WO2007105706A1 - 美白用皮膚外用剤及び皮膚の美白方法 - Google Patents
美白用皮膚外用剤及び皮膚の美白方法 Download PDFInfo
- Publication number
- WO2007105706A1 WO2007105706A1 PCT/JP2007/054890 JP2007054890W WO2007105706A1 WO 2007105706 A1 WO2007105706 A1 WO 2007105706A1 JP 2007054890 W JP2007054890 W JP 2007054890W WO 2007105706 A1 WO2007105706 A1 WO 2007105706A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- skin
- whitening
- sucrose
- linoleic acid
- mass
- Prior art date
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
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7024—Esters of saccharides
-
- 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
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Definitions
- the present invention relates to a novel skin external preparation for whitening and a skin whitening method.
- esters of higher fatty acids have been widely used in skin external preparations as agents that contribute to system stabilization, such as surfactants.
- an external preparation for skin containing fatty acid esters has been proposed for the purpose of improving formulation stability (Patent Document 1).
- an active ingredient carrier containing a sucrose ester type nonionic surfactant containing a saturated or unsaturated fatty acid having 12 to 22 carbon atoms as a component of the film is disclosed, and its use in cosmetics is also proposed.
- Le, ru Patent Document 2.
- Patent Document 1 JP-A-9-294927
- Patent Document 2 Japanese Patent No. 3414752
- Patent Document 3 Japanese Patent Laid-Open No. 63-284109
- Patent Document 4 Japanese Patent Laid-Open No. 5-194176
- the present invention is a skin that has no (or little) odor change or discoloration over time, good storage stability, and excellent whitening effect similar to that obtained when linoleic acid is added. It is an object to provide an external preparation for skin.
- sucrose linoleic acid ester in which sucrose and linoleic acid are ester-bonded has the same superiority as linoleic acid. It was found to have a whitening effect.
- sucrose linoleic acid ester has obtained knowledge that it has a much higher transdermal absorption effect than free fatty acids and is excellent in stability in pharmaceutical preparations, and further studies have been made based on these findings.
- the present invention provides a whitening skin external preparation containing sucrose linoleic acid ester as an active ingredient in order to solve the above-mentioned problems.
- the number of ester bonds in one molecule of the sucrose linoleic acid ester used in the external preparation for skin of the present invention is not particularly limited, and is monoester, diester, and tri, tetra, or it. Any of the above polyester bodies having a plurality of ester bonds (hereinafter, an ester body containing three or more ester bonds may be referred to as “polyester body”), and two or more kinds selected from these may be used. It may be a mixture.
- the whitening skin external preparation containing 20% by mass or more of the sucrose linoleic acid ester power diester; the sucrose linoleic acid ester containing 20% by mass or more of the monoester And a skin external preparation for skin whitening comprising 20% by mass or more of a diester and 20% by mass or more of a monoester.
- the whitening skin external preparation of the present invention preferably further contains at least one whitening agent other than sucrose linoleic acid ester, ascorbic acid and its derivatives. Preferably, it is at least one selected from arbutin and ellagic acid.
- a method for whitening the skin using sucrose linoleate as an active ingredient and a method for producing a whitening cosmetic comprising adding sucrose linoleate.
- a skin external preparation that has no (or less) odor and discoloration with time, has good storage stability, and exhibits the same whitening effect as that obtained when linoleic acid is added. Can be provided.
- the present invention relates to a whitening skin external preparation containing sucrose linoleic acid ester as an active ingredient.
- Sucrose has eight hydroxyl groups that can be esterified with the carboxynole group of linoleic acid.
- the sucrose linoleic acid ester used in the present invention may be any of a monoester, a diester, and a polyester, and is a mixture containing two or three of them in a predetermined ratio. Also good.
- the hydroxyl group at any position of sucrose may be ester-bonded with the carboxyl group of linoleic acid.
- the sucrose linoleic acid ester can be produced by a general esterification reaction.
- sucrose, linoleic acid or alcohol ester of linoleic acid (eg methyl linoleate) and a catalyst such as potassium hydrogen carbonate are dissolved in an organic solvent such as dimethyl sulfoxide (DMSO) to advance the esterification reaction. . Thereafter, the organic solvent such as DMSO is removed and, if desired, it is obtained by washing with water. Censic anhydride or the like may be added for catalyst neutralization.
- DMSO dimethyl sulfoxide
- Censic anhydride or the like may be added for catalyst neutralization.
- the esterification reaction proceeds, if necessary, it may be heated or cooled, and the reaction solution may be stirred.
