JPH0892058A - Skin cosmetic - Google Patents
Skin cosmeticInfo
- Publication number
- JPH0892058A JPH0892058A JP25279994A JP25279994A JPH0892058A JP H0892058 A JPH0892058 A JP H0892058A JP 25279994 A JP25279994 A JP 25279994A JP 25279994 A JP25279994 A JP 25279994A JP H0892058 A JPH0892058 A JP H0892058A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- skin
- ester
- cosmetic
- examples
- 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
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 14
- -1 cholesteryl ester Chemical class 0.000 claims abstract description 14
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims abstract description 14
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 claims abstract description 14
- 125000005908 glyceryl ester group Chemical group 0.000 claims abstract description 12
- 239000005639 Lauric acid Substances 0.000 claims abstract description 7
- 235000021319 Palmitoleic acid Nutrition 0.000 claims abstract description 7
- 235000021355 Stearic acid Nutrition 0.000 claims abstract description 7
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 claims abstract description 7
- YAQXGBBDJYBXKL-UHFFFAOYSA-N iron(2+);1,10-phenanthroline;dicyanide Chemical compound [Fe+2].N#[C-].N#[C-].C1=CN=C2C3=NC=CC=C3C=CC2=C1.C1=CN=C2C3=NC=CC=C3C=CC2=C1 YAQXGBBDJYBXKL-UHFFFAOYSA-N 0.000 claims abstract description 7
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims abstract description 7
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims abstract description 7
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000008117 stearic acid Substances 0.000 claims abstract description 7
- 230000000694 effects Effects 0.000 abstract description 21
- 206010000496 acne Diseases 0.000 abstract description 17
- 241000186427 Cutibacterium acnes Species 0.000 abstract description 7
- 238000002156 mixing Methods 0.000 abstract description 3
- 229940055019 propionibacterium acne Drugs 0.000 abstract description 2
- 208000002874 Acne Vulgaris Diseases 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 206010040880 Skin irritation Diseases 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 230000036556 skin irritation Effects 0.000 description 7
- 231100000475 skin irritation Toxicity 0.000 description 7
- 239000006210 lotion Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000007933 dermal patch Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 241000191963 Staphylococcus epidermidis Species 0.000 description 3
- 239000002884 skin cream Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000011505 plaster Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 239000004367 Lipase Substances 0.000 description 1
- 102000004882 Lipase Human genes 0.000 description 1
- 108090001060 Lipase Proteins 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 125000003473 lipid group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、常在菌叢に影響を与え
ずPropionibacterium acnes ( 以下、P.acnes と略称す
る。) の生育を特異的に抑制するニキビ改善効果、およ
び安全性に優れた皮膚化粧料に関する。TECHNICAL FIELD The present invention is excellent in acne-improving effect of specifically suppressing the growth of Propionibacterium acnes (hereinafter abbreviated as P. acnes ) without affecting the normal flora, and is excellent in safety. Regarding skin cosmetics.
【０００２】[0002]
【従来の技術】従来、108 ／cm2 を越えるP.acnes が皮
膚に生育し、細菌のリパーゼにより皮脂が分解されて生
じた脂肪酸による炎症を含むニキビに悩む若年者用に、
殺菌力のある抗菌性物質等が応用されてきた。そのた
め、有害な細菌のみならず、皮膚表面に生育して、脂質
の分解や、アルカリ中和能等の皮膚生理作用において有
用な役割を持つ細菌Staphylococcus epidermidis等にた
いしても生育抑制をする欠点があった。 2. Description of the Related Art Conventionally, P. acnes exceeding 10 8 / cm 2 grows on the skin, and for young people suffering from acne including inflammation due to fatty acids generated by decomposition of sebum by bacterial lipase,
Bactericidal antibacterial substances have been applied. Therefore, not only harmful bacteria but also Staphylococcus epidermidis , which grows on the surface of the skin and has a useful role in skin physiological actions such as decomposition of lipids and alkali neutralization ability, has the drawback of suppressing growth. .
