JPS62120308A - Cosmetic - Google Patents

Cosmetic

Info

Publication number
JPS62120308A
JPS62120308A JP26050885A JP26050885A JPS62120308A JP S62120308 A JPS62120308 A JP S62120308A JP 26050885 A JP26050885 A JP 26050885A JP 26050885 A JP26050885 A JP 26050885A JP S62120308 A JPS62120308 A JP S62120308A
Authority
JP
Japan
Prior art keywords
skin
lipid derivative
cosmetic
formula
active agent
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.)
Granted
Application number
JP26050885A
Other languages
Japanese (ja)
Other versions
JP2544104B2 (en
Inventor
Michihiro Hattori
道廣 服部
Shuichi Akasaki
赤崎 秀一
Genji Imokawa
玄爾 芋川
Naonobu Yoshizuka
吉塚 直伸
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.)
Kao Corp
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Priority to JP60260508A priority Critical patent/JP2544104B2/en
Publication of JPS62120308A publication Critical patent/JPS62120308A/en
Application granted granted Critical
Publication of JP2544104B2 publication Critical patent/JP2544104B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • A61K8/68Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Abstract

PURPOSE:A cosmetic capable of raising water retention ability of keratin layer and showing excellent improving and preventing effect on chapped skin, containing a lipid derivative extracted and isolated from skin, brain, egg, etc., of animal and a surface active agent. CONSTITUTION:A cosmetic containing a lipid derivative shown by formula I (R1 is 15C saturated or unsaturated hydrocarbon group; R2 is 16-26C which may contain H or OH; X is H, monosaccharide or polysaccharide residue) and a surface active agent. The lipid derivative is extracted and isolated from skin, brain, egg, etc., of animal and, for example, sphingosine, cerebroside, ganglioside, etc., may be cited as the lipid derivative. The amount of the lipid derivative is 0.01-40wt% in the case of emulsified cosmetic and 0.1-50wt% in the case of oily cosmetic. A glyceryl ether shown by formula II (R3 is 8-24C alkyl) is preferable as the surface active agent and the amount of the surface active agent blended is preferably 0.1-5wt%.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は新規な化粧料、更に詳細には、角質層の水分保
持能力を高め、肌ろれを改善することのできる化粧料に
関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a novel cosmetic, and more particularly to a cosmetic that can improve the moisture retention ability of the stratum corneum and improve skin roughness.

〔従来の技術〕[Conventional technology]

従来、肌にうるおいを与え、肌を柔軟にするには、角質
層の水分が重要であることが知られている。そして、当
該水分の保持は、角質層に含まれている水溶性成分、す
なわち遊離アミノ酸、有機酸、尿素又は無機イオンによ
るものであるとされ、これらの物質は単独であるいは組
合せて化粧料に配合して、肌あれの改善又は予防の目的
で使用されている。
It has been known that moisture in the stratum corneum is important for moisturizing the skin and making it soft. The retention of moisture is said to be due to water-soluble components contained in the stratum corneum, such as free amino acids, organic acids, urea, or inorganic ions, and these substances may be incorporated into cosmetics alone or in combination. It is used for the purpose of improving or preventing rough skin.

また、これとは別に水と親>0性が高い多くの保湿性物
質が開発され、同様の目的で使用芒れている。
In addition, many other moisturizing substances that have a high affinity for water (>0) have been developed and are being used for similar purposes.

〔発明が解決しようとする問題点〕[Problem that the invention seeks to solve]

しかしながら、これらの保湿性物質は、何れの皮膚に適
用した場合、その作用は、皮膚角質層上にあって水分を
角質に供給するというもので、しかもその効果は一時的
であり、根本的に角質層の水分保持能力を改善し、肌め
れを本質的に予防あるいは治癒させるというものではな
かった。
However, when these moisturizing substances are applied to any type of skin, their action is to supply moisture to the stratum corneum of the skin, and their effect is temporary and fundamentally It did not improve the water retention ability of the stratum corneum and essentially prevent or cure skin irritation.

