JPH0678223B2 - Skin cosmetics - Google Patents
Skin cosmeticsInfo
- Publication number
- JPH0678223B2 JPH0678223B2 JP588186A JP588186A JPH0678223B2 JP H0678223 B2 JPH0678223 B2 JP H0678223B2 JP 588186 A JP588186 A JP 588186A JP 588186 A JP588186 A JP 588186A JP H0678223 B2 JPH0678223 B2 JP H0678223B2
- Authority
- JP
- Japan
- Prior art keywords
- skin
- ascorbic acid
- vitamin
- pivaloyl
- effect
- 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
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/678—Tocopherol, i.e. vitamin E
Description
【発明の詳細な説明】 （産業上の利用分野） 本発明は、後記特定のアスコルビン酸誘導体とビタミン
Ｅ系化合物を含有する皮膚化粧料に関し、更に詳しく
は、人体に好ましくない副作用や皮膚刺激を有さず、長
期保存しても安定で、しかも優れた肌荒れ防止効果、皮
膚の老化防止効果および優れた美白効果を同時に発現、
付与し得る皮膚化粧料に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Use) The present invention relates to a skin cosmetic containing a specific ascorbic acid derivative and a vitamin E-based compound described below, and more specifically, to adverse side effects and skin irritation on the human body. It does not exist, is stable even after long-term storage, and at the same time exhibits an excellent effect of preventing rough skin, an effect of preventing skin aging and an excellent whitening effect
The present invention relates to skin cosmetics that can be applied.
（従来の技術） 老化した皮膚は柔軟性、弾力性を失い、皮膚のシワが増
大し、乾燥して滑らかさのない荒れ肌で、角質細胞剥離
現象が認められる。(Prior Art) Aged skin loses flexibility and elasticity, wrinkles on the skin increase, and it is dry and non-rough skin, and keratinocyte detachment phenomenon is observed.
最近、皮膚老化防止に関する化粧料が僅かに提案されて
いるが、十分な効果を有するものが見あたらない。Recently, a few cosmetics for preventing skin aging have been proposed, but none of them has a sufficient effect.
一方、日焼けした肌を健常な肌色に回復するには、増加
形成しているメラニン色素の淡色漂白やメラニン生成過
程でのチロシナーゼ活性の阻害等が必要であるとされて
いる。On the other hand, it is said that in order to restore sunburnt skin to a healthy skin color, it is necessary to lightly bleach the melanin pigment that is increasing and to inhibit tyrosinase activity in the process of melanin production.
これらの原理を応用した美白化粧料の活性物質として、
いくつかのアスコルビン酸誘導体が研究され、アスコル
ビン酸の３−モノ直鎖脂肪酸エステル、2,6−ジ直鎖脂
肪酸エステル等が提案されている（特公昭45−15391
号、特公昭45−23634号）。しかしながら、化粧料に応
用した場合、経日安定性に問題があったり、変色、変臭
の原因となったり、また優れた美白効果が得られないと
いう欠点がある。As an active substance of whitening cosmetics applying these principles,
Several ascorbic acid derivatives have been studied, and 3-mono-linear fatty acid ester, 2,6-di-linear fatty acid ester of ascorbic acid, etc. have been proposed (Japanese Patent Publication No. 45-15391).
No., Japanese Patent Publication No. 45-23634). However, when it is applied to cosmetics, there are drawbacks in that it has a problem of stability over time, causes discoloration and odor, and cannot obtain an excellent whitening effect.
このように、皮膚老化防止効果と美白効果を発現、付与
し得る優れた皮膚化粧料は未だ見られない。As described above, an excellent skin cosmetic that can exert and impart the skin aging preventing effect and the whitening effect has not been found yet.
（発明が解決しようとする問題点） 本発明の目的は、長期保存しても安定で、変色、変臭、
活性低下等を起こすことなく、使用時には皮膚刺激なく
良好な感触を与えながら身体を美化し、魅力を増し、皮
膚をすこやかに保ち、皮膚老化防止効果と美白効果とを
同時に発現、付与し得る優れた皮膚化粧料を提供するこ
とにある。(Problems to be Solved by the Invention) The object of the present invention is to be stable even after long-term storage, and to prevent discoloration, odor,
It is excellent in that it can beautify the body while giving a good feeling without skin irritation when using it, increase attractiveness, keep the skin healthy, and simultaneously develop and impart the skin anti-aging effect and the whitening effect without causing a decrease in activity etc. To provide skin cosmetics.