- sucrose linoleic acid ester containing a monoester body, a diester body and a polyester body in a desired ratio can be obtained. can get.
- monoesters, diesters and polyesters obtained by esterification reaction Is preferably purified by column chromatography or the like.
- unreacted sucrose may be contained in the obtained product, but it may be blended in the skin external preparation as it is or removed by the purification method described above. Then, you may mix
- sucrose linoleic acid ester containing a large amount of a diester body that is preferred by a diester body in terms of low cytotoxicity and high whitening effect.
- the sucrose linoleic acid ester to be used preferably contains 20% by mass or more of a diester, more preferably 30% by mass or more, more preferably 50% by mass or more.
- monoesters are inferior to diesters from the viewpoint of cytotoxicity, but have the highest whitening effect, so they are preferably contained to some extent in the sucrose linoleate used.
- the sucrose linoleic acid ester to be used preferably contains 20% by mass or more of a monoester, more preferably 30% by mass or more, more preferably 40% by mass or more. preferable.
- the sucrose linoleic acid ester exists in a solid-to-paste form depending on the degree of esterification and the composition ratio of the polyester and the polyester body. For example, when the ratio of monoester is high, it becomes solid at room temperature, and when the ratio of di- or polyester is high, it becomes a paste. Any form is acceptable.
- the ratio of the molded body and the polyester body may be adjusted so that the form can be easily blended according to the dosage form of the external preparation for skin.
- the preferred range of the content of sucrose linoleic acid ester in the whitening skin external preparation of the present invention includes the dosage form of the external skin preparation, the composition of sucrose linoleic acid ester and the composition ratio of the polyester body, etc. In general, it is preferably from 0.01 to 20% by mass, more preferably from 0.:! To 5% by mass, based on the total mass of the external preparation for skin.
- the content of the sucrose linoleic acid ester is within the above range, the skin external preparation has an excellent whitening effect without causing a sticky feeling due to the blending of the sucrose linoleic acid ester.
- sucrose linoleic acid ester varies depending on the dosage form of the external preparation for skin, for example, 0.01 to 3% by mass is preferred in the form of lotion. :! ⁇ 1% by mass is more preferred. Further, in the form of an emulsion, 0.01 to 15% by mass is preferable, and 0.5 to 10% by mass is more preferable. Further, in the form of cream, 0.01 to 20% by mass is preferable. 0.5 to 15% by mass is more preferable.
- the skin external preparation of the present invention may be an emulsified skin external preparation, Either w / ⁇ type or ⁇ / w type.
- Sucrose linoleic acid ester can be added to both the aqueous phase and the oil phase, and is also a useful agent in terms of facilitating preparation of a skin external preparation.
- sucrose linoleic acid ester is used as an active ingredient of a skin whitening external preparation, that is, as a whitening agent.
- whitening is used to include not only the effect of whitening the skin but also the effect of suppressing the blackening of the skin. For example, it includes not only the effect of improving pigmentation such as stains and freckles but also the effect of suppressing pigmentation.
- the details of the mechanism by which sucrose linoleate exerts the whitening effect is not clear, but it is due to its ability to promote degradation of tyrosinase protein that promotes sucrose linoleate ester melanin synthesis. Inferred.
- the external preparation for skin of the present invention may contain other medicinal ingredients together with sucrose linoleic acid ester.
- the whitening effect when combined with other whitening agents, the whitening effect is higher, which is preferable, and when combined with a whitening agent that exhibits a whitening effect by a mechanism different from the above estimated mechanism of sucrose linoleic acid ester, the effect is synergistic. It is preferable because it is enhanced.
- tyrosinase protein is synthesized in melanocytes with increased expression of tyrosinase gene by stimulation of melanocyte activator secreted from UV keratinocytes, and this tyrosinase protein is synthesized. It is thought that melanin is also synthesized with tyrosine by the enzyme reaction of protein, and then melanin is transferred to keratinocytes, and the skin color becomes black.
- whitening agents agents having a whitening effect by the following mechanisms are known respectively;
- sucrose linoleic acid ester is presumed to exert a whitening effect by suppressing the synthesis of melanin by the mechanism of (3). Therefore, because of the relevance of the mechanism that is preferably combined with a whitening agent that exhibits a whitening effect by the mechanism of (1), (2), and (4), whitening that exhibits a whitening effect by the mechanism of (2) or (4). More preferably, it is combined with an agent.
- the whitening agent that exhibits a whitening effect include t-AMCHA (t-4-aminomethyl-cyclohexanecarboxylic acid), chamomile ET, and the like.
