JP2021050180A - Glutathione production promoter and anti-aging agent or skin external preparation containing the same - Google Patents

Glutathione production promoter and anti-aging agent or skin external preparation containing the same Download PDF

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JP2021050180A
JP2021050180A JP2019175741A JP2019175741A JP2021050180A JP 2021050180 A JP2021050180 A JP 2021050180A JP 2019175741 A JP2019175741 A JP 2019175741A JP 2019175741 A JP2019175741 A JP 2019175741A JP 2021050180 A JP2021050180 A JP 2021050180A
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extract
glutathione production
production promoter
glutathione
added
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晶 山城
Akira Yamashiro
晶 山城
信明 大戸
Nobuaki Oto
信明 大戸
洋 奥田
Hiroshi Okuda
洋 奥田
宏之 栢木
Hiroyuki Kashiwagi
宏之 栢木
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Fancl Corp
Maruzen Pharmaceutical Co Ltd
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Fancl Corp
Maruzen Pharmaceutical Co Ltd
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Abstract

To provide a new glutathione production promoter.SOLUTION: A glutathione production promoter contains at least one selected from putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, acetylspermine as an active ingredient.SELECTED DRAWING: None

Description

本発明は、プトレシン、スペルミジン、スペルミン、アセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンより選択される1以上を有効成分として含有するグルタチオン産生促進剤に関する。 The present invention relates to a glutathione production promoter containing one or more selected from putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, and acetylspermine as an active ingredient.

グルタチオンは、グルタミン酸、システイン、グリシンからなるトリペプチドであり、細胞内に存在する。グルタチオンの主な生理作用としては、紫外線照射や酸素呼吸の副産物として細胞内に発生するフリーラジカルや活性酸素等の活性酸素種から細胞を保護する抗酸化作用と、有害物質を抱合して排泄する解毒作用の2つが挙げられる。加齢や、過度の酸化ストレス、有害物質への曝露などにより、皮膚細胞内のグルタチオン量は低下し、肌老化の原因となる。 Glutathione is a tripeptide consisting of glutamic acid, cysteine, and glycine, and is present in cells. The main physiological actions of glutathione are the antioxidant action that protects cells from active oxygen species such as free radicals and active oxygen generated inside cells as a by-product of ultraviolet irradiation and oxygen respiration, and the conjugation and excretion of harmful substances. There are two detoxification effects. Due to aging, excessive oxidative stress, exposure to harmful substances, etc., the amount of glutathione in skin cells decreases, which causes skin aging.

特許文献1(特表2015−522647号公報)には、スペルミジン、N−メチルスペルミジンに抗酸化活性があることが記載されているが、これらのグルタチオン産生促進作用については記載されていない。 Patent Document 1 (Japanese Patent Laid-Open No. 2015-522647) describes that spermidine and N-methylspermidine have antioxidant activity, but does not describe their glutathione production promoting action.

また、スペルミジンやスペルミンなどのポリアミン類と、アセチルスペルミジン、アセチルスペルミンなどのポリアミンがアセチル化されたものは、血中・尿中では様々な癌のマーカーとして知られているが(非特許文献1:Soda K(2011))、これらのグルタチオン産生促進作用については記載されていない。 Further, polyamines such as spermidine and spermine and those obtained by acetylating polyamines such as acetylspermidine and acetylspermine are known as markers of various cancers in blood and urine (Non-Patent Document 1: Non-Patent Document 1: Soda K (2011)), these glutathione production-promoting effects are not described.

特表2015−522647号公報Special Table 2015-522647

Soda K,“The mechanisms by which polyamines accelerate tumor spread”,2011,Journal of Experimental & Clinical Cancer Research,2011,30,95Soda K, "The mechanism by which polyamines accelerator tumor speed", 2011, Journal of Experimental & Clinical Cancer Research, 2011, 30, 95

本発明は、新規なグルタチオン産生促進剤を提供することを課題とする。 An object of the present invention is to provide a novel glutathione production promoter.

本発明の主な構成は、次のとおりである。
1.プトレシン、スペルミジン、スペルミン、アセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンから選択される1以上を有効成分として含有するグルタチオン産生促進剤。
2.1.に記載のグルタチオン産生促進剤を含有する抗老化剤。
3.1.に記載のグルタチオン産生促進剤を含有する皮膚外用剤。
The main configuration of the present invention is as follows.
1. 1. A glutathione production promoter containing one or more selected from putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, and acetylspermine as an active ingredient.
2.1. An anti-aging agent containing the glutathione production promoter according to.
3.1. An external preparation for skin containing the glutathione production promoter according to.

