JPH0245408A - Skin-beautifying cosmetic - Google Patents
Skin-beautifying cosmeticInfo
- Publication number
- JPH0245408A JPH0245408A JP19483988A JP19483988A JPH0245408A JP H0245408 A JPH0245408 A JP H0245408A JP 19483988 A JP19483988 A JP 19483988A JP 19483988 A JP19483988 A JP 19483988A JP H0245408 A JPH0245408 A JP H0245408A
- Authority
- JP
- Japan
- Prior art keywords
- ascorbic acid
- acid
- kojic
- skin
- kojic acid
- 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
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
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
-
- 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
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)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、コウジ酸またはコウジ酸塩配合化粧料製品に
アスコルビン酸またはアスコルビン酸塩、アスコルビン
酸誘導体を配合することにより、コウジ酸とアスコルビ
ン酸の相乗効果により色白効果を高めることができる色
白化粧料に関するものである。Detailed Description of the Invention [Industrial Application Field] The present invention provides a method for combining kojic acid and ascorbic acid by blending ascorbic acid, an ascorbate salt, or an ascorbic acid derivative into a cosmetic product containing kojic acid or a kojate salt. This invention relates to a skin-lightening cosmetic that can enhance the skin-whitening effect through the synergistic effect of the following.
[従来の技術]
従来コウジ酸は、漂白1色白効果を有する成分として知
られており、コウジ酸を色白成分として、クリーム類、
パック類、乳液・乳剤類、ローション類等に配合して、
その効果を上げている(特公昭32−8100.特開昭
53−3538号公報など)。[Prior Art] Kojic acid is conventionally known as a component that has a bleaching and skin-whitening effect.
Added to packs, milky lotions, lotions, etc.
The effect has been achieved (Japanese Patent Publication No. 32-8100, Japanese Patent Application Laid-Open No. 53-3538, etc.).
また、アスコルビン酸またはアスコルビン酸塩1アスコ
ルビン酸誘導体も、色白効果を有する成分として古くか
ら知られている。(性向はか、ビタミン、28巻、50
1頁、1963)[発明が解決しようとする問題点J
コウジ酸またはコウジ酸塩を化粧料に配合すると、色白
効果が見られ、シミ・ソバカスの予防等に効果がある。Furthermore, ascorbic acid or ascorbate 1 ascorbic acid derivatives have been known for a long time as ingredients that have a skin-lightening effect. (What is your tendency? Vitamin, Volume 28, 50
1, 1963) [Problem to be Solved by the Invention J When kojic acid or kojic acid salts are blended into cosmetics, a skin whitening effect can be seen and it is effective in preventing spots and freckles.
しかしながら、コウジ酸またはコウジ酸塩のみでは、そ
の色白効果は弱く、クリームを毎日塗っても、効果が現
われるまでに1ケ月以上もかかるという欠点があった。However, using kojic acid or kojic acid salt alone has a weak skin-whitening effect, and even if the cream is applied daily, it takes more than a month for the effect to appear.
アスコルビン酸、アスコルビン酸塩、アスコルビン酸誘
導体も、コウジ酸同様色白効果が見られるが、その色白
効果はコウジ酸よりも弱く、さらに強い色白効果がある
ものが望まれていた。Like kojic acid, ascorbic acid, ascorbate salts, and ascorbic acid derivatives have a skin-lightening effect, but their skin-lightening effect is weaker than that of kojic acid, and there has been a desire for something with an even stronger skin-lightening effect.
本発明者等は、さらに色白効果の優れた化粧料を開発す
べく鋭意研究を重ねた結果、コウジ酸またはコウジ酸塩
配合化粧料製品にアスコルビン酸またはアスコルビン酸
塩、アスコルビン酸誘導体を配合することにより、コウ
ジ酸とアスコルビン酸の相乗効果により、さらに高い色
白効果を得ることができることを見い出し、本発明を完
成するに至った。As a result of intensive research to develop cosmetics with further superior skin whitening effects, the present inventors have discovered that ascorbic acid, ascorbate, or ascorbic acid derivatives are blended into cosmetic products containing kojic acid or kojic acid salts. The inventors have discovered that the synergistic effect of kojic acid and ascorbic acid can provide even higher skin whitening effects, and have completed the present invention.
