title: Inhibitory kinetics of novel 2,3-dihydro-1H-inden-1-one chalcone-like derivatives on mushroom tyrosinase.
abstract: In this study, novel 2,3-dihydro-1H-inden-1-one chalcone-like compounds and their hydroxyl derivatives were synthesized, and their inhibitory effects on mushroom tyrosinase activity were evaluated. Two of the compounds synthesized inhibited the diphenolase activity of tyrosinase in a dose dependent manner and exhibited much higher tyrosinase inhibitory activities (IC50 values of 12.3 μM and 8.2 μM, respectively) than the positive control, kojic acid (IC50: 27.5 μM). Kinetic analysis showed that their inhibition was reversible. Both the novel compounds displayed competitive inhibition with their Ki values of 10.3 μM and 8.7 μM, respectively. This study suggests hydroxy substituted 2,3-dihydro-1H-inden-1-one chalcone-like compounds to serve as promising candidates for use as depigmentation agents.
authors.affiliation: School of Chemistry and Forensic Science, University of Technology Sydney, 15 Broadway, Ultimo, NSW 2007, Australia. Electronic address: Sini.KaranayilRadhakrishnan@student.uts.edu.au.
authors.forename: Sini
authors.initials: S
authors.lastname: Radhakrishnan
authors.affiliation: School of Chemistry and Forensic Science, University of Technology Sydney, 15 Broadway, Ultimo, NSW 2007, Australia.
authors.forename: Ronald
authors.initials: R
authors.lastname: Shimmon
authors.affiliation: School of Chemistry and Forensic Science, University of Technology Sydney, 15 Broadway, Ultimo, NSW 2007, Australia.
authors.forename: Costa
authors.initials: C
authors.lastname: Conn
authors.affiliation: School of Chemistry and Forensic Science, University of Technology Sydney, 15 Broadway, Ultimo, NSW 2007, Australia.
authors.forename: Anthony
authors.initials: A
authors.lastname: Baker
mesh_terms: D000363:Agaricales / Q000201:enzymology*; D002599:Chalcone / Q000737:chemistry / Q000494:pharmacology*; D004789:Enzyme Activation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology; D007192:Indenes / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D007700:Kinetics; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D011753:Pyrones / Q000737:chemistry / Q000494:pharmacology
chemical_list: D004791:Enzyme Inhibitors; D007192:Indenes; D011753:Pyrones; D002599:Chalcone; C011890:kojic acid; D014442:Monophenol Monooxygenase
keywords: Competitive; Diphenolase; Reversible; Tyrosinase