EP2190403A1 - Verwendung von 2,2'-cyclolignanen zur auslösung, wiederherstellung oder stimulation der pigmentierung von haut oder haaren - Google Patents
Verwendung von 2,2'-cyclolignanen zur auslösung, wiederherstellung oder stimulation der pigmentierung von haut oder haarenInfo
- Publication number
- EP2190403A1 EP2190403A1 EP08787406A EP08787406A EP2190403A1 EP 2190403 A1 EP2190403 A1 EP 2190403A1 EP 08787406 A EP08787406 A EP 08787406A EP 08787406 A EP08787406 A EP 08787406A EP 2190403 A1 EP2190403 A1 EP 2190403A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- aryl
- alkyl
- cyclolignan
- hair
- cycloalkyl
- 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.)
- Withdrawn
Links
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- 125000004432 carbon atom Chemical group C* 0.000 description 1
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- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
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- OFDWKHIQKPKRKY-IZDNNGBCSA-N gomisin G Natural products O=C(O[C@H]1[C@](O)(C)[C@@H](C)Cc2c(c(OC)c(OC)c(OC)c2)-c2c(OC)c3OCOc3cc12)c1ccccc1 OFDWKHIQKPKRKY-IZDNNGBCSA-N 0.000 description 1
- PICOUNAPKDEPCA-UHFFFAOYSA-N gomisin J Natural products C1C(C)C(C)CC2=CC(O)=C(OC)C(OC)=C2C2=C(OC)C(OC)=C(O)C=C21 PICOUNAPKDEPCA-UHFFFAOYSA-N 0.000 description 1
- VLLFEMVDMFTBHG-SMWGPYIJSA-N gomisin d Chemical compound O([C@@H]1[C@@]([C@@H](C)C2)(C)O)C(=O)[C@](C)(O)[C@@H](C)COC3=C(OCO4)C4=CC2=C3C2=C1C=C(OC)C(OC)=C2OC VLLFEMVDMFTBHG-SMWGPYIJSA-N 0.000 description 1
- ZIBVHHLTJKYXEB-RZGKOBFOSA-N gomisin f Chemical compound COC1=C2C=3C(OC)=C(OC)C(OC)=CC=3C[C@H](C)[C@](C)(O)[C@@H](OC(=O)C(\C)=C/C)C2=CC2=C1OCO2 ZIBVHHLTJKYXEB-RZGKOBFOSA-N 0.000 description 1
- OFDWKHIQKPKRKY-DSASHONVSA-N gomisin g Chemical compound O([C@@H]1[C@@](C)(O)[C@@H](C)CC=2C=C(C(=C(OC)C=2C2=C(OC)C=3OCOC=3C=C21)OC)OC)C(=O)C1=CC=CC=C1 OFDWKHIQKPKRKY-DSASHONVSA-N 0.000 description 1
- PICOUNAPKDEPCA-TXEJJXNPSA-N gomisin j Chemical compound C1[C@H](C)[C@H](C)CC2=CC(O)=C(OC)C(OC)=C2C2=C(OC)C(OC)=C(O)C=C21 PICOUNAPKDEPCA-TXEJJXNPSA-N 0.000 description 1
- FNANNZAGLCKFOL-ZKTNFTSUSA-N gomisin s Chemical compound O[C@H]1[C@@H](C)[C@@H](C)CC2=CC(O)=C(OC)C(OC)=C2C2=C1C=C(OC)C(OC)=C2OC FNANNZAGLCKFOL-ZKTNFTSUSA-N 0.000 description 1
- FNANNZAGLCKFOL-UHFFFAOYSA-N gomosin S Natural products OC1C(C)C(C)CC2=CC(O)=C(OC)C(OC)=C2C2=C1C=C(OC)C(OC)=C2OC FNANNZAGLCKFOL-UHFFFAOYSA-N 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 230000003793 hair pigmentation Effects 0.000 description 1
- 210000004919 hair shaft Anatomy 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000411 inducer Substances 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229960004502 levodopa Drugs 0.000 description 1
- 229930013686 lignan Natural products 0.000 description 1
- 150000005692 lignans Chemical class 0.000 description 1
- 235000009408 lignans Nutrition 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 208000019423 liver disease Diseases 0.000 description 1
- 239000006166 lysate Substances 0.000 description 1
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- 230000036564 melanin content Effects 0.000 description 1
- 230000003101 melanogenic effect Effects 0.000 description 1
- 108020004999 messenger RNA Proteins 0.000 description 1
- -1 methoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy, iso-butoxy, sec-butoxy, tert-butoxy, pentyloxy Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 210000004080 milk Anatomy 0.000 description 1
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- 239000011707 mineral Substances 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 229920000620 organic polymer Polymers 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- BJRNKVDFDLYUGJ-UHFFFAOYSA-N p-hydroxyphenyl beta-D-alloside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-UHFFFAOYSA-N 0.000 description 1