すなわち、本発明は、コウジ酸またはコウジ酸塩と、ア
スコルビン酸、アスコルビン酸塩およびアスコルビン酸
誘導体から選ばれる少なくとも1種を含有することを特
徴とする色白化粧料に関するものである。That is, the present invention relates to a fair-skinned cosmetic containing kojic acid or a kojic acid salt and at least one selected from ascorbic acid, ascorbate and ascorbic acid derivatives.
以下に本発明の詳細な説明する。The present invention will be explained in detail below.
本発明に適用されるコウジ酸は、化学名が5−オキシ−
2−才キジメチル−γ−ピロン(C@ H@ 04)で
あり、主として、アスペルギルス属等の微生物の発酵液
より抽出又は再結晶等を行なって得られるものであるが
、もちろん合成的手法によって得られるものも使用可能
である。Kojic acid applied to the present invention has a chemical name of 5-oxy-
2-year-old pheasant methyl-γ-pyrone (C@H@04) is obtained mainly by extraction or recrystallization from the fermentation liquid of microorganisms such as Aspergillus, but of course it can also be obtained by synthetic methods. It is also possible to use the
本発明においては、コウジ酸だけでなくコウジ酸塩も用
いることができる。In the present invention, not only kojic acid but also kojic acid salts can be used.
本発明に使用するアスコルビン酸、アスコルビン酸塩お
よびアスコルビン酸誘導体は、In、L体、ラセミ体の
どれを用いてもかまわない、アスコルビン酸塩としては
、アスコルビン酸ナトリウム、アスコルビン酸カリウム
が一般に用いられるが、還元作用があり、色白効果が認
められるものであれば特に指定されるものではない、ま
た、アスコルビン酸誘導体としては、脂溶性のアスコル
ビン酸バルミチン酸エステル、アスコルビン酸ステアリ
ン酸エステル、アスコルビン酸2.6パルミテート、ア
スコルビン酸の安定な誘導体として、3位のOH基をリ
ン酸エステル化したアスコルビン酸−3−リン酸エステ
ルマグネシウムなどが一般的に用いられるが、還元作用
があり、色白効果が認められるものであれば特に指定さ
れるものではない。Ascorbic acid, ascorbate, and ascorbic acid derivatives used in the present invention may be In, L-form, or racemic. As the ascorbate, sodium ascorbate and potassium ascorbate are generally used. However, ascorbic acid derivatives are not particularly specified as long as they have a reducing effect and have a skin-lightening effect.Ascorbic acid derivatives include fat-soluble ascorbic acid balmitic acid ester, ascorbic acid stearic acid ester, and ascorbic acid 2 As a stable derivative of .6 palmitate and ascorbic acid, magnesium ascorbic acid-3-phosphate, which has the OH group at the 3-position phosphoric acid esterified, is generally used, but it has a reducing effect and has been observed to have a fairing effect. There is no specific requirement as long as it is possible.
次に、本発明により提供される色白化粧料としてはクリ
ーム、乳液、化粧水、パウダー、バック、リップカラー
、アンダーメークアップ。Next, the fairing cosmetics provided by the present invention include creams, milky lotions, lotions, powders, makeup bags, lip colors, and under makeup.
サンケアなど多(のものを挙げることができる。There are many things such as sun care.
前記のコウジ酸、コウジ酸塩とアスコルビン酸、アスコ
ルビン酸塩、アスコルビン酸誘導体とは、どのような組
み合わせで用いてもかまわない、また、組み合わせが1
種類と1種類、1種類と多種類、多種類と1種類、多種
類と多種類であってもかまわない、コウジ酸およびアス
コルビン酸の配合量は化粧料の性質に応じて任意に選択
されるが、通常は該化粧料全重量に対しコウジ酸または
コウジ酸塩が0.002〜14重量%、好ましくは、0
.2〜4.0重量%、アスコルビン酸、アスコルビン酸
塩、アスコルビン酸誘導体の配合量は、一般には0.0
1−15重量%、好ましくは、0.3〜5.0重量%の
範囲である。かかる特定範囲内で、コウジ酸、コウジ酸
塩およびアスコルビン酸、アスコルビン酸塩、アスコル
ビン酸誘導体を配合した場合、それぞれを単独で用いる
よりも、より大きい色白効果を得ることができる。The above-mentioned kojic acid, kojic acid salts and ascorbic acid, ascorbate salts, and ascorbic acid derivatives may be used in any combination;
It may be one type and one type, one type and many types, many types and one type, or many types and many types.The amounts of kojic acid and ascorbic acid to be blended are arbitrarily selected depending on the properties of the cosmetic. However, the amount of kojic acid or kojic acid salt is usually 0.002 to 14% by weight, preferably 0.002 to 14% by weight based on the total weight of the cosmetic.