本発明で用いるプトレシン、スペルミジン、スペルミン、アセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンはグルタチオン産生促進作用があり、抗老化効果を奏する。プトレシン、スペルミジン、スペルミン、アセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンから選択される1以上を有効成分として含有するグルタチオン産生促進剤およびこれを利用した抗老化剤又は皮膚外用剤を提供できる。 Putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, and acetylspermine used in the present invention have a glutathione production promoting effect and have an anti-aging effect. It is possible to provide a glutathione production promoter containing one or more selected from putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, and acetylspermine as an active ingredient, and an anti-aging agent or an external preparation for skin using the same.

プトレシン、スペルミジン、スペルミンの構造式を、それぞれ下記(1)〜(3)に示す。 The structural formulas of putrescine, spermidine, and spermine are shown in (1) to (3) below, respectively.

Figure 2021050180
Figure 2021050180
Figure 2021050180
Figure 2021050180
Figure 2021050180
Figure 2021050180

本発明は、上記したポリアミン化合物であるプトレシン、スペルミジン、スペルミン、及びこれらのアセチル誘導体であるアセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンから選択される1種以上を有効成分として含有するグルタチオン産生促進剤およびこれを利用した抗老化剤、皮膚外用剤に関する。 The present invention is a glutathione production promoter containing at least one selected from the above-mentioned polyamine compounds putrescine, spermidine, spermine, and acetyl derivatives thereof acetylspermidine, diacetylspermidine, and acetylspermine as active ingredients. Regarding anti-aging agents and external preparations for skin.

本発明のグルタチオン産生促進剤におけるプトレシン、スペルミジン、スペルミン、アセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンそれぞれの濃度は、グルタチオンの産生を促進できる範囲内であれば特に制限されないが、いずれも0.01μg/mL以上200μg/mL以下であることが好ましい。 The concentrations of putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, and acetylspermine in the glutathione production promoter of the present invention are not particularly limited as long as they can promote glutathione production, but all of them are 0.01 μg / mL. It is preferably 200 μg / mL or more.

本発明のグルタチオン産生促進剤は、抗老化効果を発現させるための使用にあたって、各種抗老化剤用の基剤や添加剤等と混合して、本発明の抗老化剤とすることができる。 The glutathione production promoter of the present invention can be mixed with a base or an additive for various anti-aging agents to obtain the anti-aging agent of the present invention when used for exhibiting an anti-aging effect.

本発明の抗老化剤は、グルタチオン産生促進剤を含有することにより、細胞内のグルタチオン量の低下に起因する、肌荒れ、しわ・しみの形成、皮膚のたるみ、はりの消失等といった皮膚の老化を抑制することができる。 The anti-aging agent of the present invention contains a glutathione production promoter to prevent skin aging such as rough skin, formation of wrinkles / blemishes, sagging skin, disappearance of swelling, etc. due to a decrease in the amount of glutathione in cells. It can be suppressed.

本発明の抗老化剤は、化粧料、医薬部外品、医薬品を含むものであって、通常使用される製剤化方法にしたがって製造することができ、植物油のような油脂類、高級脂肪酸、高級アルコール、シリコーン、アニオン界面活性剤、カチオン界面活性剤、両性界面活性剤、非イオン界面活性剤、防腐剤、糖類、金属イオン封鎖剤、水溶性高分子のような高分子、増粘剤、粉体成分、紫外線吸収剤、紫外線遮断剤、ヒアルロン酸のような保湿剤、香料、pH調整剤等を含有させることができる。ビタミン類、皮膚賦活剤、血行促進剤、常在菌コントロール剤、活性酸素消去剤、抗炎症剤、美白剤、殺菌剤等の他の薬効成分、生理活性成分を含有させることもできる。 The anti-aging agent of the present invention contains cosmetics, nonionic pharmaceutical products, and pharmaceuticals, and can be produced according to a commonly used formulation method, and can be produced according to commonly used formulation methods, such as oils and fats such as vegetable oils, higher fatty acids, and higher grades. Alcohol, silicone, anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, preservatives, sugars, metal ion sequestering agents, polymers such as water-soluble polymers, thickeners, powders It can contain body components, UV absorbers, UV blockers, moisturizers such as hyaluronic acid, fragrances, pH adjusters and the like. It can also contain other medicinal and physiologically active ingredients such as vitamins, skin activators, blood circulation promoters, indigenous bacteria control agents, active oxygen scavengers, anti-inflammatory agents, whitening agents and bactericidal agents.

