JPH053845B2 - - Google Patents

Info

Publication number
JPH053845B2
JPH053845B2 JP60046255A JP4625585A JPH053845B2 JP H053845 B2 JPH053845 B2 JP H053845B2 JP 60046255 A JP60046255 A JP 60046255A JP 4625585 A JP4625585 A JP 4625585A JP H053845 B2 JPH053845 B2 JP H053845B2
Authority
JP
Japan
Prior art keywords
present
skin
triterpenes
hederagenin
formula
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.)
Expired - Fee Related
Application number
JP60046255A
Other languages
Japanese (ja)
Other versions
JPS61205204A (en
Inventor
Hisayuki Komazaki
Atsuko Igarashi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shiseido Co Ltd
Original Assignee
Shiseido Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Shiseido Co Ltd filed Critical Shiseido Co Ltd
Priority to JP4625585A priority Critical patent/JPS61205204A/en
Publication of JPS61205204A publication Critical patent/JPS61205204A/en
Publication of JPH053845B2 publication Critical patent/JPH053845B2/ja
Granted legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63Steroids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明はトリテルペンの1種又は2種を配合す
ることにより、創傷治癒、肌荒れ防止、肌荒れ改
善および、細胞賦活効果に優れた皮膚外用剤に関
する。
Detailed Description of the Invention [Industrial Field of Application] The present invention relates to an external skin preparation that is excellent in wound healing, prevention of skin roughness, improvement of skin roughness, and cell activation effects by incorporating one or two types of triterpenes. .

[従来の技術] 従来、アロエ、ヒレハリ草、シコン等あるいは
それらの抽出物を配合することにより創傷治癒や
肌荒れ防止の効果を目的とする外用剤等があるが
いまだ満足できるものがなかつた。
[Prior Art] Conventionally, there have been external preparations that contain aloe, turmeric, turmeric, etc., or their extracts, for the purpose of wound healing and prevention of skin roughness, but none have yet been satisfactory.

[発明が解決しようとする問題点] 本発明者らは、こうした事情にかんがみ、創傷
治癒、肌荒れ防止、肌荒れ改善、細胞賦活の効果
に優れた皮膚外用剤を得るべく鋭意研究を重ねた
結果、特定のトリテルペン類を配合した皮膚外用
剤が、上記目的を達成することを見いだし、この
知見にもとづいて本発明を完成するに至つた。
[Problems to be Solved by the Invention] In view of these circumstances, the present inventors have conducted intensive research to obtain a skin external preparation that is excellent in wound healing, prevention of skin roughness, improvement of skin roughness, and cell activation. It has been discovered that an external preparation for skin containing specific triterpenes can achieve the above object, and based on this knowledge, the present invention has been completed.

[問題点を解決するための手段] すなわち、本発明は下記一般式で表わされるト
リテルペン類の1種又は2種を配合することを特
徴とする皮膚外用剤である。
[Means for Solving the Problems] That is, the present invention is an external skin preparation characterized by containing one or two triterpenes represented by the following general formula.

(式中 R1=CH2OHまたはCHO, R2=CH3又は、CH2OH, R3=H又はOH,R4=H又は、OH R5=H又はOH, R6=CH3を表す。) 以下本発明の構成について詳述する。 (In the formula, R 1 = CH 2 OH or CHO, R 2 = CH 3 or CH 2 OH, R 3 = H or OH, R 4 = H or OH R 5 = H or OH, R 6 = CH 3 ) The configuration of the present invention will be described in detail below.

本発明に用いるトリテルペン類は、上記一般式
で表わされるものであり、上記トリテルペン類と
しては、例えば、ヘデラゲニン{Hederagenin
(式中R1=CH2OH,R2=CH3,R3=R4=R5
H)},ギプソゲニン{Gypsogenin(式中R3=R4
=R5=H,R1=CHO,R2=CH3)}プラチコゲ
ニン{Platycodigenin(式中R1=R2=CH2OH,
R3=R5=OH,R4=H)},プロトバシツクアシ
ツド{Protobassic acid(式中R1=CH2OH,R3
=OH,R4=OH,R5=H,R2=R6=CH3),等
があげられるがこれらの中でヘデラゲニン、ある
いはギプソゲニンが最も好ましい。
The triterpenes used in the present invention are represented by the above general formula, and examples of the triterpenes include hederagenin.
(In the formula, R 1 = CH 2 OH, R 2 = CH 3 , R 3 = R 4 = R 5 =
H)}, Gypsogenin (in the formula R 3 = R 4
= R 5 = H, R 1 = CHO, R 2 = CH 3 )} Platycodigenin (in the formula R 1 = R 2 = CH 2 OH,
R 3 = R 5 = OH, R 4 = H)}, Protobassic acid (in the formula R 1 = CH 2 OH, R 3
=OH, R4 =OH, R5 =H, R2 = R6 = CH3 ), among which hederagenin or gypsogenin is most preferred.