.. The amount of ascorbic acid, ascorbate, and ascorbic acid derivatives is generally 0.0% by weight.
It ranges from 1 to 15% by weight, preferably from 0.3 to 5.0% by weight. When kojic acid, kojic acid salts, ascorbic acid, ascorbate salts, and ascorbic acid derivatives are blended within such specific ranges, a greater skin whitening effect can be obtained than when each is used alone.
本発明に係わる色白化粧料には、一般的な成分の他に、
通常化粧料に用いられる添加剤、例λば、油脂類、海面
活性剤、酸化防止剤、香料、色素、アルコール類、防腐
剤、サンスクリーン剤、水、保温剤、ビタミン等を配合
することができる。In addition to general ingredients, the fair skin cosmetics according to the present invention include:
Additives commonly used in cosmetics, such as oils and fats, surfactants, antioxidants, fragrances, pigments, alcohols, preservatives, sunscreens, water, heat insulating agents, vitamins, etc., can be added. can.
[実施例1
以下本発明を実施例によって示すが1本発明はもとより
これらの実施例のみに限定されるものではない。[Example 1] The present invention will be illustrated below with reference to Examples, but the present invention is not limited to these Examples.
実施例1 (クリーム)
・ステアリン酸 1.0重量%・ス
テアリルアルコール 6.0・水添ラノリン
5.0・オクチルドデシルアル
コール 10.0・プロピレングリコール
5.0・コウジ酸
0.5
・アスコルビン酸ステア
リン酸エステル
・精製水
・香料
・防腐剤
実施例2(乳液)
・ステアリン酸
・セタノール
・ワセリン
流動パラフィン
・ポリオキシエチレンモノ
オレイン酸エステル
トリエタノールアミン
ポリエチレングリコール
コウジ酸ナトリウム
アスコルビン酸
精製水
香料
実施例3(化粧水)
・95%エタノール
1.0
65.5
適量
適量
2.5重量%
1.5
5.0
1O90
10,0重量%
・グリセリン
・プロピレングリコール
・ポリオキシエチレン硬化ヒマシ油
・クエン酸
・クエン酸ナトリウム
・コウジ酸
・アスコルビン酸ナトリウム
・精製水
・香料
実施例4(バック)
・酢酸ビニル樹脂エマルショ
・ポリビニルアルコール
・オリーブ油
・グリセリン
・亜鉛華
・カオリン
・エタノール
・コウジ酸
ン
・アスコルビン酸リン酸
エステルマグネシウム 0.5・精製水
・香料
45.5
適量
試験1
本発明のツウジ酸。アスコルビン酸ナトリウムのメラニ
ン抑制作用に対する相乗効果試験を行なった。Example 1 (Cream) - Stearic acid 1.0% by weight - Stearyl alcohol 6.0 - Hydrogenated lanolin 5.0 - Octyldodecyl alcohol 10.0 - Propylene glycol
5.0 ・Kojic acid 0.5 ・Ascorbic acid stearate ester ・Purified water ・Fragrance ・Preservative Example 2 (emulsion) ・Stearic acid ・Cetanol ・Vaseline Liquid paraffin ・Polyoxyethylene monooleate ester triethanolamine polyethylene Glycol Sodium Kojinate Ascorbic Acid Purified Water Fragrance Example 3 (Lotion) ・95% Ethanol 1.0 65.5 Appropriate amount 2.5% by weight 1.5 5.0 1O90 10.0% by weight ・Glycerin/Propylene glycol・Polyoxyethylene hydrogenated castor oil ・Citric acid ・Sodium citrate ・Kojic acid ・Sodium ascorbate ・Purified water ・Fragrance example 4 (bag) ・Vinyl acetate resin emulsion ・Polyvinyl alcohol ・Olive oil ・Glycerin ・Zinc white ・Kaolin ・Ethanol/Kojic acid/Magnesium ascorbic acid phosphate 0.5/Purified water/Fragrance 45.5 Adequacy test 1 Kojic acid of the present invention. A synergistic effect test on the melanin suppressing effect of sodium ascorbate was conducted.