- 238000002638 palliative care Methods 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 230000008845 photoaging Effects 0.000 description 1
- 230000000485 pigmenting effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- BKGUPIVDQHHVMV-UHFFFAOYSA-N schisantherin C Natural products COC1=C2C=3C(OC)=C(OC)C(OC)=CC=3C(OC(=O)C(C)=CC)C(C)(O)C(C)CC2=CC2=C1OCO2 BKGUPIVDQHHVMV-UHFFFAOYSA-N 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 230000011664 signaling Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000013598 vector Substances 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- BVMLGLOHSDNEJG-NWDGAFQWSA-N wrh740aqq5 Chemical compound C1[C@@H](C)[C@@H](C)CC2=CC(O)=C(OC)C(OC)=C2C2=C1C=C1OCOC1=C2OC BVMLGLOHSDNEJG-NWDGAFQWSA-N 0.000 description 1
- WHNFPRLDDSXQCL-UHFFFAOYSA-N α-melanotropin Chemical compound C=1N=CNC=1CC(C(=O)NC(CC=1C=CC=CC=1)C(=O)NC(CCCNC(N)=N)C(=O)NC(CC=1C2=CC=CC=C2NC=1)C(=O)NCC(=O)NC(CCCCN)C(=O)N1C(CCC1)C(=O)NC(C(C)C)C(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(CCSC)NC(=O)C(CO)NC(=O)C(NC(=O)C(CO)NC(C)=O)CC1=CC=C(O)C=C1 WHNFPRLDDSXQCL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/79—Schisandraceae (Schisandra family)
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- 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
-
- 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
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- 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
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- 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
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/04—Drugs for skeletal disorders for non-specific disorders of the connective tissue
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- A61P31/08—Antibacterial agents for leprosy
-
- 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
-
- 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
- A61Q19/04—Preparations for care of the skin for chemically tanning the skin
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q7/00—Preparations for affecting hair growth
Definitions
- the color of human skin is a function of various factors including race and gender, but also environmental factors (season, sun exposure); it is mainly dependent on the nature and concentration of melanin produced by melanocytes.
- Melanocytes are specialized cells that, via particular organelles, melanosomes, synthesize melanin.
- Some people naturally or accidentally have more or less localized pigmentation defects, requiring local palliative treatments, or are seeking more general treatments to stimulate natural pigmentation.
- Pigmentation is naturally an effective protection against the deleterious effects of ultraviolet radiation and against skin photoaging in general.
- Skin pigmentation is also a protection against the appearance of skin cancers; for similar solar exposures, dark-skinned people and ethnic groups develop far fewer skin cancers than people with pale skin.
- Tyrosine -> Dopa -> Dopaquinone -> Dopachrome-> Melanine Melanin is stored in organelles or melanosomes and then transferred to neighboring keratinocytes. Each of these steps is essential for pigmentation.
- Tyrosinase monophenol dihydroxyl phenylalanine: oxygen oxido-reductase EC 1.14.18.1
- Tyrosinase is the first enzyme involved in this series of reactions. In particular, it catalyzes the conversion reaction of tyrosine to Dopa (dihydroxyphenylalanine) thanks to its hydroxylase activity and the conversion reaction of Dopa to dopaquinone by virtue of its oxidase activity.