本発明に用いられる上記トリテルペン類は合成
品でも天然物の抽出物でも良い。天然物の抽出物
の場合は例えば以下のような方法で得られる。
The triterpenes used in the present invention may be synthetic products or extracts of natural products. Extracts of natural products can be obtained, for example, by the following method.

延命皮、キキヨウ、オリーブ葉、チヨウジの芽
等の植物を溶媒、例えば熱水、水ー低級アルコー
ル、低級アルコール、エテールなどで抽出して得
られる抽出液を濃縮した後、硫酸等の酸で加水分
解したのちエーテル抽出、濃縮して粗トリテルペ
ン類を得る。トリテルペン類を単離するにはシリ
カゲルクロマトグラフイーなどの吸着系クロマト
グラフイーを用いて分画すればよいが、本発明の
実施にあたつては、上記エーテル抽出物の粗トリ
テルペンとして配合しても良いし単離精製したト
リテルペンとして配合しても良い。
The extract obtained by extracting plants such as Enmeihiki, Kikiyo, olive leaf, and Chiyoji buds with a solvent such as hot water, water-lower alcohol, lower alcohol, ether, etc. is concentrated, and then hydrated with an acid such as sulfuric acid. After decomposition, it is extracted with ether and concentrated to obtain crude triterpenes. Triterpenes can be isolated by fractionation using adsorption chromatography such as silica gel chromatography, but in carrying out the present invention, triterpenes are blended as crude triterpenes in the above ether extract. It may also be blended as an isolated and purified triterpene.

本発明の実施にあたつては、これらのトリテル
ペンの内、1種又は2種以上が適宜選択され配合
される。配合量は化粧料全量中固形分として、
0.001〜5重量%である。0.001重量%以下である
と、本発明でいう効果が十分に発揮されず、好ま
しくない。
In carrying out the present invention, one or more of these triterpenes are appropriately selected and blended. The amount is based on the solid content of the total amount of cosmetics.
It is 0.001 to 5% by weight. If it is less than 0.001% by weight, the effects of the present invention will not be sufficiently exhibited, which is not preferable.

本発明の化粧料は前記の必須成分に加えて必要
に応じて、本発明の効果を損なわない範囲内で、
化粧品、医薬品等の皮膚外用剤に一般に用いられ
る各種成分、すなわち、粉末、油分、界面活性
剤、保湿剤、増粘剤、防腐剤、酸化防止剤、香
料、色剤、薬剤等を配合することができる。薬剤
の中でも特にL−アスコルビン酸又はそのエステ
ルを配合した時、顕著な効果が発揮されるので好
ましい。また本発明の化粧料の剤型は任意であ
り、例えば化粧水等の可溶化系、乳液、クリーム
等の乳化系あるいは軟膏、分散液、などの剤型を
とることができる。
In addition to the above-mentioned essential ingredients, the cosmetic of the present invention may contain, if necessary, within a range that does not impair the effects of the present invention.
Incorporating various ingredients commonly used in external skin preparations such as cosmetics and pharmaceuticals, such as powders, oils, surfactants, humectants, thickeners, preservatives, antioxidants, fragrances, colorants, and drugs. I can do it. Among the drugs, L-ascorbic acid or its ester is particularly preferred since it exhibits remarkable effects. Further, the dosage form of the cosmetic of the present invention is arbitrary, and can be, for example, a solubilized system such as a lotion, an emulsified system such as a milky lotion or a cream, or a dosage form such as an ointment or a dispersion.

[発明の効果] 本発明の皮膚外用剤は皮膚の創傷治癒、肌荒れ
防止、肌荒れ改善効果及び細胞賦活効果に優れた
ものである。次ぎにこれらの効果を総括的に表わ
す皮膚細胞増殖促進作用について実施例をあげて
説明する。
[Effects of the Invention] The skin external preparation of the present invention is excellent in skin wound healing, skin roughness prevention, skin roughness improvement effects, and cell activation effects. Next, the effect of promoting skin cell proliferation, which comprehensively represents these effects, will be explained with reference to Examples.