- Examples of the whitening agent having a whitening effect by the mechanism (2) include arbutin, ellagic acid, lucinol (4-n-butylresorcinol), t_AMCHA, ascorbic acid and derivatives thereof.
- Examples of the whitening agent that exhibits the whitening effect by the mechanism (4) include ascorbic acid and its derivatives. Among them, it is preferable to combine with at least one selected from arbutin, ellagic acid, ascorbic acid and derivatives thereof.
- Preferable examples of the ascorbic acid derivative include ascorbic acid phosphate magnesium salt, ascorbic acid phosphate sodium salt, ascorbyl palmitate, ascorbyl darcoside, and ascorbic acid ethyl.
- the external preparation for skin of the present invention includes various components that are usually used in cosmetics, quasi drugs, external medicines, and the like, that is, water, alcohols, oils, surfactants.
- Agents, thickeners, powders, chelating agents, PH regulators, various medicinal agents, animal and plant microorganism-derived extracts, fragrances, and the like can be appropriately added as long as the effects of the present invention are not impaired.
- the various medicinal agents include antioxidants, cell activators, anti-inflammatory agents, and UV inhibitors, and these medicinal agents are used in combination to further enhance the effects of the present invention, or other effects. You may add more.
- the form of the external preparation for skin of the present invention is not particularly limited, and examples thereof include emulsions, creams, lotions, packs, cleaning agents, makeup cosmetics, dispersions, ointments, solutions, aerosols, patches, and patches. It may be any form of cosmetics such as pills, liniments, etc., or may be a pharmaceutical for external use.
- This product is fractionated by reverse-phase column chromatography (eluent is ethanol ⁇ hexane), and the fractions are mixed to obtain Samples 2 to 4 having the composition shown in Table 1, respectively. It was possible.
- the composition of monoesters, diesters, and polyesters was examined by the Jatroscan analysis method (TLCZFID analysis method), and the results obtained in mass% when the total was set to 100 are shown in Table 1. It was.
- the thin-layer automatic detection device Jatron Scan TH-10 from Jatron Co., Ltd. was used.
- ⁇ Slightly white with respect to the control. 1: The same black color as the control.
- the remaining 1 petri dish was stained with formalin-fixed cells and then added with 1% crystal violet solution.
- the number of viable cells (A) and the number of control cells (B) for each sample concentration were measured with a monocellator, and the cell viability was calculated from the ratio (A) / (B)%.
- Table 2 shows the evaluation of the degree of whitening and the cell growth rate at each concentration of each sample.
- Cream 1 containing 1% by mass of Sample 1 prepared in Example 1 and Cream 2 containing 1% by mass of Sample 1 and 3% by mass of arbutin were prepared.
- a cream 3 containing only 3% by mass of arbutin and a blank cream containing neither sample 1 nor arbutin were prepared. Table 3 shows the composition of each cream. Each was prepared by the following production method.
- each cream was applied twice a day for 7 days (from the first day to the seventh day of irradiation) on four irradiated parts.
- creams 1 and 2 containing Sample 1 which is a sucrose linoleic acid ester exhibit excellent human UV-induced pigmentation-inhibiting ability. it can.
- the cream 2 containing both sucrose linoleic acid ester and arbutin has a much superior ability to suppress human UV-induced pigment deposition compared to the cream 3 containing only arbutin.
- the lotions having the compositions shown in Table 6 below were prepared by the following methods.
- A was added to A and stirred with a homomixer, and filled into a container to obtain a lotion.
- Creams having the compositions shown in Table 7 below were prepared by the following methods.
- Each sample of lotion 1-8 and W / O cream 4-10 was stored in a constant temperature bath at 5 ° C and 40 ° C for 3 months, and then the changes in odor and color over time were compared. .
- the evaluation was based on samples stored at 5 ° C, compared with samples stored at 40 ° C, and evaluated according to the following evaluation criteria.
- the lotions 1 to 6 and W / O type creams 4 to 7 that are the products of the present invention have a dullness improving effect, storage stability, skin moisture retention, and skin softness. It was excellent in the properties and the usability was also good.
- lotions 7 to 8 and W / O type creams 8 to 10 as comparative products were not equivalent to the products of the present invention for all evaluation items.
- lotions 7 and 8 in place of sucrose linoleic acid ester, sucrose distearate ester-bonded with sucrose and stearic acid, and sucrose and palmitic acid Strength S, lotion containing each sucrose dipalmitate with ester bond
- a cosmetic liquid having the composition shown in Table 8 was prepared by the following method.
- A was added to B, and the mixture was stirred with a homomixer and filled into a container to obtain a serum.
- Cleansing creams having the compositions shown in Table 9 were prepared by the following method.