試料
A:水
B : 0.5mMfmmol/gを意味する。以下同
様)コウジ酸
C:0.5mMアスコルビン酸ナトリウムD:1.Om
Mアスコルビン酸ナトリウムE:0.5mMコウジ酸+
0.5mMアスコルビン酸ナトリウム
F:0.5mMコウジ酸+1.Om&lアスコルビン酸
ナトリウム
L−チロシン溶液(0,3mg/m)を1IR1゜マツ
クルペイン氏緩衝液(pH6,8)を1−および上記試
料を0.9J入れ、分光光度計〔日立U−3200)中
を37℃に保ち、15分間、分光光度計中で撹拌した。Sample A: Water B: Means 0.5mMfmmol/g. Same below) Kojic acid C: 0.5mM Sodium ascorbate D: 1. Om
M sodium ascorbate E: 0.5mM kojic acid +
0.5mM sodium ascorbate F: 0.5mM kojic acid +1. Add 1IR of Om&l sodium ascorbate L-tyrosine solution (0.3mg/m), 1° of Matsukulupein's buffer (pH 6,8) and 0.9J of the above sample, and place in a spectrophotometer [Hitachi U-3200]. It was kept at 37° C. and stirred in a spectrophotometer for 15 minutes.
37℃で撹拌を保ちながら、O,l−チロシナーゼ溶液
(0,2mg/’+nf)を加え、475nmでタイム
スキャンをとり、生成してくる赤色のドーパ−クロム(
メラニン色素の前駆物質)の生成量と時間との関係を求
めた。その結果は、第1図に示した。While stirring at 37°C, add O,l-tyrosinase solution (0.2mg/'+nf) and take a time scan at 475nm to detect the red doperchrome (
The relationship between the amount of melanin pigment (precursor of melanin pigment) produced and time was determined. The results are shown in FIG.
試料A(水)と比べて、試料B−Hにメラニン抑制効果
が見られた。試料B (0、5mMコウジ酸)は、試料
C(0,5++tlアスコルビン酸ナトリウム)に比べ
てメラニン抑制効果が強かった。試料Bは、直線的にド
ーパ−クロム生成を抑制した。試料C,Dは、試料Bよ
りも抑制効果が小さいが、ドーパ−クロム生成反応が途
中で止まった。Compared to sample A (water), samples B-H exhibited a melanin-suppressing effect. Sample B (0.5 mM kojic acid) had a stronger melanin suppressing effect than Sample C (0.5++ tl sodium ascorbate). Sample B linearly suppressed doper chromium formation. Samples C and D had a smaller suppressive effect than sample B, but the doper chromium production reaction stopped midway.
試料B、Cと試料Eを比べると、試料Eは、試料B、C
いずれよりもドーパ−クロムを抑制していることがわか
った0例えばドーパ−クロム生成までの時間で見ると、
試料B5分、試料CO分に対し、試料Eは、10分であ
った。Comparing samples B and C with sample E, sample E is different from samples B and C.
It was found that doper chromium was suppressed more than any other method.For example, when looking at the time until doper chromium formation
Sample B took 5 minutes and sample CO took 10 minutes.
同様に試料B、Dと試料Fを比べると、より明確にその
相乗効果を認めることができた。ドーパ−クロム生成ま
での時間は、試料85分、試料D2分に対し、試料Fは
15分であった。また。Similarly, when Samples B, D and Sample F were compared, the synergistic effect could be more clearly recognized. The time required for doper chrome formation was 85 minutes for sample and 2 minutes for sample D, while sample F took 15 minutes. Also.
試料Fは、その強力なドーパ−クロム生成抑制効果ばか
りか、試料りよりも、低い位置でドーパ−クロム生成反
応が止まった。Sample F not only had a strong doper chromium production suppressing effect, but also stopped the doper chromium production reaction at a lower position than sample F.