【０００３】またステアリン酸、ラウリン酸、ペンタデ
カン酸またはパルミトレイン酸を含む皮膚化粧料は従来
から知られているが、皮膚刺激、皮膚上細菌叢に及ぼす
影響の配慮に欠け、必ずしもニキビを改善する効果は得
られなかった。Although skin cosmetics containing stearic acid, lauric acid, pentadecanoic acid or palmitoleic acid have been conventionally known, their effects on skin irritation and bacterial flora on the skin are not taken into consideration, and they are not always effective for improving acne. Was not obtained.
【０００４】[0004]
【発明が解決しようとする課題】本発明の目的は、常在
菌叢に影響を与えずP.acnes の生育を特異的に抑制する
ニキビ改善効果、および安全性に優れた皮膚化粧料を提
供することにある。DISCLOSURE OF THE INVENTION An object of the present invention is to provide a skin cosmetic excellent in acne-improving effect of suppressing the growth of P. acnes without affecting the normal flora and having excellent safety. To do.
【０００５】[0005]
【課題を解決するための手段】本発明者は、上記ニキビ
改善効果および安全性に優れた脂肪酸またはそのエステ
ル類について鋭意検討した結果、S.epidermidis を中心
とする常在菌叢に影響を与えず、ステアリン酸、ラウリ
ン酸またはそのグリセリルエステルもしくはコレステリ
ルエステルの少なくとも１種と、ペンタデカン酸、パル
ミトレイン酸またはそのグリセリルエステルもしくはコ
レステリルエステルの少なくとも１種とを配合すること
によりP.acnes が 10 8 ／cm2 を越えて皮膚に生育して
いても抑制効果を示し、かつ安全性に優れていることを
見出し、本発明を完成した。Means for Solving the Problems As a result of diligent studies on the above-mentioned acetic acid-improving effect and safe fatty acid or its ester, the present inventor has an effect on the indigenous flora centered on S. epidermidis. However, by blending at least one of stearic acid, lauric acid or its glyceryl ester or cholesteryl ester with at least one of pentadecanoic acid, palmitoleic acid or its glyceryl ester or cholesteryl ester, P.acnes is 10 8 / cm. The present invention has been completed based on the finding that the inhibitory effect is exhibited even when the skin is grown over 2 and the safety is excellent.
【０００６】本発明に用いられるステアリン酸、ラウリ
ン酸、そのグリセリルエステルもしくはコレステリルエ
ステル、ペンタデカン酸、パルミトレイン酸またはその
グリセリルエステルもしくはコレステリルエステルとし
ては、化学合成物または市販されている化合物などが挙
げられる。Examples of stearic acid, lauric acid, glyceryl ester or cholesteryl ester thereof, pentadecanoic acid, palmitoleic acid or glyceryl ester or cholesteryl ester thereof used in the present invention include chemically synthesized compounds and commercially available compounds.
【０００７】本発明に用いられるステアリン酸、ラウリ
ン酸またはそのグリセリルエステルもしくはコレステリ
ルエステルの配合量としては、化粧料総量を基準として
１〜５０重量％（以下、重量％を％として略称する。）
が好ましい。１％未満では本発明の目的とする効果は充
分得難く、また５０％を越えてもその増加分に見合った
効果の向上は認めがたい。The amount of stearic acid, lauric acid or its glyceryl ester or cholesteryl ester used in the present invention is 1 to 50% by weight (hereinafter,% by weight is abbreviated as%) based on the total amount of the cosmetic.
Is preferred. If it is less than 1%, the desired effect of the present invention cannot be obtained sufficiently, and if it exceeds 50%, it is difficult to recognize the improvement of the effect commensurate with the increase.
【０００８】また、本発明に用いられるペンタデカン
酸、パルミトレイン酸またはそのグリセリルエステルも
しくはコレステリルエステルの配合量としては、0.0001
〜１％が好ましい。該用量で、充分なS.epidermidis を
中心とするその他の菌叢を維持される。0.0001％未満で
は本発明の目的とする効果は充分得難く、また１％を越
えると逆のP.acnes 生育促進効果を生じ本発明の効果向
上は認めがたい。The amount of pentadecanoic acid, palmitoleic acid or its glyceryl ester or cholesteryl ester used in the present invention is 0.0001.
-1% is preferable. At this dose, sufficient other flora centered on S. epidermidis are maintained. If it is less than 0.0001%, the desired effect of the present invention cannot be obtained sufficiently, and if it exceeds 1%, the opposite P. acnes growth promoting effect is produced, and it is difficult to recognize the improvement of the effect of the present invention.
