title: Refinement of arylthiosemicarbazone pharmacophore in inhibition of mushroom tyrosinase.
abstract: Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin biosynthesis, it catalyzes the transformation of tyrosine into l-dopaquinone. The aim of the present study was to study molecules able to inhibit tyrosinase to be used in treating depigmentation-related disorders. In this study, we targeted arylthiosemicarbazone analogs with the aim to contribute to the identification of the optimal aryl ring to be linked to the thiosemicarbazone moiety. The biological activity was evaluated on commercial mushroom tyrosinase which was purified prior use. The results demonstrated that several of our compounds (1a-h, 1j, 1r and 5) had more potent inhibitory activities than kojic acid which was used as the reference inhibitor.
authors.affiliation: Département de Pharmacochimie Moléculaire, Université de Grenoble/CNRS, UMR 5063, ICMG FR-2607, Grenoble, France.
authors.forename: Wei
authors.initials: W
authors.lastname: Yi
authors.forename: Carole
authors.initials: C
authors.lastname: Dubois
authors.forename: Samir
authors.initials: S
authors.lastname: Yahiaoui
authors.forename: Romain
authors.initials: R
authors.lastname: Haudecoeur
authors.forename: Catherine
authors.initials: C
authors.lastname: Belle
authors.forename: Huacan
authors.initials: H
authors.lastname: Song
authors.forename: Renaud
authors.initials: R
authors.lastname: Hardré
authors.forename: Marius
authors.initials: M
authors.lastname: Réglier
authors.forename: Ahcène
authors.initials: A
authors.lastname: Boumendjel
mesh_terms: D000363:Agaricales / Q000201:enzymology*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008543:Melanins / Q000096:biosynthesis; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D012880:Skin Pigmentation / Q000187:drug effects; D021241:Spectrometry, Mass, Electrospray Ionization; D013882:Thiosemicarbazones / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D004791:Enzyme Inhibitors; D008543:Melanins; D013882:Thiosemicarbazones; D014442:Monophenol Monooxygenase