〔問題点を解決するための手段〕[Means for solving problems]

斯かる実情において1本発明者らは上記問題点を解決す
べく鋭意研究を行なったところ、次の一般式(I) %式% (式中、几、は炭素数15の飽和若しくは不飽和の炭化
水素基、几2は水素原子又は水酸基を有することのある
炭素数16〜26の飽和若しくは不飽和のアシル基を示
し、Xは水素原子又は単糖若しくは多糖残基を示す) で表わされる脂質誘導体が角質層の水分保持能力を根本
的に改善する作用を有すること。
Under these circumstances, the inventors of the present invention conducted intensive research to solve the above problems, and found that the following general formula (I) % formula % (in the formula, 几 is a saturated or unsaturated carbon number 15) Hydrocarbon group, 几2 represents a saturated or unsaturated acyl group having 16 to 26 carbon atoms that may have a hydrogen atom or a hydroxyl group, and X represents a hydrogen atom or a monosaccharide or polysaccharide residue) The derivative has the effect of fundamentally improving the water retention ability of the stratum corneum.

更にこの脂質誘導体に界面活性剤を併用するとその効果
が相乗的に増大することを見出し。
Furthermore, we discovered that when a surfactant is used in combination with this lipid derivative, its effect increases synergistically.

本発明を完成した。The invention has been completed.

すなわち、本発明は、一般式(I)で表わされる脂質誘
導体及び、更に界面活性剤を含有する化粧料を提供する
ものでめる。
That is, the present invention provides a cosmetic composition containing a lipid derivative represented by general formula (I) and a surfactant.

本発明で使用する一般式(I)で表わされる脂質誘導体
ri1例えば動物の皮膚、脳、卵等より抽出単離されて
いる。例えばスフィンゴシン(牛のIIQ)、ジヒドロ
スフィンゴシン、N、QルミトイルーDL−ゾヒドロス
フインゴシン、セラマイト(牛の脳−上記4化合物はい
ずれもセダリー・リサーチ・ラボラトリ−社製)、セラ
マイト(卵−アバンチ・?−ラー・リビツド社製)、セ
レブロシド(牛の脳−セダリー・リサーチ・ラボラトリ
−社製)。
The lipid derivative ri1 represented by the general formula (I) used in the present invention is extracted and isolated from, for example, animal skin, brain, eggs, etc. For example, sphingosine (cow IIQ), dihydrosphingosine, N,Q lumitoyl-DL-zohydrosphingosine, ceramite (cow brain - all the above four compounds are manufactured by Sedary Research Laboratory), ceramite (egg - avanti・?-manufactured by Ra Libits), cerebroside (cow brain-manufactured by Sedary Research Laboratory).

ガングリオシドGM、、ガングリオシドGM、、ガング
リオシドGM、、ガングリオシドGD]as ガングリ
オシドGDib 、ガングリオシドGD3.ガングリオ
シドGQlb、ガングリオシドGT1b(上記8化合物
はいずれもフナコシ薬品■販売)、ガングリオシド(牛
の脳−セダリー・リサーチ・ラボラトリ−社製)等が挙
げられ。
ganglioside GM, ganglioside GM, ganglioside GM, ganglioside GD] as ganglioside GDib, ganglioside GD3. Examples include ganglioside GQlb, ganglioside GT1b (all of the above eight compounds are sold by Funakoshi Pharmaceutical Co., Ltd.), and ganglioside (cow brain - manufactured by Sedary Research Laboratory).

これらは単独で、あるいは2種以上を組合せて使用感れ
る。
These can be used alone or in combination of two or more.

脂質誘導体(I)の化粧料への配合量は特に制限嘔れな
いが、通常乳化化粧料の場合には全組成の0.001〜
50重量%(以下単に%で示す)、4!に0.01〜4
0%が好ましく、またスクワトン等の液状炭化水素を基
剤とする油性化粧料の場合には0.01〜90%、特に
0.1〜50%が好ましい。
There are no particular restrictions on the amount of lipid derivative (I) added to cosmetics, but in the case of emulsified cosmetics, it is usually 0.001 to 0.001% of the total composition.
50% by weight (hereinafter simply expressed as %), 4! 0.01 to 4
0% is preferred, and in the case of oil-based cosmetics based on liquid hydrocarbons such as squatone, 0.01 to 90%, particularly 0.1 to 50% is preferred.

