Tetraketones: a new class of tyrosinase inhibitors

Bioorg Med Chem. 2006 Jan 15;14(2):344-51. doi: 10.1016/j.bmc.2005.08.029. Epub 2005 Sep 28.

Abstract

Twenty-eight tetraketones (1-28) with variable substituents at C-7 were synthesized and evaluated as tyrosinase inhibitors. Remarkably compounds 25 (IC(50)=2.06 microM), 11 (IC(50)=2.09 microM), 15 (IC(50)=2.61 microM), and 27 (IC(50)=3.19 microM) were found to be the most active compounds of the series, even better than both standards kojic acid (IC(50)=16.67 microM) and L-mimosine (IC(50)=3.68 microM). This study may lead to the discovery of therapeutically potent agents against clinically very important dermatological disorders including hyperpigmentation as well as skin melanoma.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / pharmacology*
  • Ketones / pharmacology*
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Spectrum Analysis / methods

Substances

  • Enzyme Inhibitors
  • Ketones
  • Monophenol Monooxygenase