【０００９】本発明で用いられるステアリン酸、ラウリ
ン酸またはそのグリセリルエステルもしくはコレステリ
ルエステルの内、２種以上とペンタデカン酸、パルミト
レイン酸またはそのグリセリルエステルもしくはコレス
テリルエステルの内、２種以上とを組み合わせて配合す
ることは、ニキビ改善効果を著明にさせる点で特に好ま
しい。Combinations of two or more of stearic acid, lauric acid or glyceryl ester or cholesteryl ester thereof used in the present invention and two or more kinds of pentadecanoic acid, palmitoleic acid or glyceryl ester or cholesteryl ester thereof are blended. It is particularly preferable to make the effect of improving acne noticeable.
【００１０】本発明の皮膚化粧料の剤型としては、特に
限定されるものではないが、例えば、軟膏剤、ローショ
ン剤、パップ剤、ゲル剤、クリーム剤、液剤、スプレー
剤、入浴剤および貼付剤などが挙げられる。通常許容さ
れる医薬または化粧料などの原料から成る基剤に配合し
たもので良い。Although the dosage form of the skin cosmetic of the present invention is not particularly limited, for example, ointments, lotions, poultices, gels, creams, liquids, sprays, baths and patches Agents and the like. It may be blended with a base material which is usually an acceptable raw material such as a pharmaceutical or cosmetic.
【００１１】[0011]
【実施例】本発明の実施例を説明するに先立ち、皮膚刺
激試験およびニキビ治療効果試験について示す。EXAMPLES Before explaining the examples of the present invention, a skin irritation test and an acne treatment effect test will be described.
【００１２】（１）皮膚刺激試験 被験者２５名の前腕屈側部皮膚に、試料0.05ｇを直径1.
0 cmの円形ろ紙のついた貼付試験用判創膏を用いて24時
間の閉塞貼付を行った。次いで、下記表１の判定基準に
従って、判創膏除去１時間後、２４時間後の判定を実施
した。判定結果は、反応の強い方の評価を採用し、被験
者２５名のうち評価が（±）以上と判定された人の数で
示した。(1) Skin Irritation Test A sample of 0.05 g was applied to the forearm flexor lateral skin of 25 subjects with a diameter of 1.
Closure application was performed for 24 hours using an adhesive test plaster with a 0 cm circular filter paper. Then, according to the criteria shown in Table 1 below, the judgment was carried out 1 hour and 24 hours after the removal of the plaster. The judgment result was evaluated by adopting the evaluation with the stronger reaction, and was shown by the number of people who were evaluated as (±) or more among the 25 subjects.
【００１３】[0013]
【表１】 [Table 1]
【００１４】（２）ニキビ治療効果試験 顔面がニキビ症状を有する被験者２５名の左部に対照品
（脂肪酸類無しの組成物）を右部には実施例あるいは比
較例の試験品を各々１日に朝夕２回ずつ１ヵ月間連続塗
布した。次いで、ニキビ疾患部の治療効果を下記表２の
判定基準に従って、半顔比較法により判定した。判定結
果は、評価点の平均値で示した。(2) Acne treatment effect test: 25 subjects with acne symptoms on the face have a control product (composition without fatty acids) on the left side, and a test product of Example or Comparative Example on the right side for 1 day each. Was continuously applied twice a day in the morning and evening for one month. Then, the therapeutic effect on the acne disease part was judged by the half-face comparison method according to the judgment criteria in Table 2 below. The judgment result is shown by the average value of the evaluation points.
【００１５】[0015]
【表２】 [Table 2]
【００１６】以下、実施例および比較例によって本発明
を更に詳細に説明するHereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples.
【００１７】実施例１〜５、比較例１〜４Examples 1-5, Comparative Examples 1-4
【００１８】（１）ローション ローション基剤に脂肪酸類をそれぞれ表３に記載の如く
配合した各試料を調製し、試験に使用した。(1) Lotion Each sample was prepared by blending a lotion base with fatty acids as shown in Table 3 and used for the test.