（問題点を解決するための手段） 上述の目的は、 下記一般式 （式中、X1，X2，X3，X4のうち少なくとも１つはピバロ
イル基を示し、残余は水素原子を示す。） で表わされるアスコルビン酸誘導体（以下、便宜上ピバ
ロイルアスコルビン酸という）の少なくとも一つと、ビ
タミンE,ビタミンＥアセテート，ビタミンＥニコチネー
ト，ビタミンＥオロテートからなる群から選択された化
合物（以下、便宜上、ビタミンＥ系化合物という）の少
なくとも一つとを配合してなる皮膚化粧料によって達成
される。(Means for Solving Problems) The above-mentioned object is defined by the following general formula. (In the formula, at least one of X 1 , X 2 , X 3 , and X 4 represents a pivaloyl group, and the remainder represents a hydrogen atom.) Ascorbic acid derivative (hereinafter referred to as pivaloyl ascorbic acid for convenience) ) And at least one compound selected from the group consisting of Vitamin E, Vitamin E acetate, Vitamin E nicotinate, and Vitamin E orotate (hereinafter referred to as Vitamin E compound for convenience). Achieved by fees.
本発明に使用する前記のピバロイルアスコルビン酸は、
例えばアスコルビン酸とピバリン酸、またはアスコルビ
ン酸とピバロイルクロリドとを反応させることによって
得られる。The pivaloyl ascorbic acid used in the present invention is
For example, it can be obtained by reacting ascorbic acid with pivalic acid or ascorbic acid with pivaloyl chloride.
前記のピバロイルアスコルビン酸としては、２−Ｏ−ピ
バロイルアスコルビン酸,3−Ｏ−ピバロイルアスコルビ
ン酸,5−Ｏ−ピバロイルアスコルビン酸,6−Ｏ−ピバロ
イルアスコルビン酸,2,6−ジ−Ｏ−ピバロイルアスコル
ビン酸,3,6−ジ−Ｏ−ピバロイルアスコルビン酸,5,6−
ジ−Ｏ−ピバロイルアスコルビン酸,2,3−ジ−Ｏ−ピバ
ロイルアスコルビン酸,2,5,6−トリ−Ｏ−ピバロイルア
スコルビン酸,3,5,6−トリ−Ｏ−ピバロイルアスコルビ
ン酸,2,3,5,6−テトラ−Ｏ−ピバロイルアスコルビン酸
等である。As the pivaloyl ascorbic acid, 2-O-pivaloyl ascorbic acid, 3-O-pivaloyl ascorbic acid, 5-O-pivaloyl ascorbic acid, 6-O-pivaloyl ascorbic acid, 2,6-di-O-pivaloyl ascorbic acid, 3,6-di-O-pivaloyl ascorbic acid, 5,6-
Di-O-pivaloyl ascorbic acid, 2,3-di-O-pivaloyl ascorbic acid, 2,5,6-tri-O-pivaloyl ascorbic acid, 3,5,6-tri-O- Pivaloyl ascorbic acid, 2,3,5,6-tetra-O-pivaloyl ascorbic acid and the like.
本発明において、前記のピバロイルアスコルビン酸は、
各々単独でもしくはその２つ以上の混合物として皮膚化
粧料基剤に配合される。その配合量は、皮膚化粧料の形
態（種類）によって異なるけれども、総括的な配合量
は、当該化粧料の処方成分全量を基準として（以下同
様）、通常0.05〜10重量％，好ましくは0.5〜３重量％
の範囲内である。In the present invention, the pivaloyl ascorbic acid is
Each is used alone or as a mixture of two or more thereof in the skin cosmetic base. The blending amount varies depending on the form (kind) of the skin cosmetic, but the overall blending amount is usually 0.05 to 10% by weight, preferably 0.5 to 10% by weight based on the total amount of the prescription components of the cosmetic (hereinafter the same). 3% by weight
Within the range of.
