Biosynthesis of coumarin glycosides by transgenic hairy roots of Polygonum multiflorum

Biosci Biotechnol Biochem. 2012;76(5):1008-10. doi: 10.1271/bbb.110347. Epub 2012 May 7.

Abstract

To investigate the substrate specificity and regio-selectivity of coumarin glycosyltransferases in transgenic hairy roots of Polygonum multiflorum, esculetin (1) and eight hydroxycoumarins (2-9) were employed as substrates. Nine corresponding glycosides (10-18) involving four new compounds, 6-chloro-4-methylcoumarin 7-O-β-D-glucopyranoside (15), 6-chloro-4-phenylcoumarin 7-O-β-D-glucopyranoside (16), 8-hydroxy-4-methylcoumarin 7-O-β-D-glucopyranoside (17), and 8-allyl-4-methylcoumarin 7-O-β-D-glucopyranoside (18), were biosynthesized by the hairy roots.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Coumarins / chemistry
  • Coumarins / metabolism*
  • Glycosides / biosynthesis*
  • Glycosides / chemistry
  • Glycosyltransferases / chemistry
  • Glycosyltransferases / metabolism*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Roots / chemistry
  • Plant Roots / enzymology*
  • Plant Roots / genetics
  • Plants, Genetically Modified / chemistry
  • Plants, Genetically Modified / enzymology
  • Polygonum / chemistry
  • Polygonum / enzymology*
  • Polygonum / genetics
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Coumarins
  • Glycosides
  • Glycosyltransferases