(皮膚細胞増殖促進作用) ヒト皮膚組織を細片し、細胞培養用シヤーレの
底面に附着させてEagle′s MEM培養液(10%牛
胎児血清含有)中で1週間培養するとシヤーレの
底面がほぼ全面に線維芽細胞で満たされる。この
線維芽細胞を0.25%トリプシン溶液で処理するこ
とによつて単一細胞とし、次に10000コ細胞/ml
の細胞浮遊液をつくり、この溶液をシヤーレ当た
り0.1ml加え、Eagle′s MEM培養液及びトリテル
ペン類(最終濃度5μg/ml)を更に加えてCO2
インキユベター中で2週間培養し、その後細胞固
定して染色した後、細胞のコロニーを計測した。
なおトリテルペン類を添加しない場合をコントロ
ールとした。結果を第1図に示す。コロニー形成
率は次式によつて算出した。
(Skin cell growth promotion effect) When human skin tissue was cut into small pieces, attached to the bottom of a cell culture shear dish, and cultured for one week in Eagle's MEM culture solution (containing 10% fetal bovine serum), the bottom of the shear dish almost disappeared. The entire surface is filled with fibroblasts. The fibroblasts were made into single cells by treatment with 0.25% trypsin solution and then reduced to 10000 cells/ml.
Prepare a cell suspension of
After culturing in an incubator for two weeks, the cells were fixed and stained, and then cell colonies were counted.
Note that the case in which no triterpenes were added was used as a control. The results are shown in Figure 1. Colony formation rate was calculated using the following formula.

コロニー形成率=T/C×100(%) T=トリテルペンを処理した細胞のコロニー数/シヤー
レ当たりの植え込み細胞数 C=
トリテルペンを処理しない細胞のコロニー数/シヤーレ
当たりの植え込み細胞数 第1図に示す如く、トリテルペンであるヘデラ
ゲニンあるいはギプソゲニンを添加したものはコ
ントロールに比べていずれも著名な効果を示し
た。
Colony formation rate = T/C x 100 (%) T = number of colonies of cells treated with triterpene/number of implanted cells per shear C =
Number of colonies of cells not treated with triterpene/Number of implanted cells per shear plate As shown in Figure 1, the addition of triterpene hederagenin or gypsogenin all showed remarkable effects compared to the control.

[実施例] 次に実施例によつて本発明をさらに詳細に説明
する。尚、本発明はこれにより限定されるもので
はない。配合量は重量%である。
[Example] Next, the present invention will be explained in more detail with reference to Examples. Note that the present invention is not limited to this. The blending amount is in weight%.

実施例1クリーム (1) セトステアリルアルコール 3.5 (2) スクワラン 40.0 (3) ミツロウ 3.0 (4) 還元ラノリン 5.0 (5) エチルパラベン 0.3 (6) ポリオキシエチレン(20)ソルビタンモノパ
ルミチン酸エステル 2.0 (7) ステアリン酸モノグリセリド 2.0 (8) ヘデラゲニン 1.0 (9) 香料 0.03 (10) 1,3−ブチレングリコール 5.0 (11) グリセリン 5.0 (12) 精製水 33.17 (製法) (1)(2)(3)(4)(5)(6)(7)(8)と(9)を加熱溶解し75℃に
保つ
たものを、75℃に加温した(10)とに攪拌しなが
ら加える。ホモミキサー処理し乳化粒子を細かく
した後、攪拌しながら急冷し、クリームを得た。
Example 1 Cream (1) Cetostearyl alcohol 3.5 (2) Squalane 40.0 (3) Beeswax 3.0 (4) Reduced lanolin 5.0 (5) Ethylparaben 0.3 (6) Polyoxyethylene (20) Sorbitan monopalmitate ester 2.0 (7) ) Stearic acid monoglyceride 2.0 (8) Hederagenin 1.0 (9) Fragrance 0.03 (10) 1,3-butylene glycol 5.0 (11) Glycerin 5.0 (12) Purified water 33.17 (Production method) (1)(2)(3)(4 )(5)(6)(7)(8) and (9) were dissolved by heating and kept at 75°C, and then added to (10) heated to 75°C with stirring. After processing with a homomixer to make emulsified particles fine, the mixture was rapidly cooled while stirring to obtain cream.