界面活性剤としては、非イオン界面活性剤、陰イオン界
面活性剤、両性界面活性剤の何れをも使用できるが、就
中特に非イオン界面活性剤が好適でるる。
As the surfactant, any of nonionic surfactants, anionic surfactants, and amphoteric surfactants can be used, but nonionic surfactants are particularly preferred.

非イオン界面活性剤としては1例えば?リオキシエチレ
ンアルキルエーテル、畝りオキジエチレンアルキルフェ
ニルエーテル、?リオキシエチレン脂肪酸エステル、ソ
ルビタン脂肪酸エステル、?リオキシエチレンソルビタ
ン脂肪酸エステル、脂肪酸モノグリセライド、グリセリ
ルエーテル等が挙げられる。その中でも1次の一般式(
I) H (式中、几、は炭素数8〜24のアルキル基を示す) で表わされるグリセリルエーテル、就中IL、が次式(
組 (式中、pは4〜10の整数、qは5〜11の整数を示
し、p + q = 11〜17でp=7%q=8を頂
点とする分布を有する) で表わされるものが好ましい。
What is an example of a nonionic surfactant? Rioxyethylene alkyl ether, ridge oxyethylene alkyl phenyl ether, ? Lioxyethylene fatty acid ester, sorbitan fatty acid ester, ? Examples include lyoxyethylene sorbitan fatty acid ester, fatty acid monoglyceride, and glyceryl ether. Among them, the first-order general formula (
I) Glyceryl ether represented by H (in the formula, 几 represents an alkyl group having 8 to 24 carbon atoms), especially IL, is represented by the following formula (
set (where p is an integer of 4 to 10, q is an integer of 5 to 11, and has a distribution with p + q = 11 to 17, with p = 7% and q = 8 as the apex) is preferred.

界面活性剤の配合量は、全組成の0.01〜20%、特
に0.1〜5%が好ましい。
The blending amount of the surfactant is preferably 0.01 to 20%, particularly 0.1 to 5% of the total composition.

本発明の化粧料には、上記必須成分の他に化粧料成分と
して一般に使用されている油分、保湿剤、紫外線吸収剤
、アルコール類、キレート剤h Pt(調整剤、防腐剤
、増粘剤、色素、香料等を任意に組合せて使用すること
ができる。
In addition to the above-mentioned essential ingredients, the cosmetic of the present invention contains oils, humectants, ultraviolet absorbers, alcohols, chelating agents hPt (conditioners, preservatives, thickeners, Any combination of dyes, fragrances, etc. can be used.

本発明化粧料は、種々の形態1例えばWlo、o/w型
乳化化粧料、タリーム、化粧乳液、化粧水、油性化粧料
、口紅、ファウンデーション、皮膚洗浄剤、ヘア=トニ
ック、整髪剤、養毛剤、育毛剤等の皮膚化粧料とするこ
とができる。
The cosmetics of the present invention can be used in various forms such as Wlo, O/W type emulsified cosmetics, Taleem, cosmetic emulsions, lotions, oily cosmetics, lipsticks, foundations, skin cleansers, hair tonics, hair styling products, hair tonics, It can be used as a skin cosmetic such as a hair growth agent.

〔作用〕[Effect]

本発明化粧料における式(I)で示される脂質誘導体の
作用機構の詳細は完全には解明されていないが、これが
角質細胞間に脂質膜を再構築して角質層の水分保持機能
を発揮するものと考えられる。また、界面活性剤は、こ
のような脂質誘導体の作用を相乗的に高めることができ
る。
Although the details of the mechanism of action of the lipid derivative represented by formula (I) in the cosmetic of the present invention have not been completely elucidated, it rebuilds the lipid membrane between the corneocytes and exerts the water retention function of the stratum corneum. considered to be a thing. Additionally, surfactants can synergistically enhance the action of such lipid derivatives.