本発明に使用する前記のビタミンＥ系化合物としては、
ビタミンE,ビタミンＥアセテート，ビタミンＥニコチネ
ート，ビタミンＥオロテートである。ビタミンＥとは、
α−トコフェロール，β−トコフェロール，γ−トコフ
ェロール，δ−トコフェロールまたはこれらの混合物を
指す。これらのビタミンＥ系化合物は、各々単独でもし
くはその２つ以上の混合物として皮膚化粧料基剤に配合
される。その総括的な配合量は、通常0.01〜５重量％，
好ましくは0.1〜２重量％の範囲内である。また、ピバ
ロイルアスコルビン酸(A)とビタミンＥ系化合物(B)との
配合割合は、(A)：(B)＝3:1〜1:2の範囲が好ましい。Examples of the vitamin E-based compound used in the present invention include:
Vitamin E, vitamin E acetate, vitamin E nicotinate, vitamin E orotate. What is Vitamin E?
It refers to α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol or a mixture thereof. These vitamin E-based compounds are blended in the skin cosmetic base individually or as a mixture of two or more thereof. The overall compounding amount is usually 0.01 to 5% by weight,
It is preferably within the range of 0.1 to 2% by weight. The mixing ratio of pivaloyl ascorbic acid (A) and vitamin E-based compound (B) is preferably (A) :( B) = 3: 1 to 1: 2.
本発明の皮膚化粧料の剤型は、特に限定されるものでな
く、クリーム状，乳液状，ローション状，パウダー状等
々の通常の化粧料の剤型を適用することが出来る。The dosage form of the skin cosmetic of the present invention is not particularly limited, and a usual cosmetic dosage form such as cream, emulsion, lotion, and powder can be applied.
本発明の化粧料は、他の成分として、乳化剤，油性物
質，保湿剤，香料，防腐剤，着色料，皮膚栄養剤などを
本発明の目的を達成する範囲内で適宜配合し得る。The cosmetics of the present invention may appropriately contain other components such as an emulsifier, an oily substance, a moisturizer, a fragrance, an antiseptic, a coloring agent, and a skin nutritional agent within the scope of achieving the object of the present invention.
（発明の効果） 本発明の皮膚化粧料は、皮膚機能を亢進し、肌のしわを
防止し、肌理（きめ）こまかなかつはりのある皮膚にす
ると共に、優れた美白効果等を発現し得る。(Effects of the Invention) The skin cosmetic of the present invention enhances skin functions, prevents wrinkles on the skin, makes the skin fine and fine and has a good elasticity, and can exhibit an excellent whitening effect and the like.
（作 用） 本発明におけるピバロイルアスコルビン酸は、適度な親
水性と親油性を有し化粧料の系中での安定性、化粧料基
材との相溶性、乳化性、人体に対する安全性が高く良好
であるので、皮膚化粧料の処方設計が容易となり、そし
て経日安定性が良好で、皮膚刺激なくフィーリングの良
い良好な感触を与える化粧料を提供することができる。(Operation) Pivaloyl ascorbic acid in the present invention has appropriate hydrophilicity and lipophilicity, stability in cosmetics system, compatibility with cosmetics base material, emulsifying property, and safety to human body. Therefore, it is possible to provide a cosmetic composition which facilitates the formulation design of a skin cosmetic composition, has a good stability over time, and gives a good feeling and a good feeling without skin irritation.
本発明の皮膚化粧料を皮膚に塗布すると前記ピバロイル
アスコルビン酸は速やかに皮脂中に溶解、拡散して容易
に皮内に浸透して、皮膚組織の活性および代謝を促進す
る。そして、同様に皮内に浸透したビタミンＥ系化合物
との相補的、相乗的な作用により、前記の顕著な効果を
奏し得る。When the skin cosmetic of the present invention is applied to the skin, the pivaloyl ascorbic acid promptly dissolves and diffuses in sebum and easily penetrates into the skin to promote the activity and metabolism of skin tissue. Further, similarly, the above-mentioned remarkable effect can be obtained by a complementary and synergistic action with the vitamin E compound that has penetrated into the skin.
（実施例） 以下、実施例について説明する。(Example) Hereinafter, an example will be described.
なお、実施例に示す％とは重量％を意味する。In addition,% shown in the examples means% by weight.
実施例に記載の角質層のターンオーバー速度測定方法、
官能効果のパネルテスト、美白効果のパネルテスト、皮
膚明度回復試験法は下記の通りである。A method for measuring the turnover speed of the stratum corneum described in Examples,
The sensory effect panel test, the whitening effect panel test, and the skin lightness recovery test method are as follows.
