Bioactive constituents of oleanane-type triterpene saponins from the roots of Glycyrrhiza glabra

J Asian Nat Prod Res. 2014;16(11):1044-53. doi: 10.1080/10286020.2014.960857. Epub 2014 Oct 8.

Abstract

Three new oleanane-type triterpene saponins, namely licorice-saponin M3 (1), licorice-saponin N4 (2), and licorice-saponin O4 (3), an artificial product (4), as well as five known triterpene glucuronides (5-9), were isolated from the roots of Glycyrrhiza glabra L. Their structures were established using 1D and 2D NMR spectroscopy, mass spectrometry, and by comparison with spectroscopic data reported in the literature. The inhibitory effects of the selected compounds on neuraminidase were evaluated, and the preliminary structure-activity relationship was also predicted.

Keywords: Glycyrrhiza glabra; Leguminosae; licorice saponin; neuraminidase inhibitory activity; triterpene glucuronides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants
  • Glycyrrhiza / chemistry*
  • Molecular Structure
  • Neuraminidase / antagonists & inhibitors*
  • Nuclear Magnetic Resonance, Biomolecular
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / isolation & purification
  • Oleanolic Acid / pharmacology
  • Plant Roots / chemistry
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Saponins / pharmacology
  • Structure-Activity Relationship

Substances

  • Antioxidants
  • Saponins
  • licorice-saponin M3
  • licorice-saponin N4
  • licorice-saponin O4
  • oleanane
  • Oleanolic Acid
  • Neuraminidase