【００１９】[0019]
【表３】 [Table 3]
【００２０】（２）調製法 表３に示す脂肪酸混合物、エタノール、可溶化剤、プロ
ピレングリコールを精製水に溶解した。必要に応じて加
熱溶解後、組成総量が１００ｗｔ％となるように残量の
精製水を加えて均一に混合し、表４記載の実施例１〜
５、比較例１〜４のローションをそれぞれ調製した。(2) Preparation method The fatty acid mixture, ethanol, solubilizer and propylene glycol shown in Table 3 were dissolved in purified water. If necessary, after heating and dissolving, the remaining amount of purified water was added and uniformly mixed so that the total composition amount would be 100 wt%, and
5, lotions of Comparative Examples 1 to 4 were prepared.
【００２１】（３）特性 実施例１〜５、比較例１〜４のにきび治療効果試験の結
果を表４に示す。表４に示す如く、実施例１〜５の脂肪
酸混合物を配合したローションは、明らかに高いニキビ
治療効果が認められた。また、ヒト皮膚貼付試験におけ
る皮膚刺激性は認められなかった。一方、比較例１〜４
の脂肪酸の一部を除去したローションは、ニキビ治療効
果が低く、一部ヒト皮膚貼付試験における皮膚刺激性が
高かった。(3) Characteristics Table 4 shows the results of the acne treatment effect test of Examples 1 to 5 and Comparative Examples 1 to 4. As shown in Table 4, the lotions containing the fatty acid mixtures of Examples 1 to 5 clearly showed a high acne treatment effect. No skin irritation was observed in the human skin patch test. On the other hand, Comparative Examples 1 to 4
The lotion obtained by removing a part of the fatty acids of No. 3 had a low acne treatment effect and had a high skin irritation in a human skin patch test.
【００２２】[0022]
【表４】 [Table 4]
【００２３】実施例６〜10、比較例５〜８Examples 6-10, Comparative Examples 5-8
【００２４】[0024]
【表５】 [Table 5]
【００２５】（２）調製法 表５のＡ及びＢ成分を、各々８０℃に加熱溶解したもの
を混合した後、攪拌しつつ室温まで冷却して、表６記載
の実施例６〜１０、比較例５〜８のスキンクリームをそ
れぞれ調製した。(2) Preparation Method Components A and B in Table 5 were heated and dissolved at 80 ° C. and mixed, and then the mixture was cooled to room temperature with stirring, and Examples 6 to 10 in Table 6 were compared. The skin creams of Examples 5 to 8 were prepared.
【００２６】（３）特性 実施例６〜１０、比較例５〜８のニキビ治療効果試験の
結果を表６に示す。表６に示す如く、実施例６〜１０の
脂肪酸コレステリルエステルを配合したスキンクリーム
は明らかに高いニキビ治療効果が認められた。また、ヒ
ト皮膚貼付試験における皮膚刺激性は認められなかっ
た。一方、比較例５〜８の脂肪酸コレステリルエステル
の一部を除去したスキンクリ−ムは、ニキビ治療効果が
低く、一部ヒト皮膚貼付試験における皮膚刺激性が高か
った。(3) Characteristics Table 6 shows the results of the acne treatment effect tests of Examples 6 to 10 and Comparative Examples 5 to 8. As shown in Table 6, the skin creams containing the fatty acid cholesteryl esters of Examples 6 to 10 had a distinctly high acne treatment effect. No skin irritation was observed in the human skin patch test. On the other hand, the skin creams obtained by removing a part of the fatty acid cholesteryl ester of Comparative Examples 5 to 8 had a low acne treatment effect and had high skin irritation in a part of human skin patch test.
【００２７】[0027]
【表６】 [Table 6]
【００２８】[0028]
【発明の効果】以上の記載から、本発明は、常在菌叢に
影響を与ないニキビ改善効果、および安全性に優れた皮
膚化粧料を提供できることは明らかである。EFFECTS OF THE INVENTION From the above description, it is clear that the present invention can provide a skin cosmetic excellent in acne-improving effect which does not affect the indigenous flora and which is excellent in safety.
