New lignan glucosides with tyrosinase inhibitory activities from exocarp of Castanea henryi

Carbohydr Res. 2012 Jul 1:355:45-9. doi: 10.1016/j.carres.2012.04.009. Epub 2012 Apr 20.

Abstract

Three novel lignan glycosides, 1-[4-(β-glucopyranosyl (1→2)-[β-glucopyranosyl (1→6)]-β-glucopyranosyloxy)-3-methoxyphenyl]-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1,3-propanediol (1), 2,3-dihydro-2-[4-(β-glucopyranosyl (1→2)-[β-glucopyranosyl (1→6)]-β-glucopyranosyloxy)-3-methoxyphenyl]-3-(hydroxymethyl)-7-methoxy-5-benzofuranpropanol (2), 7-hydroxy-9'-β-glucopyranosyloxyl secoisolariciresinol (3) and two known lignans were isolated from exocarp of Castanea henryi. Their structures were established by spectroscopic means, and their tyrosinase inhibitory potentials were evaluated in vitro using mushroom tyrosinase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Fagaceae / chemistry*
  • Fruit / chemistry*
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Glucosides / pharmacology*
  • Lignans / chemistry
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Glucosides
  • Lignans
  • Monophenol Monooxygenase