanediol were immersed in 300 mL each, and extracted by leaving at 25 ° C. with occasional stirring. 7 days for extraction with distilled water, 50 (v / v)% ethanol, 100 (v / v)% ethanol, 2 for extraction with 50 (v / v)% 1,3-butanediol After standing for months, the filtrate was collected by filtration.
Antioxidant activity of each of the above extracts was measured using an antioxidant capacity measurement kit “Radical Catch” (manufactured by Hitachi Aloka Medical Co., Ltd.). At that time, butylhydroxyanisole (BHA) and Trolox were used as positive controls. The 50% inhibitory concentration (IC 50 ) against active oxygen generated by the Fenton reaction was determined and shown in Table 1. Note that the IC 50 value of extract of Prunus Sargentii fruits showed a value converted polyphenols (gallic acid) amount.
表１に示されるように、オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の５０（ｖ／ｖ）％および１００（ｖ／ｖ）％エタノール抽出物、５０（ｖ／ｖ）％１，３−ブタンジオール抽出物について、抗酸化活性が認められた。５０（ｖ／ｖ）％１，３−ブタンジオール抽出物については、ＩＣ５０値が１７．８２μｇ／ｍＬと、ＢＨＡおよびＴｒｏｌｏｘと同程度の非常に強い抗酸化活性が認められた。 As shown in Table 1, 50 (v / v)% and 100 (v / v)% ethanol extracts, 50 (v / v)% 1 of the fruit of Cerasus sargentii (Rehder) H.Ohba Antioxidant activity was observed for the 1,3-butanediol extract. For the 50 (v / v)% 1,3-butanediol extract, an IC 50 value of 17.82 μg / mL, a very strong antioxidant activity similar to BHA and Trolox was observed.
［試験例２］オオヤマザクラ果実抽出物の過酸化水素による細胞傷害緩和作用の評価
オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の５０（ｖ／ｖ）％エタノール抽出物を試料として、ヒト表皮角化細胞（HaCaT Keratinocyte）を用い、過酸化水素による細胞傷害に対する緩和作用を評価した。評価方法を以下に示した。
（１）細胞密度３×１０６ｃｅｌｌｓ／ｗｅｌｌのHaCaT細胞分散液を調製し、十分に分散しながら１００μＬを９６ｗｅｌｌマイクロプレートの各ｗｅｌｌに添加し、細胞播種した（すなわち３×１０５ｃｅｌｌｓ／ｗｅｌｌ播種したこととなる）。
なお、培地は、５％牛胎児血清（FBS）含有ダルベッコ変法イーグル培地（Dulbecco’s modified Eagle’s Medium）（DMEM）（ニッスイ）〈１〉（日水製薬株式会社製、code:5915）と、CERTIFIED FOETAL BOVINE SERUM（BIOLOGICAL INDUSTRIES社製、cat.04-001-1E）を用いて調製した。
（２）ＣＯ２インキュベーター（５％ＣＯ２濃度）にて、３７℃で２４時間培養後、各濃度の試料を含有する培地１００μＬに交換した。なお、試料（オオヤマザクラ果実の５０（ｖ／ｖ）％エタノール抽出物）の添加濃度は、抽出物の乾燥重量により示した。
（３）さらに２４時間培養後、各ｗｅｌｌの細胞を１００μＬのHanks緩衝液（HBSS+）で２回洗浄した。
（４）１５０μＭ過酸化水素溶液１００μＬを各ｗｅｌｌの細胞に添加し、２時間培養した。
なお、対照として、過酸化水素溶液を含有しないHBSS+処理細胞群を同培養条件にて調製した（過酸化水素処理群および対照（過酸化水素未処理群）ともにｎ＝５で実施）。
（５）各ｗｅｌｌの細胞をHBSS+で２回洗浄した後、試料を含まない培地で２４時間培養した。
（６）各ｗｅｌｌの細胞をHBSS+で２回洗浄した後、３３ｍｇ／Ｌのニュートラルレッド（３−アミノ−７−ジメチルアミノ−２−メチルフェノジンハイドロクロライド；シグマ−アルドリッチ社製）溶液（ＮＲ液）１００μＬを添加し、２時間培養した。
（７）各ｗｅｌｌの細胞をHBSS+で２回洗浄した後、３０（ｖ／ｖ）％メタノール含有１Ｍ塩酸溶液１００μＬを添加して細胞を溶解し、細胞内に取り込まれたニュートラルレッドを抽出した。
（８）マイクロプレートリーダーで細胞溶解液の吸光度を５５０ｎｍおよび６５０ｎｍにて測定し、その差（Ａｂｓ５５０ｎｍ−Ａｂｓ６５０ｎｍ）をニュートラルレッド取込みの吸光度として求めた。
（９）対照（過酸化水素未処理群）の吸光度を１００とした場合の百分率により、過酸化水素処理群の細胞生存率を算出した。
[Test Example 2] Evaluation of Cytotoxicity Mitigation Effect of Hydrogen Salmon Fruit Extract by Hydrogen Peroxide Using 50 (v / v)% ethanol extract of fruit of Ceramus sargentii (Rehder) H. Ohba as a sample, Human epidermal keratinocytes (HaCaT Keratinocytes) were used to evaluate the mitigating action against hydrogen peroxide-induced cell damage. The evaluation method is shown below.