本発明の皮膚外用剤は化粧料、医薬部外品、医薬品を含むものであって、化粧水、乳液、クリーム、ジェル等の、溶液状、乳化物状、高分子ゲル状製剤とすることができる。また、泡状製剤、多層状製剤、スプレー製剤、不織布等に含浸させたシートあるいはゲルパック製剤であってもよい。 The external preparation for skin of the present invention includes cosmetics, quasi-drugs, and pharmaceuticals, and may be a solution-like, emulsion-like, or polymer gel-like preparation such as a lotion, a milky lotion, a cream, or a gel. it can. Further, it may be a foam preparation, a multi-layer preparation, a spray preparation, a sheet or gel pack preparation impregnated with a non-woven fabric or the like.

本発明の皮膚外用剤には、目的に応じて任意成分として保湿剤、界面活性剤、増粘剤、抗炎症剤、ビタミン類、抗酸化剤、血行促進剤、創傷治癒剤、抗菌性物質、皮膚賦活剤、常在菌コントロール剤、活性酸素消去剤、美白剤等の薬効成分を含有させることができる。 The external preparation for skin of the present invention includes moisturizers, surfactants, thickeners, anti-inflammatory agents, vitamins, antioxidants, blood circulation promoters, wound healing agents, antibacterial substances, etc. It can contain medicinal ingredients such as skin activators, indigenous bacteria control agents, active oxygen scavengers, and whitening agents.

薬効成分としては、従来、医薬品、医薬部外品、化粧品、衛生材料等で使用されていて、水中に溶解、または分散可能なものであれば特に限定されることなく使用することができる。具体的には、アシタバエキス、アボカドエキス、アマチャエキス、アルテアエキス、アルニカエキス、アンズエキス、アンズ核エキス、ウイキョウエキス、ウコンエキス、ウーロン茶エキス、エチナシ葉エキス、オウゴンエキス、オウバクエキス、オオムギエキス、オランダカラシエキス、オレンジエキス、海水乾燥物、加水分解エラスチン、加水分解コムギ末、加水分解シルク、カモミラエキス、カロットエキス、カワラヨモギエキス、甘草エキス、カルカデエキス、キウイエキス、キナエキス、キューカンバーエキス、グアノシン、クマザサエキス、クルミエキス、グレープフルーツエキス、クレマティスエキス、酵母エキス、ゴボウエキス、コンフリーエキス、コラーゲン、コケモモエキス、サイコエキス、サイタイ抽出液、サルビアエキス、サボンソウエキス、ササエキス、サンザシエキス、シイタケエキス、ジオウエキス、シコンエキス、シナノキエキス、シモツケソウエキス、ショウブ根エキス、シラカバエキス、スギナエキス、スイカズラエキス、セイヨウキズタエキス、セイヨウサンザシエキス、セイヨウニワトコエキス、セイヨウノコギリソウエキス、セイヨウハッカエキス、ゼニアオイエキス、センブリエキス、タイソウエキス、タイムエキス、チョウジエキス、チガヤエキス、チンピエキス、トウヒエキス、ドクダミエキス、トマトエキス、納豆エキス、ニンジンエキス、ノバラエキス、ハイビスカスエキス、バクモンドウエキス、パセリエキス、蜂蜜、パリエタリアエキス、ヒキオコシエキス、ビサボロール、フキタンポポエキス、フキノトウエキス、ブクリョウエキス、ブッチャーブルームエキス、ブドウエキス、プロポリス、ヘチマエキス、ペパーミントエキス、ボダイジュエキス、ホップエキス、マツエキス、マロニエエキス、ミズバショウエキス、ムクロジエキス、モモエキス、ヤグルマギクエキス、ユーカリエキス、ユズエキス、ヨモギエキス、ラベンダーエキス、リンゴエキス、レタスエキス、レモンエキス、レンゲソウエキス、ローズエキス、ローズマリーエキス、ローマカミツレエキス、ローヤルゼリーエキス等を挙げることができる。 The medicinal ingredient is conventionally used in pharmaceuticals, quasi-drugs, cosmetics, sanitary materials and the like, and can be used without particular limitation as long as it can be dissolved or dispersed in water. Specifically, Ashitaba extract, Avocado extract, Amacha extract, Artea extract, Arnica extract, Anzu extract, Anzu nucleus extract, Wikyo extract, Ukon extract, Oolong tea extract, Echinashi leaf extract, Ogon extract, Oubaku extract, Omugi extract, Netherlands Karashi extract, orange extract, dried seawater, hydrolyzed elastin, hydrolyzed wheat powder, hydrolyzed silk, chamomile extract, carrot extract, kawarayomogi extract, licorice extract, calcade extract, kiwi extract, kina extract, cucumber extract, guanosine, kumazasa extract , Walnut extract, Grapefruit extract, Clematis extract, Yeast extract, Gobo extract, Confree extract, Collagen, Kokemomo extract, Psycho extract, Saitai extract, Salvia extract, Sabonsou extract, Sasa extract, Sanzashi extract, Shiitake extract, Jio extract, Shikon extract , Shinanoki extract, Shimotsukesou extract, Shobu root extract, Shirakaba extract, Sugina extract, Watermelon extract, Seiyoukizuta extract, Seiyousanzashi extract, Seiyouniwatoko extract, Seiyounokogirisou extract, Seiyouhakka extract, Zeniaoi extract, Senburi extract, Taisou extract, Thyme Extract, Chouji extract, Chigaya extract, Chinpi extract, Tohi extract, Dokudami extract, Tomato extract, Natto extract, Carrot extract, Novara extract, Hibiscus extract, Bakumondou extract, Parsley extract, Honey, Parietaria extract, Hikiokoshi extract, Bisaborol, Fukitanpopo extract , Fukinoto extract, Bukuryo extract, Butcher bloom extract, Grape extract, Propolis, Hechima extract, Peppermint extract, Bodaiju extract, Hop extract, Pine extract, Maronie extract, Mizubasho extract, Mukuroji extract, Peach extract, Yagurumagiku extract, Eucalyptus extract, Yuzu extract, Yomogi Examples thereof include extracts, lavender extracts, apple extracts, lettuce extracts, lemon extracts, astragalus extracts, rose extracts, rosemary extracts, Roman chamomile extracts, royal jelly extracts and the like.

