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dc.creatorNesterov, Alexandre
dc.creatorZhao, Jifu
dc.creatorMinter, David
dc.creatorHertel, Carmen
dc.creatorMa, Wenwen
dc.creatorAbeysinghe, Padmapriya
dc.creatorHong, Mei
dc.creatorJia, Qi
dc.date.accessioned2018-06-01T15:56:57Z
dc.date.available2018-06-01T15:56:57Z
dc.date.issued2008-09-01
dc.identifier.urihttps://doi.org/10.1248/cpb.56.1292
dc.identifier.urihttps://repository.tcu.edu/handle/116099117/21905
dc.identifier.urihttps://www.jstage.jst.go.jp/article/cpb/56/9/56_9_1292/_article
dc.description.abstractA series of diarylpropane compounds was isolated by screening a plant extract library for inhibitors of mushroom tyrosinase. The most potent compound, 1-(2,4-dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)propane (UP302: CAS# 869743-37-3), was found in the medicinal plant Dianella ensifolia. Synthetic and plant-derived versions of UP302 inhibited mushroom tyrosinase with similar potencies. UP302 inhibited mushroom tyrosinase with Ki=0.3 µM, in a competitive and reversible fashion. UP302 was 22 times more potent than Kojic acid in inhibiting murine tyrosinase, with IC50 values of 12 and 273 µM respectively. Experiments on mouse melanoma cells B16-F1 and on human primary melanocytes demonstrated that UP302 inhibits melanin formation with IC50 values of 15 and 8 µM respectively. Long-term treatment of cultured melanocytes with up to 62 µM of UP302 revealed no detectable cytotoxicity. In a reconstructed skin model (MelanoDermTM) topical application of 0.1% UP302 resulted in significant skin lightening and decrease of melanin production without effects on cell viability, melanocyte morphology or overall tissue histology. In conclusion, UP302 is a novel tyrosinase inhibitor that suppresses melanin production in both cultured melanocytes and reconstructed skin with high potency and without adverse side effects.en_US
dc.language.isoenen_US
dc.publisherThe Pharmaceutical Society of Japan
dc.rights.urihttps://bpb.pharm.or.jp/document/transfer.pdf
dc.sourceChemical and Pharmaceutical Bulletin
dc.subjecttyrosinaseen_US
dc.subjectinhibitoren_US
dc.subjectcompetitiveen_US
dc.subjectskinen_US
dc.subjectmelaninen_US
dc.subjectdepigmentingen_US
dc.title1-(2,4-Dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)propane, a Novel Tyrosinase Inhibitor with Strong Depigmenting Effects
dc.typeArticleen_US
dc.rights.holderAlexandre Nesterov et al.
dc.rights.licenseThe undersigned author, with the consent of all authors, hereby transfers copyright ownership in all print and electronic to the Pharmaceutical Society of Japan. Notwithstanding the transfer of copyright, the authors may self-archive the final version in the institutional repository of the authors' institutions without permission of the Society. The version posted must be a published form, which has appeared in Chemical and Pharmaceutical Bulletin/Biological and Pharmaceutical Bulletin.
local.collegeCollege of Science and Engineering
local.departmentChemistry and Biochemistry
local.personsMinter (CHEM)


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