(1) A HaCaT cell dispersion with a cell density of 3 × 10 6 cells / well was prepared, and 100 μL was added to each well of a 96-well microplate while being sufficiently dispersed, and cells were seeded (ie, 3 × 10 5 cells / well). Sowed).
The medium is Dulbecco's modified Eagle's Medium (DMEM) <1> (Nissui Pharmaceutical Co., Ltd., code: 5915) containing 5% fetal bovine serum (FBS), CERTIFIED FOETAL It was prepared using BOVINE SERUM (manufactured by BIOLOGICAL INDUSTRIES, cat.04-001-1E).
(2) After culturing at 37 ° C. for 24 hours in a CO 2 incubator (5% CO 2 concentration), the medium was replaced with 100 μL of a medium containing each concentration sample. In addition, the addition density | concentration of the sample (50 (v / v)% ethanol extract of a cherry tree fruit) was shown by the dry weight of the extract.
(3) After further culturing for 24 hours, the cells of each well were washed twice with 100 μL of Hanks buffer (HBSS +).
(4) 100 μL of 150 μM hydrogen peroxide solution was added to the cells of each well and cultured for 2 hours.
As a control, an HBSS + -treated cell group containing no hydrogen peroxide solution was prepared under the same culture conditions (performed with n = 5 for both the hydrogen peroxide-treated group and the control (hydrogen peroxide-untreated group)).
(5) The cells of each well were washed twice with HBSS + and then cultured in a medium not containing a sample for 24 hours.
(6) After washing the cells of each well twice with HBSS +, a 33 mg / L neutral red (3-amino-7-dimethylamino-2-methylphenazine hydrochloride; Sigma-Aldrich) solution (NR solution) ) 100 μL was added and incubated for 2 hours.
(7) After washing the cells of each well twice with HBSS +, 100 μL of 1M hydrochloric acid solution containing 30 (v / v)% methanol was added to lyse the cells, and neutral red incorporated into the cells was extracted.
(8) The absorbance of the cell lysate was measured at 550 nm and 650 nm with a microplate reader, and the difference (Abs 550 nm- Abs 650 nm ) was determined as the absorbance of the neutral red uptake.
(9) The cell viability of the hydrogen peroxide treated group was calculated from the percentage when the absorbance of the control (hydrogen peroxide untreated group) was 100.
結果を図１に示した。図１より、１５０μＭ過酸化水素に曝露した場合、オオヤマザクラ果実抽出物無添加細胞群の細胞生存率は約７０％にまで低下するものの、オオヤマザクラ果実の５０（ｖ／ｖ）％エタノール抽出物を添加した群では、有意に細胞生存率が上昇することが認められた。また、細胞生存率の上昇には濃度依存的な傾向も認められ、１ｍｇ／ｍＬ濃度のオオヤマザクラ果実抽出物添加群では、細胞生存率が９０％以上にまで回復した。
上記結果より、オオヤマザクラエキス果実の５０（ｖ／ｖ）％エタノール抽出物によって、過酸化水素曝露による細胞傷害が緩和されたと考えられ、培養細胞においても過酸化水素消去作用が働いていることが認められた。
The results are shown in FIG. As shown in FIG. 1, when exposed to 150 μM hydrogen peroxide, the cell viability of the cell group without adding the cherry tree fruit extract is reduced to about 70%, but the 50 (v / v)% ethanol extract of the cherry tree cherry tree fruit. It was confirmed that the cell viability increased significantly in the group to which was added. In addition, a concentration-dependent tendency was observed in the increase in cell viability, and the cell viability recovered to 90% or more in the 1 mg / mL concentration of yamazakura fruit extract added group.