また、アミノ酸、尿素、ピロリドンカルボン酸ナトリウム、ベタイン、ホエイ、トリメチルグリシン等の保湿剤;スフィンゴ脂質、セラミド、コレステロール、コレステロール誘導体、リン脂質等の油性成分;ε−アミノカプロン酸、グリチルリチン酸、β−グリチルレチン酸、塩化リゾチーム、グアイアズレン、ヒドロコルチゾン等の抗炎症剤;ビタミンA,B2,B6,D,E、パントテン酸カルシウム、ビオチン、ニコチン酸アミド等のビタミン類;トコフェロール、カロチノイド、フラボノイド、タンニン、リグナン、サポニン等の抗酸化剤;γ−オリザノール、ビタミンE誘導体等の血行促進剤;レチノール、レチノール誘導体等の創傷治癒剤;デオキシリボ核酸、コンドロイチン硫酸ナトリウム、コラーゲン、エラスチン、キチン、キトサン、加水分解卵殻膜等の生体高分子;アラントイン、ジイソプロピルアミンジクロロアセテート、4−アミノメチルシクロヘキサンカルボン酸等の活性成分;セファランチン、トウガラシチンキ、ヒノキチオール、ヨウ化ニンニクエキス、塩酸ピリドキシン、dl−α−トコフェロール、酢酸dl−α−トコフェロール、ニコチン酸、ニコチン酸誘導体、D−パントテニルアルコール、アセチルパントテニルエチルエーテル、ビオチン、アラントイン、イソプロピルメチルフェノール、エストラジオール、エチニルエストラジオール、塩化カルプロニウム、塩化ベンザルコニウム、塩酸ジフェンヒドラミン、タカナール、カンフル、サリチル酸、ノニル酸バニリルアミド、ノナン酸バニリルアミド、ピロクトンオラミン、ペンタデカン酸グリセリル、モノニトログアヤコール、レゾルシン、γ−アミノ酪酸、塩化ベンゼトニウム、塩酸メキシレチン、オーキシン、女性ホルモン、カンタリスチンキ、シクロスポリン、ヒドロコルチゾン、モノステアリン酸ポリオキシエチレンソルビタン等も挙げられる。 Moisturizers such as amino acids, urea, sodium pyrrolidone carboxylate, betaine, whey, trimethylglycine; oily components such as sphingolipid, ceramide, cholesterol, cholesterol derivative, phospholipid; ε-aminocaproic acid, glycyrrhizinic acid, β-glycyrrhetin Anti-inflammatory agents such as acids, lysozyme chloride, guaizrene, hydrocortisone; vitamins such as vitamins A, B2, B6, D, E, calcium pantothenate, biotin, nicotinic acid amide; tocopherol, carotinoid, flavonoid, tannin, lignan, saponin Antioxidants such as γ-orizanol, blood circulation promoters such as vitamin E derivatives; wound healing agents such as retinol and retinol derivatives; deoxyribonucleic acid, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, hydrolyzed eggshell membranes, etc. Biopolymers; Active ingredients such as allantin, diisopropylamine dichloroacetate, 4-aminomethylcyclohexanecarboxylic acid; cepharanthin, togarashitinki, hinokithiol, garlic iodide extract, pyridoxin hydrochloride, dl-α-tocopherol, dl-α-tocopherol acetate , Nicotinic acid, nicotinic acid derivative, D-pantothenyl alcohol, acetylpantothenyl ethyl ether, biotin, allantin, isopropylmethylphenol, estradiol, ethynyl estradiol, carpronium chloride, benzalkonium chloride, diphenhydramine hydrochloride, takanal, camphor, salicylic acid, Nonylic acid vanillylamide, nonanoic acid vanillylamide, pyrocton olamine, glyceryl pentadecanoate, mononitroguayacol, resorcin, γ-aminobutyric acid, benzethonium chloride, mexiretin hydrochloride, auxin, female hormone, cantalistinki, cyclosporin, hydrocortisone, monostearic acid Polyoxyethylene sorbitan and the like can also be mentioned.