(1) 角質層のターンオーバー速度測定方法 蛍光色素のダンシルクロライドを白色ワセリン中に５重
量％配合した軟膏を作り、被検者の前腕部の皮膚に24時
間閉塞貼布し、角質層にダンシルクロライドを浸透結合
させる。その後同じ部位に１日２回（朝・夕）被検試料
を塗布し、毎日ダンシルクロライドの蛍光をしらべ、そ
の蛍光が消滅するまでの日数を皮膚角質層のターンオー
バー速度とした。なお、通常の皮膚角質層のターンオー
バー速度は14〜16日であるが、老化した皮膚においては
18日前後にのびる。それに対して老化防止効果が現れる
と12日前後にまで短縮される。今回は被検者５名により
行ない、平均値を算出した。(1) Method for measuring turnover rate of stratum corneum An ointment was prepared by blending the fluorescent dye dansyl chloride with 5% by weight of white petrolatum, and applied on the skin of the subject's forearm for 24 hours, and dansyl was applied to the stratum corneum. Osmotically bind chloride. After that, the test sample was applied to the same site twice a day (morning and evening), the fluorescence of dansyl chloride was examined every day, and the number of days until the fluorescence disappeared was defined as the turnover speed of the stratum corneum. The normal turnover rate of the stratum corneum is 14 to 16 days, but in aged skin,
It extends around 18 days. On the other hand, when the anti-aging effect appears, it is shortened to around 12 days. This time, the test was performed by 5 examinees, and the average value was calculated.
(2) 官能効果のパネルテスト 50名の中年（30〜50才）の女子パネラーの顔面に試料を
１日２回、２ケ月間連続塗布し、パネラー本人が試験開
始前および終了後の皮膚の状態を、「しわ伸ばし効
果」、「はりに対する効果」、「きめに対する効果」に
つきそれぞれ評価した。(2) Panel test for sensory effect The sample was continuously applied to the face of 50 middle-aged female panelists (30 to 50 years old) twice a day for 2 months, and the panelist himself conducted the skin before and after the test. The state of was evaluated for "wrinkle extension effect", "effect on beam", and "effect on texture", respectively.
(3) 美白効果のパネルテスト 日焼けに悩む被験者（女子）20名のパネラーに試料を毎
日朝・夕一回２ケ月塗布し、「有効」、「やや有効」、
または「無効」のいずれかをパネラー本人が判定した。(3) Panel test for whitening effect The sample was applied to 20 panelists (women) suffering from sunburn every morning / evening for two months every day for "effective", "somewhat effective",
Alternatively, the panelist himself judged either "invalid".
(4) 皮膚色明度回復試験 被試験者20名の背部皮膚にUV−Ｂ領域の紫外線を最小紅
斑量の２倍量照射し、１週間の後、その照射部に試料塗
布部位と非塗布部位とを設定して各々の皮膚の基準明度
（Vo値、Vo′値）を測定した。引続いて塗布部位には試
料を１日１回ずつ３ケ月間連続塗布し、13週間後の塗布
部位及び非塗布部位の皮膚の明度（Vn…値、Vn′…値）
を測定して、第１表の判定基準により、皮膚色の回復評
価を実施した。(4) Skin color lightness recovery test The back skin of 20 test subjects was irradiated with UV rays in the UV-B region at twice the minimum erythema dose, and after 1 week, the irradiated parts were exposed to the sample application site and the non-application site. By setting and, the standard lightness (V o value, V o ′ value) of each skin was measured. Subsequently have to sample once a day every 3 months continuous coating to the application site, application site and the uncoated area of skin brightness after 13 weeks (V n ... value, V n '... value)
Was measured, and skin color recovery evaluation was performed according to the criteria shown in Table 1.
尚、皮膚の明度（Ｖ値）は高速分光色彩計で測定して得
られたマンセル値より算出した。また、評価は被試験者
20名の13週間後の評価点の平均値で示した。The lightness (V value) of the skin was calculated from the Munsell value obtained by measuring with a high-speed spectrocolorimeter. In addition, the evaluation is the subject
The average value of the evaluation points of 20 persons after 13 weeks is shown.