実施例2乳液 (1) ギプソゲニン 0.001 (2) ステアリン酸化 1.5 (3) セチルアルコール 0.5 (4) ミツロウ 2.0 (5) ポリオキシエチレン(10)モノオレイン酸エ
ステル 1.0 (6) グリセリンモノステアリン酸エステル 1.0 (7) クインスシード抽出物(5%水溶液) 20.0 (8) プロピレングリコール 5.0 (9) エタノール 3.0 (10) エチルパラベン 0.3 (11) 香料 0.03 (12) 精製水 残余 (製法) エタノールにギプソゲニン、香料を加えて溶解
する(アルコール相)。
Example 2 Emulsion (1) Gypsogenin 0.001 (2) Stearic acid 1.5 (3) Cetyl alcohol 0.5 (4) Beeswax 2.0 (5) Polyoxyethylene (10) Monooleate 1.0 (6) Glycerin monostearate 1.0 ( 7) Quince seed extract (5% aqueous solution) 20.0 (8) Propylene glycol 5.0 (9) Ethanol 3.0 (10) Ethylparaben 0.3 (11) Fragrance 0.03 (12) Purified water Residual (manufacturing method) Gypsogenin and fragrance added to ethanol (alcohol phase).

精製水にプロピレングリコールを加え加熱溶解
して70℃に保つ(水相)。クインスシード抽出物
を除く他の成分を混合し、加熱溶解して70℃に保
つ(油相)。水相に油相を加え予備乳化を行い、
ホモミキサーで均一に乳化する。これを攪拌しな
がらアルコール相とクインスシード抽出物を加え
る。その後攪拌しながら30℃に冷却して乳液を得
た。
Add propylene glycol to purified water, heat to dissolve, and keep at 70℃ (water phase). Mix other ingredients except quince seed extract, heat and dissolve and keep at 70℃ (oil phase). Pre-emulsification is performed by adding the oil phase to the water phase.
Uniformly emulsify with a homomixer. Add the alcohol phase and quince seed extract while stirring. Thereafter, the mixture was cooled to 30°C while stirring to obtain a milky lotion.

実施例3パツク (1) ヘデラゲニン 0.1 (2) ポリビニルアルコール 15.0 (3) ポリエチレングリコール 3.0 (4) プロピレングリコール 7.0 (5) エタノール 10.0 (6) メチルパラベン 0.05 (7) 香料 0.05 (8) 精製水 64.80 (製法) 精製水にポリエチレングリコール、プロピレン
グリコール、メチルパラベンを加え攪拌溶解す
る。つぎにポリビニルアルコールを加え加熱攪拌
し、ヘデラゲニン、香料を溶解したエタノールを
加え攪拌溶解してパツクを得た。
Example 3 Pack (1) Hederagenin 0.1 (2) Polyvinyl alcohol 15.0 (3) Polyethylene glycol 3.0 (4) Propylene glycol 7.0 (5) Ethanol 10.0 (6) Methylparaben 0.05 (7) Fragrance 0.05 (8) Purified water 64.80 (Production method ) Add polyethylene glycol, propylene glycol, and methylparaben to purified water and stir to dissolve. Next, polyvinyl alcohol was added and stirred while heating, and ethanol in which hederagenin and fragrance were dissolved was added and dissolved with stirring to obtain a pack.

実施例4軟膏 (1) ヘデラゲニン 5.0 (2) ステアリルアルコール 18.0 (3) モクロウ 20.0 (4) ポリオキシエチレン(10)モノオレイン酸エ
ステル 0.25 (5) グリセリンモノステアリン酸エステル 0.25 (6) ワセリン 40.0 (7) 精製水 16.5 (製法) 精製水を70℃に保ち(水相)。他の成分を70℃
にて混合溶解する(油相)。水相に油相を加え、
ホモミキサーで均一に乳化後冷却して軟膏を得
た。
Example 4 Ointment (1) Hederagenin 5.0 (2) Stearyl alcohol 18.0 (3) Mokuro 20.0 (4) Polyoxyethylene (10) Monooleate 0.25 (5) Glycerin monostearate 0.25 (6) Vaseline 40.0 (7) ) Purified water 16.5 (Production method) Keep purified water at 70℃ (aqueous phase). Other ingredients at 70℃
Mix and dissolve (oil phase). Add the oil phase to the water phase,
The mixture was uniformly emulsified using a homomixer and cooled to obtain an ointment.