- A was added to A, stirred and emulsified with a homomixer, and then filled into a container to obtain a cleansing cream.
- the prepared cleansing cream had an excellent whitening effect and good usability. Also, no discoloration / odor change over time was observed.
- a pack having the composition shown in Table 10 below was prepared by the following method.
- Ingredients 4-8 are mixed and dissolved by heating at 70 ° C.
- the prepared pack had an excellent whitening effect and good usability. Also, discoloration over time
- the liquid foundation of Example 8 was a liquid foundation having excellent storage stability and excellent skin feel. Further, by applying the above liquid foundation to the skin, there was an excellent whitening effect.
- the sunscreen emulsion of Example 9 was excellent in storage stability and very comfortable on the skin. In addition, by applying the sunscreen emulsion to the skin, there was an excellent whitening effect.
- an external preparation for skin such as an emulsion, cream, lotion, pack, cleansing agent, makeup cosmetic, etc., which has an excellent whitening effect and good stability over time.
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Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2007800086903A CN101400333B (zh) | 2006-03-14 | 2007-03-13 | 美白用皮肤外用剂以及皮肤的美白方法 |
KR1020087021724A KR101308871B1 (ko) | 2006-03-14 | 2007-03-13 | 미백용 피부외용제 및 피부의 미백방법 |
JP2008505150A JP5399701B2 (ja) | 2006-03-14 | 2007-03-13 | 美白用皮膚外用剤及び皮膚の美白方法 |
HK09106097.0A HK1126959A1 (en) | 2006-03-14 | 2009-07-07 | Skin-whitening agent for external application to the skin, and method for whitening the skin |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006-068754 | 2006-03-14 | ||
JP2006068754 | 2006-03-14 |
Publications (1)
Publication Number | Publication Date |
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WO2007105706A1 true WO2007105706A1 (ja) | 2007-09-20 |
Family
ID=38509526
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2007/054890 WO2007105706A1 (ja) | 2006-03-14 | 2007-03-13 | 美白用皮膚外用剤及び皮膚の美白方法 |
Country Status (6)
Country | Link |
---|---|
JP (1) | JP5399701B2 (ja) |
KR (1) | KR101308871B1 (ja) |
CN (1) | CN101400333B (ja) |
HK (1) | HK1126959A1 (ja) |
TW (1) | TWI445552B (ja) |
WO (1) | WO2007105706A1 (ja) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011126832A (ja) * | 2009-12-18 | 2011-06-30 | Shiseido Co Ltd | 油中水型乳化日焼け止め化粧料 |
JP2012171908A (ja) * | 2011-02-22 | 2012-09-10 | Mikimoto Pharmaceut Co Ltd | 美白化粧料 |
US8290267B2 (en) | 2007-11-08 | 2012-10-16 | DigitalOptics Corporation Europe Limited | Detecting redeye defects in digital images |
CN104738074A (zh) * | 2013-12-26 | 2015-07-01 | 王宝燕 | 一种含植物抗菌成分的农药组合物 |
JP2018076301A (ja) * | 2016-11-02 | 2018-05-17 | 株式会社コーセー | 皮膚外用剤又は化粧料 |
JP2018090516A (ja) * | 2016-12-01 | 2018-06-14 | 日光ケミカルズ株式会社 | 表皮細胞(ケラチノサイト)へのメラノソーム取り込み阻害剤、または取り込まれたメラノソームの体外への排出促進剤 |
JP2023510930A (ja) * | 2020-01-24 | 2023-03-15 | ザ プロクター アンド ギャンブル カンパニー | スキンケア組成物 |
US12036302B2 (en) | 2020-12-14 | 2024-07-16 | The Procter & Gamble Company | Method of treating oxidative stress in skin and compositions therefor |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR102008266B1 (ko) * | 2018-03-05 | 2019-08-07 | 주식회사 지엠플랜트 | 아마씨유 유래 유기산 가수분해 및 지방산 에스테르화를 이용한 리놀렌산 및 알파-리놀렌산 에스테르 복합물이 포함된 다중층 트랜스퍼좀 제조방법 |
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JPS63284109A (ja) * | 1987-05-15 | 1988-11-21 | Sunstar Inc | 美白化粧料 |
