Evaluation of new chalcone derivatives as polyphenol oxidase inhibitors

Bioorg Med Chem Lett. 2011 Dec 15;21(24):7479-82. doi: 10.1016/j.bmcl.2011.09.130. Epub 2011 Oct 19.

Abstract

A newly series of 4-(phenylurenyl)chalcone (4a-j) and 4'-(phenylurenyl/thiourenyl)chalcone (9a-l) derivatives were synthesized and their inhibitory effects on the diphenolase activity of banana tyrosinase were evaluated. Tyrosinase has been purified from banana on an affinity gel comprised of Sepharose 4B-l-tyrosine-p-aminobenzoic acid. The result showed that 4a-j inhibited the PPO enzyme activity. Conversely, 9a-h and 9i-l showed activator effect on tyrosinase enzyme activity.

MeSH terms

  • Catechol Oxidase / antagonists & inhibitors*
  • Catechol Oxidase / metabolism
  • Chalcone / chemical synthesis
  • Chalcone / chemistry*
  • Chalcone / pharmacology
  • Drug Evaluation, Preclinical
  • Enzyme Activation / drug effects
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology
  • Kinetics
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Monophenol Monooxygenase / metabolism
  • Musa / enzymology

Substances

  • Enzyme Inhibitors
  • Chalcone
  • Catechol Oxidase
  • Monophenol Monooxygenase