title: Mushroom tyrosinase inhibition activity of some chromones.
abstract: Currently, aloesin is used in the cosmetic industry as a whitening agent because it inhibits tyrosinase activity. Aloesin is a C-glycosylated chromone compound isolated from aloe, and it is difficult to synthesize because of C-glycosyl moiety in the molecule. The purpose of this study is to search for a new chromone compound which is easy to synthesize and which posesses stronger tyrosinase inhibitory activity than aloesin. Fourteen chromone derivatives were synthesized and screened for their mushroom-tyrosinase inhibitory activity. 5-Methyl-7-methoxy-2-(2'-benzyl-3'-oxobutyl)chromone (15) showed the strongest activity among tested compounds. Its activity was not only stronger than aloesin, but also stronger than arbutin and kojic acid. The kinetic analysis revealed a competitive inhibition of 15 with tyrosinase for the L-tyrosine binding site.
authors.affiliation: College of Pharmacy, Seoul National University, Korea.
authors.forename: Long Zhu
authors.initials: LZ
authors.lastname: Piao
authors.forename: Hyang Rae
authors.initials: HR
authors.lastname: Park
authors.forename: Yun Kyung
authors.initials: YK
authors.lastname: Park
authors.forename: Seung Ki
authors.initials: SK
authors.lastname: Lee
authors.forename: Jeong Hill
authors.initials: JH
authors.lastname: Park
authors.forename: Man Ki
authors.initials: MK
authors.lastname: Park
mesh_terms: D000363:Agaricales / Q000201:enzymology*; D002867:Chromones / Q000737:chemistry / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D005960:Glucosides / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D002867:Chromones; D004791:Enzyme Inhibitors; D005960:Glucosides; D014442:Monophenol Monooxygenase; C069868:aloesin