title: Evaluation of dihydropyrimidin-(2H)-one analogues and rhodanine derivatives as tyrosinase inhibitors.
abstract: A series of dihydropyrimidin-(2H)-one analogues and rhodanine derivatives were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were evaluated. The results showed that some of the synthesized compounds exhibited significant inhibitory activities. Especially, compound 15 bearing a hydroxyethoxyl group at position-4 of phenyl ring exhibited most potent tyrosinase inhibitory activity with IC(50) value of 0.56 mM. The inhibition mechanism analysis of compound 15 demonstrated that the inhibitory effect of the compound on the tyrosinase was irreversible. These results suggested that such compounds might be served as lead compounds for further designing new potential tyrosinase inhibitors.
authors.affiliation: Department of Biology and Chemical Engineering, Shaoyang University, Shao Shui Xi Road, Shaoyang 422100, People's Republic of China. xtliujb@yahoo.com.cn
authors.forename: Jinbing
authors.initials: J
authors.lastname: Liu
authors.forename: Fengyan
authors.initials: F
authors.lastname: Wu
authors.forename: Lingjuan
authors.initials: L
authors.lastname: Chen
authors.forename: Jianming
authors.initials: J
authors.lastname: Hu
authors.forename: Liangzhong
authors.initials: L
authors.lastname: Zhao
authors.forename: Changhong
authors.initials: C
authors.lastname: Chen
authors.forename: Liwang
authors.initials: L
authors.lastname: Peng
mesh_terms: D000363:Agaricales / Q000201:enzymology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D012236:Rhodanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D045162:Thiazolidinediones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013871:Thiones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D004791:Enzyme Inhibitors; D011743:Pyrimidines; D045162:Thiazolidinediones; D013871:Thiones; D012236:Rhodanine; D014442:Monophenol Monooxygenase; C030986:pyrimidine