New triterpene glycoside and other chemical constituents from the leaves of Swartzia apetala Raddi var. glabra

Nat Prod Res. 2013 Oct;27(20):1888-95. doi: 10.1080/14786419.2013.782493. Epub 2013 Mar 28.

Abstract

A new triterpene saponin (1) was isolated from a methanol extract of Swartzia apetala Raddi var. glabra, together with the flavonoids mauritianin (2), kaempferol (3) and the triterpene saponin β-D-glucopyranosyl 3β-hydroxy-olean-12-en-28-oate (4). These compounds were characterised on the basis of their spectral data, mainly one-dimension (1D; (1)H, (13)C, APT) and two-dimension (2D; (1)H-(1)H-COSY, HMQC and HMBC) nuclear magnetic resonance (NMR) and HR-ESI-MS, and comparison with values in the literature. The analysis by HR-ESI-MS showed a mass compatible with that of triterpene saponin 1. This proposal was supported by molecular modelling. LC-HR-ESI-MS experiment was also used to evaluate the purity of 1 and allowed to speculate about the possibility of the presence of 5 in very small quantity. The extract and four compounds were assayed for antifungal activity against nine strains of Candida spp.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Chromatography, High Pressure Liquid
  • Fabaceae / chemistry*
  • Flavonoids / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Methanol
  • Models, Molecular*
  • Molecular Structure
  • Plant Exudates
  • Plant Leaves / chemistry*
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*

Substances

  • Antifungal Agents
  • Flavonoids
  • Plant Exudates
  • Saponins
  • Triterpenes
  • Methanol