〔発明の効果〕〔Effect of the invention〕

本発明化粧料ば、このような作用を有する脂質誘導体(
I)及び界面活性剤を含有するものであるため、肌あれ
に対して優れた改善及び予防効果を発揮することができ
る。
The cosmetics of the present invention contain lipid derivatives (
Since it contains I) and a surfactant, it can exhibit excellent improvement and preventive effects against rough skin.

〔実施例〕〔Example〕

次に実施例を挙げて説明する。なお、実施例における皮
膚コンダクタンス及び肌あれスコアは次の方法により試
験した。
Next, an example will be given and explained. In addition, the skin conductance and skin roughness score in Examples were tested by the following method.

(試験方法) 冬期に頬部に肌あれを起こしている20〜50才の女性
を被験者とし、左右の頬に異なる化粧料を2週間塗布す
る。2週間の塗布が終了した翌日に次の項目につき試験
を行なった。
(Test Method) Females between the ages of 20 and 50 who suffer from rough skin on their cheeks during winter were used as subjects, and different cosmetics were applied to the left and right cheeks for two weeks. The next day after the two-week application was completed, the following tests were conducted.

(I)  皮膚コンダクタンス 37℃の温水にて洗顔後、湛度20℃、湿度40%の部
屋で20分間安静にした後、角質層の水分含有量を皮膚
コンダグタンスメータ(IBS社製)にて測定した。コ
ンダクタンス値は値が少嘔いほど皮膚は肌めれし、5以
下ではひどい肌あれである。一方この値が20以上であ
れば肌おれはほとんど認められない。
(I) Skin conductance: After washing your face with warm water at 37°C, rest for 20 minutes in a room with a water content of 20°C and a humidity of 40%, and then measure the moisture content of the stratum corneum using a skin conductance meter (manufactured by IBS). It was measured using As for the conductance value, the lower the value, the rougher the skin becomes, and when it is less than 5, the skin is severely rough. On the other hand, if this value is 20 or more, skin irritation is hardly observed.

(2)肌あれスコア 肌あれを肉眼で観測し、下記基準により判定した。(2) Skin roughness score Skin roughness was observed with the naked eye and judged according to the following criteria.

実施例1 下記式(IVIで示される脂質誘導体セラマイト(セダ
リー・リサーチ・ラゼラトリー社製)を用いて次の第1
表に示す組成の化粧料を製造し、これを20〜50才の
女性10名を対象に、各々右又は左の頬に塗布し、皮膚
コンダクタンス及び肌あれについて評価した。結果を第
1表に示す。
Example 1 Using the lipid derivative Ceramite (manufactured by Sedary Research Lazeratory) represented by the following formula (IVI), the following first
Cosmetics having the compositions shown in the table were manufactured and applied to the right or left cheeks of 10 women aged 20 to 50, and evaluated for skin conductance and rough skin. The results are shown in Table 1.

L4 (式中、几、は炭素数16又tfi24の飽和アシル基
を示す) 以千ブ1゛ζ口 @1表 注)スコアは平均値士標準偏差組で示した。。
L4 (In the formula, 几 represents a saturated acyl group with 16 carbon atoms or 24 tfi) 1,000,1゛ζ口@1 Table Note) Scores are shown as a set of average value and standard deviation. .

以下同じ。same as below.

実施例2 牛の脳より得た下記式(v)で示ちれる脂質誘導体セレ
ブロシド(セダリー・リサーチ・ラダラトリー社製)を
用いて次の第2表に示す組成のW / O乳化化粧料を
製造し、その肌ろれについて評価した。結果を第3表に
示す。
Example 2 A W/O emulsion cosmetic having the composition shown in Table 2 below was produced using a lipid derivative cerebroside represented by the following formula (v) obtained from cow brain (manufactured by Sedary Research Ladderatory). The skin smoothness was evaluated. The results are shown in Table 3.

