title: Phenylethylamide and phenylmethylamide derivatives as new tyrosinase inhibitors.
abstract: Increased production and accumulation of melanin lead to hyperpigmentation disorders. Several inhibitors of tyrosinase, the key enzyme in melanin synthesis have been developed but exhibited lack of efficiency or some adverse side effects. Therefore, it appears very important to find new agents that will be able to promote inhibition of tyrosinase and pigmentation. In this study, some phenylalkylcinnamide molecules were synthesized and evaluated for their ability to act as tyrosinase inhibitors. Compounds 2 (IC(50)=0.03 mM) and 12 (IC(50)=0.028 mM) showed strong tyrosinase inhibitory potential comparable to standard hydroquinone (IC(50)=0.037 mM). Taken together, compounds 2 and 12 can be considered as good candidates for further investigations to evaluate their effect on the inhibition of melanin synthesis and skin pigmentation.
authors.affiliation: Mayoly Spindler S.A. Laboratory, Preclinical R&D, Chatou cedex, France. veronique.lemellay-hamon@mayoly-spindler.fr
authors.forename: Véronique
authors.initials: V
authors.lastname: Le Mellay-Hamon
authors.forename: Marc
authors.initials: M
authors.lastname: Criton
mesh_terms: D000363:Agaricales / Q000201:enzymology; D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology*; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D002934:Cinnamates / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D006873:Hydroquinones / Q000494:pharmacology; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship
chemical_list: D000577:Amides; D001555:Benzene Derivatives; D002934:Cinnamates; D004791:Enzyme Inhibitors; D006873:Hydroquinones; D014442:Monophenol Monooxygenase