- the subject of the present invention is therefore the cosmetic use of at least one 2,2'-cyclolignan, or a cosmetically acceptable salt of said 2,2'-cyclolignan, for inducing, stimulating or restoring the pigmentation of the skin, hair or hair.
- cosmetically acceptable salts mention may be made, for example, of sodium salts, pentaacetates or tribromides. Glycosilated derivatives or esters of said 2,2'-cyclolignan may also be used. For example, esters formed from hemisuccinic acid may be mentioned.
- X 1 , X 2 , X 3 , X 4 , X 5 and X 6 are chosen independently of one another as representing:
- Figure 1 illustrates the evaluation of melanin produced in normal human melanocytes in the presence of Gomisin A.
- Table 3 Effects of gomisin C on the viability of B16 melanocytes in culture (contact 72 h). MTT test and morphological observations.
- Gomisin C therefore caused a significant increase in melanin production in melanocyte cultures treated at non-toxic doses.
- the product has not shown any effect on the proliferation / protein synthesis of keratinocytes.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Engineering & Computer Science (AREA)
- Birds (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Alternative & Traditional Medicine (AREA)
- Medical Informatics (AREA)
- Obesity (AREA)
- Physical Education & Sports Medicine (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Biomedical Technology (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0706004A FR2920089A1 (fr) | 2007-08-24 | 2007-08-24 | Utilisation de 2.2-cyclolignanes comme agents promoteurs de la pigmentation de la peau ou des cheveux |
| PCT/EP2008/061004 WO2009027330A1 (fr) | 2007-08-24 | 2008-08-22 | Utilisation de 2,2'-cyclolignanes pour induire, restaurer ou stimuler une pigmentation de la peau, des poils ou des cheveux |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2190403A1 true EP2190403A1 (de) | 2010-06-02 |
Family
ID=39315606
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP08787406A Withdrawn EP2190403A1 (de) | 2007-08-24 | 2008-08-22 | Verwendung von 2,2'-cyclolignanen zur auslösung, wiederherstellung oder stimulation der pigmentierung von haut oder haaren |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20110046217A1 (de) |
| EP (1) | EP2190403A1 (de) |
| JP (1) | JP2010536920A (de) |
| KR (1) | KR20100068258A (de) |
| FR (1) | FR2920089A1 (de) |
| WO (1) | WO2009027330A1 (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8247405B2 (en) * | 2008-12-10 | 2012-08-21 | Conopco, Inc. | Skin lightening compositions with acetylcholinesterase inhibitors |
| JP2019026605A (ja) * | 2017-08-01 | 2019-02-21 | 学校法人九州文化学園 | メラニン合成促進組成物の製造方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6042485A (ja) * | 1983-08-17 | 1985-03-06 | Osaka Chem Lab | 抗酸化剤 |
| JPS6416721A (en) * | 1987-07-09 | 1989-01-20 | Tsumura & Co | Antioxidant |
| KR101414377B1 (ko) * | 2003-11-07 | 2014-07-01 | 바스프 뷰티 케어 솔루션즈 프랑스 에스에이에스 | 스키산드라 키넨시스의 과일의 추출물 및 그의 약학용 및 화장용 용도 |
-
2007
- 2007-08-24 FR FR0706004A patent/FR2920089A1/fr not_active Withdrawn
-
2008
- 2008-08-22 EP EP08787406A patent/EP2190403A1/de not_active Withdrawn
- 2008-08-22 KR KR1020107006352A patent/KR20100068258A/ko not_active Application Discontinuation
- 2008-08-22 JP JP2010522328A patent/JP2010536920A/ja active Pending
- 2008-08-22 WO PCT/EP2008/061004 patent/WO2009027330A1/fr active Application Filing
- 2008-08-22 US US12/674,684 patent/US20110046217A1/en not_active Abandoned
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2009027330A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20100068258A (ko) | 2010-06-22 |
| US20110046217A1 (en) | 2011-02-24 |
| FR2920089A1 (fr) | 2009-02-27 |
| JP2010536920A (ja) | 2010-12-02 |
| WO2009027330A1 (fr) | 2009-03-05 |
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