<グルタチオン産生促進確認試験>
正常ヒト皮膚線維芽細胞(NB1RGB)を用いてグルタチオン産生促進作用を確認した。
プトレシン二塩酸塩 ;(ナカライテスク社、商品コード29428−01)
スペルミジン三塩酸塩;(ナカライテスク社、商品コード32110−41)
スペルミン四塩酸塩 ;(ナカライテスク社、商品コード32113−11)
N8−アセチルスペルミジン二塩酸塩;(Sigma−Aldrich社、商品コードA3658)
N1,N8−ジアセチルスペルミジン;(Toronto Research Chemicals Inc、商品コードD367000)
N1−アセチルスペルミン三塩酸塩;(Sigma−Aldrich社、商品コード01467)
<Glutathione production promotion confirmation test>
Glutathione production promoting action was confirmed using normal human skin fibroblasts (NB1RGB).
Putrescine dihydrochloride; (Nacalai Tesque, product code 29428-01)
Spermidine trichloride; (Nacalai Tesque, product code 32110-41)
Spermine tetrachloride; (Nacalai Tesque, product code 32113-11)
N8-Acetylspermidine dihydrochloride; (Sigma-Aldrich, product code A3658)
N1, N8-diacetylspermidine; (Toronto Research Chemicals Inc, product code D367000)
N1-Acetylspermine Trihydrochloride; (Sigma-Aldrich, Commodity Code 01467)