(式中、几、は水酸基を有することのある炭素数16〜
26の飽和又は不飽和のアシル基を示す) Lフl’ /I; +、 実施例3 牛の脳より得た下記式(VOで示される脂質誘導体ガン
グリオシド(セダリー・リサーチ・ラボラトリ−社製)
を用いて次の第4表に示す組成の化粧料を製造し、皮膚
コンダクタンス及び肌あれについて評価した。結果を第
4表に示す。
(In the formula, 几 has 16 or more carbon atoms, which may have a hydroxyl group.
(represents a saturated or unsaturated acyl group of 26) Lfl'/I;
Cosmetics having the compositions shown in Table 4 below were produced using the following, and evaluated for skin conductance and rough skin. The results are shown in Table 4.

(式中、fL6は水酸基?有することのある炭素数16
〜26の飽和又は不飽和のアシル基を示す。父、Gal
はガラクトース、Ga1NAcはN−アセチルガラタト
サミン@ G l cはグルコース、  NeuAcは
N−アセチルノイラミン酸を示す。) 第4表 (重量%) 本結果より、式(+)で示される脂質誘導体が角質の水
分保持機能改壱及び肌おれ改善効果は、これを単独で用
いるより、界面活性剤と組合せて用いる方が相乗的に向
上てれることが立証された。
(In the formula, fL6 is a hydroxyl group? 16 carbon atoms may have
~26 saturated or unsaturated acyl groups. Father, Gal
is galactose, Ga1NAc is N-acetylgalatatosamine@Glc is glucose, and NeuAc is N-acetylneuraminic acid. ) Table 4 (wt%) From these results, the lipid derivative represented by formula (+) improves the moisture retention function of the stratum corneum and improves skin irritation when used in combination with a surfactant rather than when used alone. It has been proven that this can be improved synergistically.

Claims (1)

【特許請求の範囲】 1、次の一般式( I ) ▲数式、化学式、表等があります▼( I ) (式中、R_1は炭素数15の飽和若しくは不飽和の炭
化水素基、R_2は水素原子又は水酸基を有することの
ある炭素数16〜26の飽和若しくは不飽和のアシル基
を示し、Xは水素原子又は単糖若しくは多糖残基を示す
) で表わされる脂質誘導体及び界面活性剤を含有する化粧
料。
[Claims] 1. The following general formula (I) ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ (I) (In the formula, R_1 is a saturated or unsaturated hydrocarbon group having 15 carbon atoms, R_2 is hydrogen a saturated or unsaturated acyl group having 16 to 26 carbon atoms that may have an atom or a hydroxyl group, and X represents a hydrogen atom or a monosaccharide or polysaccharide residue) and a surfactant. Cosmetics.
JP60260508A 1985-11-20 1985-11-20 Cosmetics Expired - Lifetime JP2544104B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60260508A JP2544104B2 (en) 1985-11-20 1985-11-20 Cosmetics

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60260508A JP2544104B2 (en) 1985-11-20 1985-11-20 Cosmetics

Publications (2)

Publication Number Publication Date
JPS62120308A true JPS62120308A (en) 1987-06-01
JP2544104B2 JP2544104B2 (en) 1996-10-16

Family

ID=17348933

Family Applications (1)

Application Number Title Priority Date Filing Date
JP60260508A Expired - Lifetime JP2544104B2 (en) 1985-11-20 1985-11-20 Cosmetics

Country Status (1)

