title: Analogues of N-hydroxy-N'-phenylthiourea and N-hydroxy-N'-phenylurea as inhibitors of tyrosinase and melanin formation.
abstract: A series of N-hydroxy-N'-phenylthiourea and N-hydroxy-N'-phenylurea analogues were prepared and evaluated as inhibitors of tyrosinase and melanin formation. The most active analogue 1 inhibited mushroom tyrosinase with an IC(50) of around 0.29 microM and also retained a substantial potency in cell culture by reducing pigment synthesis by 78%. Therefore, compound 1 could be considered as a promising candidate for preclinical drug development for skin hyperpigmentation application.
authors.affiliation: Mayoly Spindler S.A. Laboratory, Preclinical R&D, 6, avenue de l'Europe-BP51, 78401 Chatou cedex, France.
authors.forename: Marc
authors.initials: M
authors.lastname: Criton
authors.forename: Véronique
authors.initials: V
authors.lastname: Le Mellay-Hamon
mesh_terms: D000363:Agaricales / Q000201:enzymology; D000818:Animals; D045744:Cell Line, Tumor; D004305:Dose-Response Relationship, Drug; D020128:Inhibitory Concentration 50; D008543:Melanins / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D008544:Melanocytes / Q000187:drug effects* / Q000201:enzymology; D008545:Melanoma; D051379:Mice; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000737:chemistry / Q000187:drug effects*; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D010670:Phenylthiourea / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D018675:Toxicity Tests
chemical_list: D008543:Melanins; D010455:Peptides; D010670:Phenylthiourea; D014442:Monophenol Monooxygenase