(試験方法)
正常ヒト皮膚線維芽細胞(NB1RGB)を10%FBS(牛胎児血清)含有α−MEM培地を用いて培養した後、トリプシン処理により細胞を回収した。回収した細胞を2.0×10cells/mLの濃度になるように10%FBS含有α−MEM培地で希釈した後、48wellプレートに1well当たり200μLずつ播種し、一晩培養した。
培養後、1%FBS含有DMEM培地で、所定濃度になるように溶解した被験試料を各wellに200μLずつ添加し、24時間培養した。被験試料を添加し1%FBS含有DMEM培地を添加したサンプルをコントロールとした。培養終了後、各wellから培地を抜き、400μLのPBS(−)にて洗浄後、150μLのM−PER(R)(Thermo Fisher SCIENTIFIC社)を用いて細胞を溶解した。このうちの100μLを用いて総グルタチオンの定量を行った。すなわち、96wellプレートに溶解した細胞抽出液100μL、0.1mol/Lリン酸緩衝液50μL、2mol/LのNADPH25μLおよびグルタチオンレダクターゼ25μL(終濃度17.5unit/mL)を加え、37℃で10分間加温した後、10mmol/L 5,5’−dithiobis(2−nitrobenzonic acid)25μLを加え、5分後までの波長412nmにおける吸光度を測定し、ΔOD(光学濃度)/minを求めた。総グルタチオン濃度は酸化型グルタチオンを用いて作成した検量線をもとに算出した。得られた値は総タンパク量当たりのグルタチオン量に補正した後、下記式に従い、グルタチオン産生促進率を算出した。試験は、各試料n=6で行った。
(Test method)
Normal human skin fibroblasts (NB1RGB) were cultured in α-MEM medium containing 10% FBS (fetal bovine serum), and then the cells were recovered by trypsin treatment. The collected cells were diluted with α-MEM medium containing 10% FBS to a concentration of 2.0 × 10 5 cells / mL, 200 μL per well was seeded on a 48-well plate, and the cells were cultured overnight.
After culturing, 200 μL of the test sample dissolved in DMEM medium containing 1% FBS to a predetermined concentration was added to each well, and the cells were cultured for 24 hours. The sample to which the test sample was added and the DMEM medium containing 1% FBS was added was used as a control. After completion of the culture, the medium was removed from each well, washed with 400 μL of PBS (−), and the cells were lysed with 150 μL of M-PER (R) (Thermo Fisher SCIENTIFIC). Total glutathione was quantified using 100 μL of this. That is, 100 μL of cell extract dissolved in a 96-well plate, 50 μL of 0.1 mol / L phosphate buffer, 25 μL of NADPH of 2 mol / L and 25 μL of glutathione reductase (final concentration 17.5 units / mL) were added, and the mixture was added at 37 ° C. for 10 minutes. After warming, 25 μL of 10 mmol / L 5,5'-diziobis (2-nitrobenzonic acid) was added, and the absorbance at a wavelength of 412 nm up to 5 minutes later was measured to determine ΔOD (optical concentration) / min. The total glutathione concentration was calculated based on the calibration curve prepared using oxidized glutathione. The obtained value was corrected to the amount of glutathione per total protein amount, and then the glutathione production promotion rate was calculated according to the following formula. The test was performed on each sample n = 6.

グルタチオン産生促進率は、以下の式より算出した。平均値を表1に示す。
グルタチオン産生促進率(%)=B/A×100
A:被験試料を添加しない細胞中における総タンパク量当たりのグルタチオン量
B:被験試料を添加した細胞中における総タンパク量当たりのグルタチオン量
The glutathione production promotion rate was calculated from the following formula. The average value is shown in Table 1.
Glutathione production promotion rate (%) = B / A x 100
A: Amount of glutathione per total protein amount in cells to which no test sample was added B: Amount of glutathione per total protein amount in cells to which test sample was added

Figure 2021050180
Figure 2021050180

(結果)
プトレシン、スペルミジン、スペルミン、アセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンにグルタチオン産生促進作用が確認できた。
(result)
Glutathione production promoting action was confirmed for putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, and acetylspermine.

(処方例)
(化粧水)
1.精製水 残余
2.グリセリン 5.0%
3.ジグリセリン 7.0%
4.1,3−ブチレングリコール 5.0%
5.ベタイン 1.0%
6.スペルミン 0.001%
7.フェノキシエタノール 0.3%
1〜7を撹拌混合し、化粧水を得た。
(Prescription example)
(Toner)
1. 1. Purified water residue 2. Glycerin 5.0%
3. 3. Diglycerin 7.0%
4.1,3-butylene glycol 5.0%
5. Betaine 1.0%
6. Spermine 0.001%
7. Phenoxyethanol 0.3%
1 to 7 were stirred and mixed to obtain a lotion.

(美容ジェル)
1.精製水 残余
2.ジプロピレングリコール 6.0%
3.PEG−75 0.5%
4.ラフィノース 2.0%
5.フェノキシエタノール 0.2%
6.ペンチレングリコール 1.0%
7.キサンタンガム 0.1%
8.スクワラン 3.0%
9.SIMULGEL NS 2.5%
10.ジアセチルスペルミジン 0.0001%
11.エタノール 2.0%
6に7を分散させる(分散物)。8と9を混合する(混合物)。分散物を加熱溶解した1から5に徐々に添加し、さらに混合物を添加したのちホモミクサーで撹拌する。冷却後、10、11を加えた後、再度ホモミクサーで撹拌させる。
※SIMULGEL NS(SEPPIC社製;(アクリル酸ヒドロキシエチル/アクリロイルジメチルタウリンNa)コポリマー、スクワラン、ポリソルベート60、水、イソステアリン酸ソルビタンの混合物)
(Beauty gel)
1. 1. Purified water residue 2. Dipropylene glycol 6.0%
3. 3. PEG-75 0.5%
4. Raffinose 2.0%
5. Phenoxyethanol 0.2%
6. Pentylene glycol 1.0%
7. Xanthan gum 0.1%
8. Squalene 3.0%
9. SIMULGEL NS 2.5%
10. Diacetyl spermidine 0.0001%
11. Ethanol 2.0%
Disperse 7 in 6 (dispersion). Mix 8 and 9 (mixture). The dispersion is gradually added to 1 to 5 which have been dissolved by heating, and after further adding the mixture, the mixture is stirred with a homomixer. After cooling, 10 and 11 are added, and then the mixture is stirred again with a homomixer.
* SIMULGEL NS (manufactured by SEPPIC; (hydroxyethyl acrylate / acryloyldimethyltaurine Na) copolymer, squalane, polysorbate 60, water, mixture of sorbitan isostearate)

