Solid-phase synthesis of kojic acid-tripeptides and their tyrosinase inhibitory activity, storage stability, and toxicity

Bioorg Med Chem Lett. 2004 Jun 7;14(11):2843-6. doi: 10.1016/j.bmcl.2004.03.046.

Abstract

A small library of kojic acid-tripeptides (Ko-X1X2X3) was prepared by solid-phase parallel synthesis and assayed to evaluate their tyrosinase inhibitory activity. Most of the kojic acid-tripeptides showed better activities than kojic acid. Kojic acid-FWY was the best compound, and it exhibited 100-fold tyrosinase inhibitory activity compared with kojic acid. In addition, their storage stabilities were approximately 15 times higher and their toxicity was lower than that of kojic acid.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Drug Stability
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Enzyme Inhibitors / toxicity
  • Humans
  • Inhibitory Concentration 50
  • Melanocytes / drug effects
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Oligopeptides / chemical synthesis
  • Oligopeptides / pharmacology*
  • Oligopeptides / toxicity
  • Peptide Library
  • Pyrones / chemical synthesis
  • Pyrones / pharmacology
  • Pyrones / toxicity
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Oligopeptides
  • Peptide Library
  • Pyrones
  • kojic acid
  • Monophenol Monooxygenase