以上より、コウジ酸とアスコルビン酸ナトリウムを混合
することで、それぞれ単独よりもより強力にドーパ−ク
ロムの生成を抑制した。したがって、それぞれ単独より
も、すぐれた美白3色白効果0日焼防止効果を有するも
のであることがわかる。From the above, by mixing kojic acid and sodium ascorbate, the formation of doperchrome was suppressed more strongly than when each was used alone. Therefore, it can be seen that each of these products has superior whitening, three-skin whitening, and zero sun protection effects compared to each of them alone.
試験2 クリームの色白効果試験を行なった。Exam 2 A skin whitening effect test of the cream was conducted.
女性40名を、各10名ずつA、B、C,Dの4群に分
けた。Forty women were divided into four groups, A, B, C, and D, each with 10 women.
A群
実施例1より、ツウジ酸。アスコルビン酸ステアリン酸
エステルを除いたクリームを用い、毎日60日間、顔面
に塗布した。From Group A Example 1, tudic acid. A cream without ascorbic acid stearate was used and applied to the face daily for 60 days.
B群
実施例1より、アスコルビン酸ステアリン酸エステルを
除いたクリームを用い、毎日、60日間顔面に塗布した
。Group B A cream from Example 1 except ascorbic acid stearate was used and applied to the face every day for 60 days.
C群
実施例1より、コウジ酸を除いたクリームを用い、毎日
、60日間顔面に塗布した。Group C A cream from Example 1 except for the kojic acid was applied to the face every day for 60 days.
D群
実施例1のクリームを、毎日、60日間、顔面に塗布し
た。Group D The cream of Example 1 was applied to the face daily for 60 days.
その後表1に示す方法で官能評価試験を行った。Thereafter, a sensory evaluation test was conducted using the method shown in Table 1.
表1
表2に示すように、本発明による色白化粧料は、A、B
、C群、すべてと比較して、評点が高い結果になってい
る。B、C群両方の効果を兼ね合わせており、特に肌の
はり、(すみに対しては顕著な効果を確認することがで
きた。Table 1 As shown in Table 2, the fair skin cosmetics according to the present invention are A, B
, Group C, the results are higher than all the scores. It combines the effects of both groups B and C, and was particularly effective on skin firmness and dark spots.
表2
試験3
コウジ酸は、化学的に不安定で、光にあたると分解1着
色し1色白効果が弱くなる欠点があった。しかし、以下
の試験により、本発明は、色白効果の他にもさらに、コ
ウジ酸を化学的に安定にすることがわかった。Table 2 Test 3 Kojic acid has the drawback that it is chemically unstable, and when exposed to light, it decomposes and becomes colored, resulting in a weakened whitening effect. However, the following tests revealed that the present invention, in addition to the skin-lightening effect, also makes kojic acid chemically stable.
A群
実施例3の化粧水からアスコルビン酸ナトリウムを除い
た化粧水を、透明なビンに入れ3日間、直射日光にさら
した。The lotion obtained by removing sodium ascorbate from the lotion of Group A Example 3 was placed in a transparent bottle and exposed to direct sunlight for 3 days.
B群
実施例3の化粧水を透明なビンに入れ3日間、直射日光
にさらした。Group B The lotion of Example 3 was placed in a transparent bottle and exposed to direct sunlight for 3 days.
光による、化粧水の着色を、分光光度計を用い、450
nmの吸光度で測定した。その結果を、表3に示した。Coloring lotion due to light using a spectrophotometer, 450
It was measured by absorbance at nm. The results are shown in Table 3.
表3
表3に示すように、アスコルビン酸ナトリウムにより、
コウジ酸が、光に対して化学的に安定になることがわか
る。Table 3 As shown in Table 3, sodium ascorbate allows
It can be seen that kojic acid becomes chemically stable against light.
つまり、本発明は、相乗効果により色白効果を高めるば
かりでな(、さらにコウジ酸を光に対して安定化する効
果があることがわかった。In other words, it has been found that the present invention not only enhances the skin whitening effect due to the synergistic effect, but also has the effect of stabilizing kojic acid against light.