From the above results, it is considered that cell damage caused by hydrogen peroxide exposure was alleviated by 50 (v / v)% ethanol extract of Aya cherry extract fruit, and that hydrogen peroxide scavenging action also works in cultured cells. Admitted.
［試験例３］オオヤマザクラ果実抽出物の紫外線（ＵＶＢ）による細胞傷害緩和作用の評価
オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の５０（ｖ／ｖ）％エタノール抽出物を試料として、ヒト表皮角化細胞（HaCaT Keratinocyte）を用い、紫外線（ＵＶＢ）による細胞傷害に対する緩和作用を評価した。評価方法を以下に示した。
（１）細胞密度３×１０６ｃｅｌｌｓ／ｗｅｌｌのHaCaT細胞分散液を調製し、十分に分散しながら１００μＬを９６ｗｅｌｌマイクロプレートの各ｗｅｌｌに添加し、細胞播種した（すなわち３×１０５ｃｅｌｌｓ／ｗｅｌｌ播種したこととなる）。
なお、培地は、上記試験例２で用いた培地と同じものを用いた。
（２）ＣＯ２インキュベーター（５％ＣＯ２濃度）にて、３７℃で２４時間培養後、試料無添加培地１００μＬに交換した。
（３）さらに２４時間培養後、各ｗｅｌｌの細胞を１００μＬのHBSS+で２回洗浄した。
（４）HBSS+ １００μＬを各ｗｅｌｌの細胞に添加し、ＵＶＢランプ（ＰＨＩＬＩＰＳ ＢＲＯＡＤＢＡＮＤ ＴＬ２０Ｗ１２ ＲＳ ＵＬＴＲＡＶＩＯＲＥＴ−Ｂ）でＵＶＢ照射（８００ｍＪ／ｃｍ２（照射強度＝０．８５ｍＷ／ｃｍ２）で１６分）した。その際、対照として、ＵＶＢ未照射細胞群を同培養条件にて調製した（ＵＶＢ照射群および対照（ＵＶＢ未照射群）ともにｎ＝６で実施）。
（５）各ｗｅｌｌの細胞をHBSS+で２回洗浄した後、試料無添加培地または各濃度の試料を添加した培地で２４時間培養した。なお、試料（オオヤマザクラ果実の５０（ｖ／ｖ）％エタノール抽出物）の添加濃度は、抽出物の乾燥重量により示した。
（６）各ｗｅｌｌの細胞をHBSS+で２回洗浄した後、ＮＲ液１００μＬを添加し、２時間培養した。
（７）各ｗｅｌｌの細胞をHBSS+で２回洗浄した後、３０（ｖ／ｖ）％メタノール含有１Ｍ塩酸溶液１００μＬを添加して細胞を溶解し、細胞内に取り込まれたニュートラルレッドを抽出した。
（８）マイクロプレートリーダーで細胞溶解液の吸光度を５５０ｎｍおよび６５０ｎｍにて測定し、その差（Ａｂｓ５５０ｎｍ−Ａｂｓ６５０ｎｍ）をニュートラルレッド取込みの吸光度として求めた。
（９）対照（ＵＶＢ未照射群）の吸光度を１００とした場合の百分率により、ＵＶＢ照射群の細胞生存率を算出した。
[Test Example 3] Evaluation of cytopathic alleviation effect of ultraviolet extract (UVB) of yamayama cherry fruit extract Using 50 (v / v)% ethanol extract of the fruit of yamayama cherry ( Cerasus sargentii (Rehder) H. Ohba) as a sample Using human epidermal keratinocytes (HaCaT Keratinocyte), the mitigating action against cell damage by ultraviolet rays (UVB) was evaluated. The evaluation method is shown below.
(1) A HaCaT cell dispersion with a cell density of 3 × 10 6 cells / well was prepared, and 100 μL was added to each well of a 96-well microplate while being sufficiently dispersed, and cells were seeded (ie, 3 × 10 5 cells / well). Sowed).
In addition, the same medium as the medium used in Test Example 2 was used.
(2) After culturing at 37 ° C. for 24 hours in a CO 2 incubator (5% CO 2 concentration), the medium was replaced with 100 μL of sample-free medium.
(3) After further culturing for 24 hours, the cells of each well were washed twice with 100 μL of HBSS +.
(4) 100 μL of HBSS + was added to the cells of each well, and UVB irradiation (800 mJ / cm 2 (irradiation intensity = 0.85 mW / cm 2 ) for 16 minutes) was performed with a UVB lamp (PHILIPS BROADBAND TL20W12 RS ULTRAVIORET-B). At that time, as a control, a UVB-unirradiated cell group was prepared under the same culture conditions (performed with n = 6 in both the UVB-irradiated group and the control (UVB-unirradiated group)).