Country Link
JP (1) JP2544104B2 (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2654618A1 (en) * 1989-11-23 1991-05-24 Sederma Sa Use in cosmetics of active principles which are intended for regulating cell multiplication
FR2673179A1 (en) * 1991-02-21 1992-08-28 Oreal CERAMIDES, PROCESS FOR PREPARING THEM AND THEIR APPLICATIONS IN COSMETICS AND DERMOPHARMACY.
FR2674748A1 (en) * 1991-04-03 1992-10-09 Oreal USE OF SPHINGOLIPIDS IN THE PREPARATION OF A COSMETIC OR DERMOPHARMACEUTICAL COMPOSITION PROTECTING THE SKIN AND HAIR AGAINST THE HARMFUL EFFECTS OF ATMOSPHERIC POLLUTION.
EP0647617A1 (en) * 1993-10-12 1995-04-12 L'oreal Ceramides, process for their preparation and their cosmetic uses
JPH08508742A (en) * 1993-04-20 1996-09-17 ユニリーバー・ナームローゼ・ベンノートシヤープ Cosmetic composition containing ceramide precursor
US5679357A (en) * 1991-08-01 1997-10-21 L'oreal Cationic dispersions based on ceramides and/or glycoceramides
EP0866693A1 (en) * 1995-10-18 1998-09-30 Mary Kay Inc. Topically applied, structural cellulite treatments
US6077972A (en) * 1997-11-04 2000-06-20 L'oreal Ceramide compound, process of preparation and use
WO2002003944A1 (en) * 2000-07-11 2002-01-17 L'oreal Composition comprising a ceramide precursor for improving natural or reconstructed epidermis, resulting skin equivalent
JP2011178677A (en) * 2010-02-26 2011-09-15 Kao Corp Skin care preparation for external use

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH399655A (en) * 1961-07-07 1965-09-30 Hoffmann La Roche Skin care products

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH399655A (en) * 1961-07-07 1965-09-30 Hoffmann La Roche Skin care products

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2654618A1 (en) * 1989-11-23 1991-05-24 Sederma Sa Use in cosmetics of active principles which are intended for regulating cell multiplication
US5773611A (en) * 1991-02-21 1998-06-30 L'oreal Ceramides, process for their preparation and their applications in the cosmetic and dermopharmaceutical fields
FR2673179A1 (en) * 1991-02-21 1992-08-28 Oreal CERAMIDES, PROCESS FOR PREPARING THEM AND THEIR APPLICATIONS IN COSMETICS AND DERMOPHARMACY.
US5618523A (en) * 1991-02-21 1997-04-08 L'oreal Ceramides, process for their preparation and their applications in the cosmetic and dermopharmaceutical fields
FR2674748A1 (en) * 1991-04-03 1992-10-09 Oreal USE OF SPHINGOLIPIDS IN THE PREPARATION OF A COSMETIC OR DERMOPHARMACEUTICAL COMPOSITION PROTECTING THE SKIN AND HAIR AGAINST THE HARMFUL EFFECTS OF ATMOSPHERIC POLLUTION.
US5679357A (en) * 1991-08-01 1997-10-21 L'oreal Cationic dispersions based on ceramides and/or glycoceramides
JPH08508742A (en) * 1993-04-20 1996-09-17 ユニリーバー・ナームローゼ・ベンノートシヤープ Cosmetic composition containing ceramide precursor
EP0647617A1 (en) * 1993-10-12 1995-04-12 L'oreal Ceramides, process for their preparation and their cosmetic uses
EP0866693A1 (en) * 1995-10-18 1998-09-30 Mary Kay Inc. Topically applied, structural cellulite treatments
EP0866693A4 (en) * 1995-10-18 1999-10-06 Mary Kay Inc Topically applied, structural cellulite treatments
US6077972A (en) * 1997-11-04 2000-06-20 L'oreal Ceramide compound, process of preparation and use
US6203808B1 (en) 1997-11-04 2001-03-20 L'oreal Ceramide compounds, process of preparation and use
WO2002003944A1 (en) * 2000-07-11 2002-01-17 L'oreal Composition comprising a ceramide precursor for improving natural or reconstructed epidermis, resulting skin equivalent
FR2811556A1 (en) * 2000-07-11 2002-01-18 Oreal COMPOSITION COMPRISING A PRECURSOR OF CERAMIDES, USE TO ENHANCE THE NATURAL OR RECONSTRUCTED EPIDERM, EQUIVALENT FROM SKIN OBTAINED
JP2011178677A (en) * 2010-02-26 2011-09-15 Kao Corp Skin care preparation for external use

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