title: Curcumin-like diarylpentanoid analogues as melanogenesis inhibitors.
abstract: Anti-melanogenesis screening of 47 synthesized curcumin-like diarylpentanoid analogues was performed to show that some had a potent inhibitory effect on the melanogenesis in B16 melanoma cells. Their actions were considered to be mostly due to tyrosinase inhibition, tyrosinase expression inhibition, and melanin pigment degradation. The structure-activity relationships of those curcumin-like diarylpentanoid analogues which inhibited the melanogenesis and tyrosinase activity were also discussed. Of those compounds assayed, (2E,6E)-2,6-bis(2,5-dimethoxybenzylidene)cyclohexanone showed the most potent anti-melanogenesis effect, the mechanism of which is considered to be the degradation of the melanin pigment in B16 melanoma cells, affecting neither the tyrosinase activity nor tyrosinase expression.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Hosoya
authors.forename: Asami
authors.initials: A
authors.lastname: Nakata
authors.forename: Fumie
authors.initials: F
authors.lastname: Yamasaki
authors.forename: Faridah
authors.initials: F
authors.lastname: Abas
authors.forename: Khozirah
authors.initials: K
authors.lastname: Shaari
authors.forename: Nordin Hj
authors.initials: NH
authors.lastname: Lajis
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Morita
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003474:Curcumin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000494:pharmacology; D008543:Melanins / Q000378:metabolism*; D008544:Melanocytes / Q000187:drug effects* / Q000201:enzymology / Q000473:pathology; D008546:Melanoma, Experimental / Q000201:enzymology* / Q000473:pathology; D051379:Mice; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D008543:Melanins; D014442:Monophenol Monooxygenase; D003474:Curcumin