(5) The cells of each well were washed twice with HBSS +, and then cultured for 24 hours in a sample-free medium or a medium to which a sample of each concentration was added. In addition, the addition density | concentration of the sample (50 (v / v)% ethanol extract of a cherry tree fruit) was shown by the dry weight of the extract.
(6) The cells of each well were washed twice with HBSS +, and then 100 μL of NR solution was added and cultured for 2 hours.
(7) After washing the cells of each well twice with HBSS +, 100 μL of 1M hydrochloric acid solution containing 30 (v / v)% methanol was added to lyse the cells, and neutral red incorporated into the cells was extracted.
(8) The absorbance of the cell lysate was measured at 550 nm and 650 nm with a microplate reader, and the difference (Abs 550 nm- Abs 650 nm ) was determined as the absorbance of the neutral red uptake.
(9) The cell viability of the UVB irradiated group was calculated from the percentage when the absorbance of the control (UVB non-irradiated group) was 100.
結果を図２に示した。ＵＶＢ照射処理によって細胞生存率が約２０％まで低下したが、ＵＶＢ照射処理後にオオヤマザクラ果実の５０（ｖ／ｖ）％エタノール抽出物を添加することにより、細胞生存率は有意に回復し、１ｍｇ／ｍＬを添加した群では、細胞生存率は４０％近くまで回復した。
上記結果より、オオヤマザクラ果実の５０（ｖ／ｖ）％エタノール抽出物は、ＵＶＢにより生じた細胞傷害を緩和する作用を有することが示唆された。
The results are shown in FIG. Although the cell viability was reduced to about 20% by the UVB irradiation treatment, the cell viability was significantly recovered by adding 50 (v / v)% ethanol extract of yamayama cherry fruit after the UVB irradiation treatment. In the group to which / mL was added, the cell viability recovered to nearly 40%.
From the above results, it was suggested that a 50 (v / v)% ethanol extract of the cherry tree fruit had an action to alleviate cell damage caused by UVB.
［実施例１］ローション剤
（１）オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の５０（ｖ／ｖ）％１，３−ブタンジオール抽出物 ０．０５（重量％）
（２）グリセリン ５
（３）ポリエチレングリコール１５００ ２
（４）ポリオキシエチレンオレイルエーテル（１５Ｅ．Ｏ．） ２
（５）エタノール １５
（６）水酸化カリウム ０．０３
（７）パラオキシ安息香酸メチル ０．１
（８）精製水 ７５．８２
製法：（１）〜（３）および（６）を（８）に添加して溶解する。（５）に（４）および（７）を溶解して、前記溶液に加えて均一とし、ろ過する。
[Example 1] Lotion agent (1) 50 (v / v)% 1,3-butanediol extract of Cerasus sargentii (Rehder) H. Ohba fruit 0.05 (% by weight)
(2) Glycerin 5
(3) Polyethylene glycol 1500 2
(4) Polyoxyethylene oleyl ether (15E.O.) 2
(5) Ethanol 15
(6) Potassium hydroxide 0.03
(7) Methyl paraoxybenzoate 0.1
(8) Purified water 75.82
Production method: (1) to (3) and (6) are added to (8) and dissolved. Dissolve (4) and (7) in (5), add to the solution and homogenize and filter.
［実施例２］水中油型乳剤性軟膏
（１）白色ワセリン ２５．０（重量％）
（２）ステアリルアルコール ２５．０
（３）グリセリン １２．０
（４）ラウリル硫酸ナトリウム １．０
（５）パラオキシ安息香酸メチル ０．１
（６）精製水 ３６．８
（７）オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の５０（ｖ／ｖ）％エタノール抽出物 ０．１
製法：（１）〜（４）の油相成分を混合、溶解して均一とし、７５℃に加熱する。一方、（５）を（６）に溶解して７５℃に加熱し、これに前記油相成分を添加して乳化し、冷却後４０℃にて（７）を添加、混合する。
[Example 2] Oil-in-water emulsion ointment (1) White petrolatum 25.0 (% by weight)
(2) Stearyl alcohol 25.0
(3) Glycerin 12.0
(4) Sodium lauryl sulfate 1.0
(5) Methyl paraoxybenzoate 0.1
(6) Purified water 36.8
(7) 50 (v / v)% ethanol extract of the fruit of Ceratos sargentii (Rehder) H. Ohba 0.1
Production method: The oil phase components (1) to (4) are mixed, dissolved and made uniform, and heated to 75 ° C. On the other hand, (5) is dissolved in (6) and heated to 75 ° C., the oil phase component is added thereto to emulsify, and after cooling, (7) is added and mixed at 40 ° C.