実施例１〜４、比較例１〜４ 〔二層型ローション〕 下記の組成に於いて第2,3表に示す通りにアスコルビン
酸の誘導体とビタミンＥ系化合物の種類及び配合量を変
えて、実施例、比較例である二層型ローションを調製し
て諸試験を実施した。その結果を第2,3表に示した。 Examples 1 to 4 and Comparative Examples 1 to 4 [Two-layered lotion] In the following compositions, as shown in Tables 2 and 3, the types and blending amounts of the ascorbic acid derivative and the vitamin E-based compound were changed, Two-layer lotions, which are Examples and Comparative Examples, were prepared and various tests were carried out. The results are shown in Tables 2 and 3.
実施例５〜７、比較例５〜６ 〔スキンクリーム〕 実施例１と同様に、下記の組成に於いて種々の実施例、
比較例のスキンクリームを調製して諸試験を実施した。
その結果を第４表に示した。 Examples 5 to 7 and Comparative Examples 5 to 6 [Skin Cream] Similar to Example 1, various Examples with the following compositions were used.
Various tests were carried out by preparing a skin cream of Comparative Example.
The results are shown in Table 4.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭61−30510（ＪＰ，Ａ) 特開 昭61−85308（ＪＰ，Ａ) 特開 昭61−100511（ＪＰ，Ａ) 特開 昭61−53209（ＪＰ，Ａ) 特開 昭60−239419（ＪＰ，Ａ) 特開 昭60−23307（ＪＰ，Ａ) 特開 昭58−222078（ＪＰ，Ａ) 特開 昭57−156479（ＪＰ，Ａ) 特開 昭62−84072（ＪＰ，Ａ) 特開 昭61−246174（ＪＰ，Ａ) 特公 昭45−15391（ＪＰ，Ｂ１) ─────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A 61-30510 (JP, A) JP-A 61-85308 (JP, A) JP-A 61-100511 (JP, A) JP-A 61- 53209 (JP, A) JP 60-239419 (JP, A) JP 60-23307 (JP, A) JP 58-222078 (JP, A) JP 57-156479 (JP, A) JP-A-62-84072 (JP, A) JP-A-61-246174 (JP, A) JP-B-45-15391 (JP, B1)
Claims (1)
イル基を示し、残余は水素原子を示す。） で表わされるアスコルビン酸誘導体の少なくとも一つ
と、ビタミンE,ビタミンＥアセテート，ビタミンＥニコ
チネート，ビタミンＥオロテートからなる群から選択さ
れた化合物の少なくとも一つとを配合してなる皮膚化粧
料。1. The following general formula (In the formula, at least one of X 1 , X 2 , X 3 , and X 4 represents a pivaloyl group, and the rest represents a hydrogen atom.) At least one of ascorbic acid derivatives represented by the formula, vitamin E, and vitamin E. A skin cosmetic composition comprising at least one compound selected from the group consisting of acetate, vitamin E nicotinate, and vitamin E orotate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP588186A JPH0678223B2 (en) | 1986-01-14 | 1986-01-14 | Skin cosmetics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP588186A JPH0678223B2 (en) | 1986-01-14 | 1986-01-14 | Skin cosmetics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62164609A JPS62164609A (en) | 1987-07-21 |
| JPH0678223B2 true JPH0678223B2 (en) | 1994-10-05 |
Family
ID=11623241
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP588186A Expired - Fee Related JPH0678223B2 (en) | 1986-01-14 | 1986-01-14 | Skin cosmetics |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0678223B2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6329330B1 (en) * | 1998-06-01 | 2001-12-11 | Johnson & Johnson Consumer Companies, Inc | Photostable compositions |
| EP0964047B1 (en) * | 1998-06-01 | 2003-10-29 | Johnson & Johnson Consumer Companies, Inc. | Anti-oxidant system |
| US6730310B2 (en) | 1998-10-30 | 2004-05-04 | Colgate-Palmolive Company | Wash-off vitamin E compositions |
| MY127741A (en) * | 2000-04-03 | 2006-12-29 | Colgate Palmolive Co | Wash-off vitamin e compositions |
| JP5244284B2 (en) | 2004-01-21 | 2013-07-24 | 花王株式会社 | Wrinkle improving agent |
| TW201629077A (en) * | 2014-10-21 | 2016-08-16 | Suntory Holdings Ltd | Ascorbic acid derivative and glycoside production method using same |
-
1986
- 1986-01-14 JP JP588186A patent/JPH0678223B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62164609A (en) | 1987-07-21 |
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