Synthesis of 6-deoxymollugins and their inhibitory activities on tyrosinase

Arch Pharm Res. 2014 Jul;37(7):862-72. doi: 10.1007/s12272-013-0240-1. Epub 2013 Sep 18.

Abstract

A series of 6-deoxymollugins were prepared five steps from benzaldehyde and its derivatives via phenylboronic acid-catalyzed chromenylation as a key step. Their inhibitory activities against tyrosinase from mushroom were evaluated to show that the parent, methyl 2,2-dimethyl-2H-benzo[h]chromene-5-carboxylate (9a) showed best and promising inhibitory activity at IC50 = 18.3 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology
  • Cell Line, Tumor
  • Drugs, Chinese Herbal / chemical synthesis*
  • Drugs, Chinese Herbal / isolation & purification
  • Drugs, Chinese Herbal / pharmacology
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Humans
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Pyrans / chemical synthesis*
  • Pyrans / isolation & purification
  • Pyrans / pharmacology
  • Rubiaceae*

Substances

  • Drugs, Chinese Herbal
  • Enzyme Inhibitors
  • Pyrans
  • rubimaillin
  • Monophenol Monooxygenase