【図面の簡単な説明】[Brief explanation of the drawing]

第1図は本発明に係る化粧料の皮膚細胞増殖効
果を示すグラフである。 試料1:コントロール 試料2:ヘデラゲニン 試料3:ギプソゲニン
FIG. 1 is a graph showing the skin cell proliferation effect of the cosmetic according to the present invention. Sample 1: Control Sample 2: Hederagenin Sample 3: Gypsogenin

Claims (1)

【特許請求の範囲】 1 下記一般式で表されるトリテルペン類の1種
又は2種を0.001〜5重量%配合すること特徴と
する皮膚外用剤。 (式中、R1=CH2OHまたはCHO R2=CH3 R3=R4=R5=H R6=CH3 を表す。
[Scope of Claims] 1. An external skin preparation characterized by containing 0.001 to 5% by weight of one or two triterpenes represented by the following general formula. (In the formula, R 1 = CH 2 OH or CH R 2 = CH 3 R 3 = R 4 = R 5 = H R 6 = CH 3 .
JP4625585A 1985-03-08 1985-03-08 External preparation for skin Granted JPS61205204A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4625585A JPS61205204A (en) 1985-03-08 1985-03-08 External preparation for skin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4625585A JPS61205204A (en) 1985-03-08 1985-03-08 External preparation for skin

Publications (2)

Publication Number Publication Date
JPS61205204A JPS61205204A (en) 1986-09-11
JPH053845B2 true JPH053845B2 (en) 1993-01-18

Family

ID=12742071

Family Applications (1)

Application Number Title Priority Date Filing Date
JP4625585A Granted JPS61205204A (en) 1985-03-08 1985-03-08 External preparation for skin

Country Status (1)

Country Link
JP (1) JPS61205204A (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6442411A (en) * 1987-08-11 1989-02-14 Inabata Koryo Co Ltd Cosmetic composition
FR2756178B1 (en) * 1996-11-27 1999-05-07 Cs MULTIPLE L / H / L EMULSION, PREPARATION METHOD AND TOPICAL USE
FR2802096A1 (en) * 1999-12-10 2001-06-15 Oreal Topical compositions comprising pentacyclic triterpene acid and a fatty acid monoester emulsifying agent, are used for treatment of acne, erythema, photo-aging or protection of sensitive skin
JP2001213778A (en) * 2000-02-03 2001-08-07 Pola Chem Ind Inc Load stress mitigating preparation and skin care preparation including it
JP4334956B2 (en) * 2003-09-18 2009-09-30 株式会社ノエビア Cell activators, whitening agents, and antioxidants
JP2006176425A (en) * 2004-12-21 2006-07-06 Maruzen Pharmaceut Co Ltd Collagen production promoter and skin care preparation
DE102009047092A1 (en) * 2009-11-24 2011-05-26 Birken Gmbh Use of a triterpenhaltigen oleogel for wound healing
BR112020009867A2 (en) 2018-01-04 2020-11-03 Amryt Research Limited creaminess-forming composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
RIV ITAL ESSENZE.PROFUMI.PIANTE OFF=1975 *

Also Published As

Publication number Publication date
JPS61205204A (en) 1986-09-11

Similar Documents

Publication Publication Date Title
KR101352363B1 (en) Composition of skin external application for moisturizing comprising Scrophularia buergeriana Miq. extract
JPH053845B2 (en)
JPS6267028A (en) Skin external preparation
JP2001122733A (en) Catalase production-promoting preparation and skin preparation for external use containing the same
JPH0532556A (en) Skin agent for external use
JP2001114636A (en) Hyaluronic acid production and catalase production promoting agent, fibroblast activating agent and skin lotion
JPH05155738A (en) Hair-tonic
JP5000964B2 (en) Testosterone 5α-reductase activity inhibitor, androgen receptor antagonist, use thereof, and method for suppressing androgen activity expression
JPH05124950A (en) Beautifying and whitening cosmetic composition
JPH07238011A (en) Skin-beautifying cosmetic composition
JP3105664B2 (en) External preparation for skin
JP4223574B2 (en) Cosmetic composition for whitening
WO1995019160A1 (en) Blood flow improver and cosmetic
JP3101090B2 (en) External preparation for skin
JP3822517B2 (en) Topical skin preparation
JP3659424B2 (en) Cosmetics
JPH11255661A (en) Preparation for external use for atopic dermatitis
JP3066989B2 (en) Liquiritin derivative and external preparation for skin containing same
EP0503763A1 (en) Cosmetic material
JPH04164013A (en) Skin, scalp and head hair-treating agent containing ingredient capable of preventing growth of pityrosporum ovale
JPH0469615B2 (en)
KR20190101215A (en) Composition For Treating And Preventing Atopic Dermatitis Comprising Ternstroemia kwangtungensis Merr. Extracts
JP2755783B2 (en) Cosmetics
JPH0436137B2 (en)
JPS6299318A (en) Hair tonic

Legal Events

Date Code Title Description
LAPS Cancellation because of no payment of annual fees