New iridoid glycoside from Gratiola officinalis

J Asian Nat Prod Res. 2012;14(12):1191-5. doi: 10.1080/10286020.2012.734299. Epub 2012 Nov 8.

Abstract

A new iridoid glycoside, 1β,6β-di-O-trans-cinnamoyl-9-O-β-D-glucopyranosyl-3-iridene-5β-ol (1), along with four known compounds loliolide (2), β-sitosterol-3-O-β-D-glucopyranoside (3), betulinic acid (4), and β-amyrin (5), was isolated from the aerial parts of Gratiola officinalis L. The structure of the new compound was deduced on the basis of 1D ¹H and ¹³C NMR and 2D HMQC, HMBC, and COSY experiments, and mass spectrometric techniques (EI-MS and HR-EI-MS). The relative configuration of 1 was assigned by comparative analysis of the NMR spectral data with known analogs, together with NOESY experiments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glucosides
  • Iridoid Glycosides / chemistry
  • Iridoid Glycosides / isolation & purification*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Pakistan
  • Scrophulariaceae / chemistry*
  • Sitosterols

Substances

  • 1beta,6beta-di-O-trans-cinnamoyl-9-O-beta-D-glucopyranosyl-3-iridene-5beta-ol
  • Glucosides
  • Iridoid Glycosides
  • Sitosterols
  • sitosterol-3-O-glucopyranoside