第1図は、コウジ酸とアスコルビン酸ナトリウムによる
メラニン抑制効果に関する試験結果を示す。
特許出願人 f1401関西ペイント株式会社第1図
計量 (亦)FIG. 1 shows test results regarding the melanin suppressing effects of kojic acid and sodium ascorbate. Patent applicant f1401 Kansai Paint Co., Ltd. Figure 1 Measurement (亦)
Claims (1)
スコルビン酸塩およびアスコルビン酸誘導体から選ばれ
る少なくとも1種を含有することを特徴とする色白化粧
料。1. A fair-skinned cosmetic containing kojic acid or a kojic acid salt and at least one selected from ascorbic acid, ascorbate and ascorbic acid derivatives.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19483988A JPH0245408A (en) | 1988-08-04 | 1988-08-04 | Skin-beautifying cosmetic |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19483988A JPH0245408A (en) | 1988-08-04 | 1988-08-04 | Skin-beautifying cosmetic |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0245408A true JPH0245408A (en) | 1990-02-15 |
Family
ID=16331129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19483988A Pending JPH0245408A (en) | 1988-08-04 | 1988-08-04 | Skin-beautifying cosmetic |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0245408A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5189999A (en) * | 1989-09-06 | 1993-03-02 | Bayerische Motoren Werke Ag | Device for adjusting the relative angle of rotation of a shaft to a drive wheel, especially the camshaft of an internal combustion engine |
| US5195474A (en) * | 1991-03-15 | 1993-03-23 | Honda Giken Kogyo Kabushiki Kaisha | Oil supply system in internal conbustion engine |
| US5243935A (en) * | 1991-03-06 | 1993-09-14 | Aisin Seiki Kabushiki Kaisha | Valve opening and closing timing control apparatus |
| US5247914A (en) * | 1991-05-29 | 1993-09-28 | Atsugi Unisia Corporation | Intake- and/or exhaust-valve timing control system for internal combustion engines |
| US5271360A (en) * | 1990-11-08 | 1993-12-21 | Aisin Seiki Kabushiki Kaisha | Valve opening and closing timing control apparatus |
| FR2736263A1 (en) * | 1995-07-07 | 1997-01-10 | C3D Sarl | DEPIGMENTING DERMOCOSMETIC COMPOSITION AND USE THEREOF |
| WO2001045665A1 (en) * | 1999-12-20 | 2001-06-28 | Shiseido Company, Ltd. | Skin preparations for external use |
| US6710076B2 (en) | 1994-10-24 | 2004-03-23 | Physician's Choice Of Arizona, Inc. | Hydroxy-kojic acid skin peel |
| JP2014065687A (en) * | 2012-09-26 | 2014-04-17 | Masatsugu Yamashita | Cosmetic |
-
1988
- 1988-08-04 JP JP19483988A patent/JPH0245408A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5189999A (en) * | 1989-09-06 | 1993-03-02 | Bayerische Motoren Werke Ag | Device for adjusting the relative angle of rotation of a shaft to a drive wheel, especially the camshaft of an internal combustion engine |
| US5271360A (en) * | 1990-11-08 | 1993-12-21 | Aisin Seiki Kabushiki Kaisha | Valve opening and closing timing control apparatus |
| US5243935A (en) * | 1991-03-06 | 1993-09-14 | Aisin Seiki Kabushiki Kaisha | Valve opening and closing timing control apparatus |
| US5195474A (en) * | 1991-03-15 | 1993-03-23 | Honda Giken Kogyo Kabushiki Kaisha | Oil supply system in internal conbustion engine |
| US5247914A (en) * | 1991-05-29 | 1993-09-28 | Atsugi Unisia Corporation | Intake- and/or exhaust-valve timing control system for internal combustion engines |
| US6710076B2 (en) | 1994-10-24 | 2004-03-23 | Physician's Choice Of Arizona, Inc. | Hydroxy-kojic acid skin peel |
| FR2736263A1 (en) * | 1995-07-07 | 1997-01-10 | C3D Sarl | DEPIGMENTING DERMOCOSMETIC COMPOSITION AND USE THEREOF |
| WO1997002807A1 (en) * | 1995-07-07 | 1997-01-30 | C 3 D | Depigmenting cosmetic skin-care composition and use thereof |
| WO2001045665A1 (en) * | 1999-12-20 | 2001-06-28 | Shiseido Company, Ltd. | Skin preparations for external use |
| JP2014065687A (en) * | 2012-09-26 | 2014-04-17 | Masatsugu Yamashita | Cosmetic |
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