Claims (1)
ステアリン酸、ラウリン酸またはそのグリセリルエステ
ルもしくはコレステリルエステルの少なくとも１種と、
化粧料総量を基準として0.0001〜１重量％のペンタデカ
ン酸、パルミトレイン酸またはそのグリセリルエステル
もしくはコレステリルエステルの少なくとも１種とを配
合することを特徴とする皮膚化粧料。1. At least one of stearic acid, lauric acid, or glyceryl ester or cholesteryl ester thereof, in an amount of 1 to 50% by weight based on the total amount of cosmetics,
A skin cosmetic, comprising 0.0001 to 1% by weight based on the total amount of the cosmetic, pentadecanoic acid, palmitoleic acid, or at least one of glyceryl ester and cholesteryl ester thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25279994A JP3524169B2 (en) | 1994-09-20 | 1994-09-20 | Skin cosmetics for acne improvement |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25279994A JP3524169B2 (en) | 1994-09-20 | 1994-09-20 | Skin cosmetics for acne improvement |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0892058A true JPH0892058A (en) | 1996-04-09 |
| JP3524169B2 JP3524169B2 (en) | 2004-05-10 |
Family
ID=17242402
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25279994A Expired - Fee Related JP3524169B2 (en) | 1994-09-20 | 1994-09-20 | Skin cosmetics for acne improvement |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3524169B2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000513706A (en) * | 1995-11-03 | 2000-10-17 | オキュラー・リサーチ・オブ・ボストン インコーポレイテッド | Skin care formulations and methods |
| WO2006114140A1 (en) * | 2005-04-27 | 2006-11-02 | Beiersdorf Ag | Pristanic acid-containing cosmetic preparations |
| JP2017128535A (en) * | 2016-01-21 | 2017-07-27 | 大東化成工業株式会社 | Antibacterial pigment and antimicrobial composition |
| JP2018070536A (en) * | 2016-11-01 | 2018-05-10 | 株式会社桃谷順天館 | Acnes bacterial strain selective antibacterial agent |
| JP2020510035A (en) * | 2017-03-16 | 2020-04-02 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Antimicrobial composition containing essential oil and antimicrobial lipid |
| KR20230166629A (en) * | 2022-05-31 | 2023-12-07 | 주식회사 엘지생활건강 | Cosmetic composition with skin microbiome-friendly properties |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5231087A (en) | 1988-03-16 | 1993-07-27 | Cellegy Pharmaceuticals, Inc. | Treatment of skin diseases and tumors with esters and amides of monocarboxylic acids |
| DE4305069C3 (en) | 1993-02-19 | 1999-02-25 | Beiersdorf Ag | Use of monocarboxylic esters of diglycerol as an effective principle against impure skin and / or against Propionibacterium acnes |
-
1994
- 1994-09-20 JP JP25279994A patent/JP3524169B2/en not_active Expired - Fee Related
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000513706A (en) * | 1995-11-03 | 2000-10-17 | オキュラー・リサーチ・オブ・ボストン インコーポレイテッド | Skin care formulations and methods |
| WO2006114140A1 (en) * | 2005-04-27 | 2006-11-02 | Beiersdorf Ag | Pristanic acid-containing cosmetic preparations |
| JP2017128535A (en) * | 2016-01-21 | 2017-07-27 | 大東化成工業株式会社 | Antibacterial pigment and antimicrobial composition |
| JP2018070536A (en) * | 2016-11-01 | 2018-05-10 | 株式会社桃谷順天館 | Acnes bacterial strain selective antibacterial agent |
| WO2018084112A1 (en) * | 2016-11-01 | 2018-05-11 | 株式会社桃谷順天館 | Acne strain-selective antibacterial agent |
| CN109890380A (en) * | 2016-11-01 | 2019-06-14 | 株式会社桃谷顺天馆 | Propionibacterium acnes strain selectivity antibacterial agent |
| EP3536316A4 (en) * | 2016-11-01 | 2020-05-27 | Momotani Juntenkan Co., Ltd. | Acne strain-selective antibacterial agent |
| JP2020510035A (en) * | 2017-03-16 | 2020-04-02 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Antimicrobial composition containing essential oil and antimicrobial lipid |
| KR20230166629A (en) * | 2022-05-31 | 2023-12-07 | 주식회사 엘지생활건강 | Cosmetic composition with skin microbiome-friendly properties |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3524169B2 (en) | 2004-05-10 |
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