title: Tyrosinase inhibitory activities of cinnamic acid analogues.
abstract: The aim of this study was to show how tyrosinase inhibitory activity is correlated with the structure of cinnamic acid derivatives. We synthesized cinnamic acid derivatives, and investigated their tyrosinase inhibitory and DPPH radical scavenging activities. The results show that reduction of C=C double bonds and the substituent group of cinnamic acid derivatives have an effect on antioxidant activity and tyrosinase inhibitory activity. Among these compounds, compounds 2, 6 and 6a showed a potent tyrosinase inhibitory activity with IC50 (50% inhibitory concentration) values of 115.6 microM, 114.9 microM and 195.7 microM, respectively. The results obtained provide a useful clue for the design and development of new tyrosinase inhibitors.
authors.affiliation: Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, Osaka, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Takahashi
authors.forename: M
authors.initials: M
authors.lastname: Miyazawa
mesh_terms: D000363:Agaricales / Q000201:enzymology; D000975:Antioxidants / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000737:chemistry; D002934:Cinnamates / Q000737:chemistry / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000737:chemistry; D016166:Free Radical Scavengers / Q000494:pharmacology; D007700:Kinetics; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D010851:Picrates / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D002934:Cinnamates; D004791:Enzyme Inhibitors; D016166:Free Radical Scavengers; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl; D014442:Monophenol Monooxygenase