［実施例３］水中油型クリーム
（１）精製水 全量を１００重量％とする量
（２）１，３−ブタンジオール ５（重量％）
（３）グリセリン １０
（４）キサンタンガム ０．１５
（５）クエン酸ナトリウム ０．１
（６）エデト酸二ナトリウム ０．０１
（７）パラオキシ安息香酸メチル ０．１２
（８）精製水 ５
（９）オオヤマザクラ（Cerasus sargentii (Rehder) H.Ohba）の果実の５０（ｖ／ｖ）％１，３−ブタンジオール抽出物 ０．０５
（１０）炭酸ジオクチル ３
（１１）バチルアルコール １．８
（１２）ベヘニルアルコール １．２
（１３）マイクロクリスタリンワックス １
（１４）ミツロウ ２．５
（１５）キャンデリラロウ ０．８
（１６）水素添加パーム油 ２．５
（１７）ヘキサメチルシクロトリシロキサン ２５
（１８）スクワラン ３
（１９）精製ホホバ油 ２
（２０）マカデミアナッツ油 １
（２１）ポリヒドロキシステアリン酸 ０．２
（２２）トリポリヒドロキシステアリン酸ジペンタエリスリチル ０．３
（２３）香料 ０．０２
製法：（１）に（２）〜（７）を添加、溶解して７０℃〜７５℃に加熱する（水相成分）。（１０）〜（２２）を混合し、７０℃〜７５℃に加熱して均一とする（油相成分）。前記水相成分を撹拌しながら、前記油相成分を徐々に添加して乳化する。４０℃まで冷却した後、（８）に溶解した（９）、および（２３）を順次添加して混合し、均一とする。
[Example 3] Oil-in-water cream (1) Purified water Amount of 100% by weight (2) 1,3-butanediol 5 (% by weight)
(3) Glycerin 10
(4) Xanthan gum 0.15
(5) Sodium citrate 0.1
(6) Edetate disodium 0.01
(7) Methyl paraoxybenzoate 0.12
(8) Purified water 5
(9) 50 (v / v)% 1,3-butanediol extract of the fruit of Cerasus sargentii (Rehder) H. Ohba 0.05
(10) Dioctyl carbonate 3
(11) Batyl alcohol 1.8
(12) Behenyl alcohol 1.2
(13)
(14) Beeswax 2.5
(15) Candelilla wax 0.8
(16) Hydrogenated palm oil 2.5
(17) Hexamethylcyclotrisiloxane 25
(18) Squalane 3
(19) Refined jojoba oil 2
(20)
(21) Polyhydroxystearic acid 0.2
(22) Dipentaerythrityl tripolyhydroxystearate 0.3
(23) Perfume 0.02
Production method: (2) to (7) are added to, dissolved in (1) and heated to 70 ° C to 75 ° C (water phase component). (10) to (22) are mixed and heated to 70 ° C to 75 ° C to make uniform (oil phase component). While stirring the aqueous phase component, the oil phase component is gradually added to emulsify. After cooling to 40 ° C., (9) and (23) dissolved in (8) are sequentially added and mixed to make uniform.
以上詳述したように、本発明により、皮膚の酸化的ストレスに対し優れた抑制効果を有し、酸化的ストレスにより生じる皮膚の炎症、老化等を良好に改善または防止することができ、かつ、皮膚に対する刺激性等、安全性および使用性においても問題のない、皮膚の酸化的ストレス抑制剤を提供することができる。 As described above in detail, the present invention has an excellent inhibitory effect on oxidative stress in the skin, can favorably improve or prevent skin inflammation, aging, etc. caused by oxidative stress, and It is possible to provide a skin oxidative stress suppressant that does not cause problems in safety and usability such as irritation to skin.
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| JP2012006905A (en) * | 2010-05-28 | 2012-01-12 | Oriza Yuka Kk | Composition for skin care |
| US20120276025A1 (en) * | 2011-04-06 | 2012-11-01 | Tiffany Florence | Topical Skin Care Formulations Comprising Plant Extracts |
| JP2012229170A (en) * | 2011-04-25 | 2012-11-22 | Oriza Yuka Kk | Nitrogen monoxide production inhibitor |
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