Glycosylation of trans-resveratrol by plant-cultured cells

Biosci Biotechnol Biochem. 2012;76(8):1552-4. doi: 10.1271/bbb.120126. Epub 2012 Aug 7.

Abstract

Plant-cultured cells of Catharanthus roseus converted trans-resveratrol into its 3-O-β-D-glucopyranoside, 4'-O-β-D-glucopyranoside, 3-O-(6-O-β-D-xylopyranosyl)-β-D-glucopyranoside, and 3-O-(6-O-α-L-arabinopyranosyl)-β-D-glucopyranoside. The 3-O-(6-O-β-D-xylopyranosyl)-β-D-glucopyranoside and 3-O-(6-O-α-L-arabinopyranosyl)-β-D-glucopyranoside compounds of trans-resveratrol are both new. Incubation of plant-cultured cells of Ipomoea batatas and Strophanthus gratus with trans-resveratrol gave trans-resveratrol 3-O-β-D-glucopyranoside and trans-resveratrol 4'-O-β-D-glucopyranoside.

MeSH terms

  • Biotransformation
  • Catharanthus / metabolism*
  • Cells, Cultured
  • Glucose / analogs & derivatives
  • Glucose / biosynthesis
  • Glucosides / biosynthesis
  • Glycosides / chemical synthesis
  • Glycosylation
  • Ipomoea batatas / metabolism*
  • Molecular Structure
  • Plant Cells / metabolism*
  • Resveratrol
  • Stereoisomerism
  • Stilbenes / metabolism*
  • Strophanthus / metabolism*

Substances

  • 3-O-(6-O-alpha-L-arabinopyranosyl)-beta-D-glucopyranoside
  • 3-O-(6-O-beta-D-xylopyranosyl)-beta-D-glucopyranoside
  • Glucosides
  • Glycosides
  • Stilbenes
  • resveratrol 3-O-glucopyranoside
  • trans-resveratrol-4'-O-beta-D-glucopyranoside
  • Glucose
  • Resveratrol