(乳液)
1.オリーブ油 5.0%
2.ホホバ油 1.0%
3.ジメチコン 0.5%
4.ステアリン酸ポリグリセリル−10 1.0%
5.グリセリン 7.0%
6.ジプロピレングリコール 6.0%
7.フェノキシエタノール 0.5%
8.1,3−ブチレングリコール 3.0%
9.キサンタンガム 1.0%
10.カルボキシビニルポリマー 0.1%
11.水酸化カリウム 0.02%
12.アセチルスペルミン 0.002%
13.精製水 残余
8に9を分散させる(分散物)。10を13に撹拌溶解させたものに、分散物を添加、さらに5から7を添加し加熱溶解させる(溶解物)。1から4を加熱溶解させ、溶解物を徐々に添加し、ホモミクサーで撹拌する。次いで、13の一部に11を溶解させたものを添加、冷却後、13の一部に溶解させた12を加えた後、再度ホモミクサーで撹拌させる。
(Emulsion)
1. 1. Olive oil 5.0%
2. Jojoba oil 1.0%
3. 3. Dimethicone 0.5%
4. Polyglyceryl stearate-10 1.0%
5. Glycerin 7.0%
6. Dipropylene glycol 6.0%
7. Phenoxyethanol 0.5%
8.1,3-butylene glycol 3.0%
9. Xanthan gum 1.0%
10. Carboxyvinyl polymer 0.1%
11. Potassium hydroxide 0.02%
12. Acetyl spermine 0.002%
13. 9 is dispersed in the residual 8 of purified water (dispersion). A dispersion is added to a mixture of 10 to 13 with stirring, and 5 to 7 are further added and dissolved by heating (dissolved product). 1 to 4 are dissolved by heating, the lysate is gradually added, and the mixture is stirred with a homomixer. Next, a part of 13 in which 11 is dissolved is added, and after cooling, the dissolved 12 is added in a part of 13, and then the mixture is stirred again with a homomixer.

(シート状美容液)
1.精製水 残余
2.1,3−ブチレングリコール 5.0%
3.グリセリン 3.0%
4.ベタイン 1.5%
5.フェノキシエタノール 0.1%
6.カルボキシビニルポリマー 0.1%
7.水酸化カリウム 0.02%
8.ヒアルロン酸Na 0.001%
9.スペルミジン 0.0005%
6を1で撹拌溶解させたのち、2から5、8、9を添加する。溶解を確認した後、1の一部で溶解した7を添加し、再度ホモミクサーで撹拌させる。
(Sheet-like beauty essence)
1. 1. Purified water residue 2.1,3-butylene glycol 5.0%
3. 3. Glycerin 3.0%
4. Betaine 1.5%
5. Phenoxyethanol 0.1%
6. Carboxyvinyl polymer 0.1%
7. Potassium hydroxide 0.02%
8. Na hyaluronate 0.001%
9. Spermidine 0.0005%
After stirring and dissolving 6 in 1, 2 to 5, 8 and 9 are added. After confirming the dissolution, 7 dissolved in a part of 1 is added, and the mixture is stirred again with a homomixer.

