Glycosides of ursane-type triterpenoid, benzophenone, and iridoid from Vangueria agrestis (Fadogia agrestis) and their anti-infective activities

Nat Prod Res. 2020 Mar;34(5):683-691. doi: 10.1080/14786419.2018.1497031. Epub 2018 Oct 16.

Abstract

Four ursane-type triterpenoid glycosides (1-4), two benzophenone glycosides (5 and 6), and one iridoid glucoside (7) were isolated and characterized from the dried roots of Vangueria agrestis. Compounds 1 (3-O-[α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl]pomolic acid 28-O-β-D-glucopyranosyl ester) and 5 (2-O-[β-D-apiofuranosyl-(1→6)-β-D-glucopyranosyl]-6,4'-dihydroxy-4-methoxy benzophenone) were found to be new metabolites. The identity of all compounds has been accomplished, primarily, based on 1 D and 2 D NMR and HRESMS analysis. Compounds 6 and 2, showed inhibitory effect against Trypanosoma brucei with IC50 22.3 µM for 6 and IC50 11.1 µM, IC90 12.3 µM for 2.

Keywords: Fadogia agrestis; Rubiaceae; Vangueria agrestis; anti-infective activities; benzophenone; glycosides; iridoid; ursane-triterpenoid.

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Benzophenones / chemistry
  • Benzophenones / isolation & purification
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Iridoids / chemistry
  • Iridoids / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Plant Roots / chemistry
  • Rubiaceae / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification

Substances

  • Anti-Infective Agents
  • Benzophenones
  • Glycosides
  • Iridoids
  • Triterpenes
  • ursane