Tyrosinase inhibitor isolated from the leaves of Zanthoxylum piperitum

Biosci Biotechnol Biochem. 2004 Sep;68(9):1984-7. doi: 10.1271/bbb.68.1984.

Abstract

Two flavonols, quercetin (1) and quercitrin (2), were isolated from the leaves of Zanthoxylum piperitum. Their structures were established by UV, one- and two-dimensional NMR, and mass spectroscopic methods. Quercetin showed significant inhibition against mushroom tyrosinase with an IC50 value of 3.8 microg/ml, and appeared to inhibit the polyphenol oxidase activity of tyrosinase in a competitive manner (Ki = 10 +/- 0.20 microM) when L-tyrosine was used as a substrate, although it did not inhibit the melanin production of Streptomyces bikiniensis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology
  • Catechol Oxidase / antagonists & inhibitors
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology
  • Flavonols / isolation & purification
  • Flavonols / pharmacology
  • Fungal Proteins
  • Inhibitory Concentration 50
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Melanins / biosynthesis
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Plant Leaves / enzymology
  • Quercetin / analogs & derivatives*
  • Quercetin / isolation & purification
  • Quercetin / pharmacology
  • Zanthoxylum / enzymology*

Substances

  • Enzyme Inhibitors
  • Flavonols
  • Fungal Proteins
  • Melanins
  • quercitrin
  • Quercetin
  • Catechol Oxidase
  • Monophenol Monooxygenase