(クリーム)
1.スクワラン 7.0%
2.オリーブ油 5.0%
3.ベヘニルアルコール 1.5%
4.ミツロウ 1.0%
5.ラウロイルグルタミン酸ジ(フィトステリル/オクチルドデシル)1.0%
6.ステアリン酸ポリグリセリル−10 2.0%
7.グリセリン 6.0%
8. ジプロピレングリコール 6.0%
9. 1,3−ブチレングリコール 3.0%
10.キサンタンガム 0.05%
11.カルボキシビニルポリマー 0.2%
12.水酸化カリウム 0.03%
13.アセチルスペルミジン 0.01%
14.精製水 残余
9に10を分散させる(分散物)。11を14に撹拌溶解させたものに、7、8を添加し、さらに分散物を加え加熱溶解させる(溶解物)。1から6を加熱溶解させ、溶解物を徐々に添加し、ホモミクサーで撹拌する。次いで、14の一部に12を溶解させたものを添加、冷却後、14の一部に溶解させた13を加えた後、再度ホモミクサーで撹拌させる。
(cream)
1. 1. Squalene 7.0%
2. Olive oil 5.0%
3. 3. Behenyl alcohol 1.5%
4. Beeswax 1.0%
5. Di (phytosteryl / octyldodecyl) lauroyl glutamate 1.0%
6. Polyglyceryl stearate-10 2.0%
7. Glycerin 6.0%
8. Dipropylene glycol 6.0%
9. 1,3-butylene glycol 3.0%
10. Xanthan gum 0.05%
11. Carboxyvinyl polymer 0.2%
12. Potassium hydroxide 0.03%
13. Acetyl spermidine 0.01%
14. 10 is dispersed in the residual 9 of purified water (dispersion). 7 and 8 are added to the mixture of 11 to 14 with stirring, and a dispersion is further added and dissolved by heating (dissolved product). 1 to 6 are dissolved by heating, the lysate is gradually added, and the mixture is stirred with a homomixer. Next, a portion of 14 in which 12 is dissolved is added, and after cooling, the dissolved 13 is added in a part of 14, and then the mixture is stirred again with a homomixer.

Claims (3)

プトレシン、スペルミジン、スペルミン、アセチルスペルミジン、ジアセチルスペルミジン、アセチルスペルミンから選択される1以上を有効成分として含有するグルタチオン産生促進剤。 A glutathione production promoter containing one or more selected from putrescine, spermidine, spermine, acetylspermidine, diacetylspermidine, and acetylspermine as an active ingredient. 請求項1に記載のグルタチオン産生促進剤を含有する抗老化剤。 An anti-aging agent containing the glutathione production promoter according to claim 1. 請求項1に記載のグルタチオン産生促進剤を含有する皮膚外用剤。 An external preparation for skin containing the glutathione production promoter according to claim 1.
JP2019175741A 2019-09-26 2019-09-26 Glutathione production promoter and anti-aging agent or skin external preparation containing the same Pending JP2021050180A (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6460374A (en) * 1987-08-28 1989-03-07 Ube Industries Novel polyamine dehydrogenase, its production and oxidation of polyamines
JP2002275079A (en) * 2001-03-15 2002-09-25 Fancl Corp Composition for enhancing gltathione
JP2007500678A (en) * 2003-07-31 2007-01-18 ギウリアニ ソシエタ ペル アチオニ Use of spermine and / or spermidine in dietary, medical or cosmetic compositions for skin aging
JP2008519022A (en) * 2004-11-05 2008-06-05 バイオフォースクニング エーエス Polyamine composition
JP2008239547A (en) * 2007-03-27 2008-10-09 Toyobo Co Ltd Plant-derived activator and extracellular matrix production promoter
JP2009132662A (en) * 2007-11-30 2009-06-18 Maruzen Pharmaceut Co Ltd Glutathione production promoter
JP2009234939A (en) * 2008-03-26 2009-10-15 Toyobo Co Ltd Cosmetic composition containing vegetable origin polyamine-containing extract

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6460374A (en) * 1987-08-28 1989-03-07 Ube Industries Novel polyamine dehydrogenase, its production and oxidation of polyamines
JP2002275079A (en) * 2001-03-15 2002-09-25 Fancl Corp Composition for enhancing gltathione
JP2007500678A (en) * 2003-07-31 2007-01-18 ギウリアニ ソシエタ ペル アチオニ Use of spermine and / or spermidine in dietary, medical or cosmetic compositions for skin aging
JP2008519022A (en) * 2004-11-05 2008-06-05 バイオフォースクニング エーエス Polyamine composition
JP2008239547A (en) * 2007-03-27 2008-10-09 Toyobo Co Ltd Plant-derived activator and extracellular matrix production promoter
JP2009132662A (en) * 2007-11-30 2009-06-18 Maruzen Pharmaceut Co Ltd Glutathione production promoter
JP2009234939A (en) * 2008-03-26 2009-10-15 Toyobo Co Ltd Cosmetic composition containing vegetable origin polyamine-containing extract

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