A germacranolide and three hydroxybenzyl alcohol derivatives from Hieracium murorum and Crepis bocconi

Phytochem Anal. 2001 Jul-Aug;12(4):281-5. doi: 10.1002/pca.585.

Abstract

The methanol extract of sub-aerial parts of Hieracium murorum L. gave germacra-7 alpha H-1(10)E,4Z,11 (13)-trien-12,8 alpha-olide-15-oic acid (15-->1)-beta-D-glucopyranosyl ester (1), a new sesquiterpenoid of the germacrane-type, and two new 4-hydroxybenzyl alcohol derivatives, 4-hydroxy-cinnamomic acid 4-beta-D-glucopyranosyloxybenzyl ester (2) and 3-hydroxy-2-[(4-hydroxy-phenyl)-acetoxy]-3-methyl-butyric 4-beta-D-glucopyranosyloxybenzyl ester (3). The methanol extract of sub-aerial parts of Crepis bocconi P. D. Sell gave 4-hydroxybenzoic acid 4-beta-D-glucopyranosyloxybenzyl ester (4), another new 4-hydroxybenzyl alcohol derivative. The structures of these compounds were established by means of MS and one- and two dimensional-NMR experiments.

MeSH terms

  • Asteraceae / chemistry*
  • Benzyl Alcohols / analysis*
  • Benzyl Alcohols / chemistry
  • Hydroxybenzoates / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Sesquiterpenes / analysis*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes, Germacrane*

Substances

  • Benzyl Alcohols
  • Hydroxybenzoates
  • Sesquiterpenes
  • Sesquiterpenes, Germacrane
  • germacranolide