Inhibitory kinetics of novel 2, 3-dihydro-1H-inden-1-one chalcone-like derivatives on mushroom tyrosinase. Issue 23 (1st December 2015)

• Record Type: Journal Article
• Authors: Radhakrishnan, Sini; Shimmon, Ronald; Conn, Costa; Baker, Anthony
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 25:Issue 23(2015)
• Page Start: 5495
• Page End: 5499
• Publication Date: 2015-12-01
• Subjects: Tyrosinase -- Competitive -- Diphenolase -- Reversible; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2015.10.071
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: In this study, novel 2, 3-dihydro-1 H -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 K i values of 10.3 μM and 8.7 μM, respectively. This study suggests hydroxy substituted 2, 3-dihydro-1 H -inden-1-one chalcone-like compounds to serve as promising candidates for use as depigmentation agents.