JPH01186811A (ja) * | 1988-01-20 | 1989-07-26 | Sunstar Inc | 美白化粧料 |
EP0355842A2 (en) * | 1988-08-26 | 1990-02-28 | Sansho Seiyaku Co., Ltd. | External preparation |
JPH0320205A (ja) * | 1989-06-16 | 1991-01-29 | Sunstar Inc | 化粧料 |
US5078989A (en) * | 1990-03-28 | 1992-01-07 | Sunstar K.K. | Skin whitening cosmetics |
JPH05194176A (ja) * | 1992-01-20 | 1993-08-03 | Sunstar Inc | 美白化粧料 |
US5976604A (en) * | 1996-03-08 | 1999-11-02 | Mitsubishi Chemical Corporation | Oil-in-water emulsion composition having high oil content and method for producing the same |
WO2004034958A2 (en) * | 2002-10-15 | 2004-04-29 | L'oreal | Use of amide or ester of sugar and of fatty acid, for treating and/or preventing dry skin |
WO2004041236A1 (ja) * | 2002-11-07 | 2004-05-21 | Kose Corporation | 皮膚外用剤用組成物およびその使用方法 |
-
2007
- 2007-03-13 JP JP2008505150A patent/JP5399701B2/ja active Active
- 2007-03-13 WO PCT/JP2007/054890 patent/WO2007105706A1/ja active Application Filing
- 2007-03-13 TW TW096108636A patent/TWI445552B/zh active
- 2007-03-13 CN CN2007800086903A patent/CN101400333B/zh active Active
- 2007-03-13 KR KR1020087021724A patent/KR101308871B1/ko active IP Right Grant
-
2009
- 2009-07-07 HK HK09106097.0A patent/HK1126959A1/xx unknown
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS63284109A (ja) * | 1987-05-15 | 1988-11-21 | Sunstar Inc | 美白化粧料 |
JPH01186811A (ja) * | 1988-01-20 | 1989-07-26 | Sunstar Inc | 美白化粧料 |
EP0355842A2 (en) * | 1988-08-26 | 1990-02-28 | Sansho Seiyaku Co., Ltd. | External preparation |
JPH0320205A (ja) * | 1989-06-16 | 1991-01-29 | Sunstar Inc | 化粧料 |
US5078989A (en) * | 1990-03-28 | 1992-01-07 | Sunstar K.K. | Skin whitening cosmetics |
JPH05194176A (ja) * | 1992-01-20 | 1993-08-03 | Sunstar Inc | 美白化粧料 |
US5976604A (en) * | 1996-03-08 | 1999-11-02 | Mitsubishi Chemical Corporation | Oil-in-water emulsion composition having high oil content and method for producing the same |
WO2004034958A2 (en) * | 2002-10-15 | 2004-04-29 | L'oreal | Use of amide or ester of sugar and of fatty acid, for treating and/or preventing dry skin |
WO2004041236A1 (ja) * | 2002-11-07 | 2004-05-21 | Kose Corporation | 皮膚外用剤用組成物およびその使用方法 |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8290267B2 (en) | 2007-11-08 | 2012-10-16 | DigitalOptics Corporation Europe Limited | Detecting redeye defects in digital images |
JP2011126832A (ja) * | 2009-12-18 | 2011-06-30 | Shiseido Co Ltd | 油中水型乳化日焼け止め化粧料 |
JP2012171908A (ja) * | 2011-02-22 | 2012-09-10 | Mikimoto Pharmaceut Co Ltd | 美白化粧料 |
CN104738074A (zh) * | 2013-12-26 | 2015-07-01 | 王宝燕 | 一种含植物抗菌成分的农药组合物 |
JP2018076301A (ja) * | 2016-11-02 | 2018-05-17 | 株式会社コーセー | 皮膚外用剤又は化粧料 |
JP2018090516A (ja) * | 2016-12-01 | 2018-06-14 | 日光ケミカルズ株式会社 | 表皮細胞(ケラチノサイト)へのメラノソーム取り込み阻害剤、または取り込まれたメラノソームの体外への排出促進剤 |
JP2023510930A (ja) * | 2020-01-24 | 2023-03-15 | ザ プロクター アンド ギャンブル カンパニー | スキンケア組成物 |
US12036302B2 (en) | 2020-12-14 | 2024-07-16 | The Procter & Gamble Company | Method of treating oxidative stress in skin and compositions therefor |
Also Published As
Publication number | Publication date |
---|---|
TWI445552B (zh) | 2014-07-21 |
JPWO2007105706A1 (ja) | 2009-07-30 |
JP5399701B2 (ja) | 2014-01-29 |
KR101308871B1 (ko) | 2013-09-16 |
KR20080112219A (ko) | 2008-12-24 |
HK1126959A1 (en) | 2009-09-18 |
CN101400333B (zh) | 2012-05-09 |
CN101400333A (zh) | 2009-04-01 |
TW200800282A (en) | 2008-01-01 |
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