Antimicrobial pentacyclic triterpenes and glycosides from the stem bark of Cussonia bancoensis

Nat Prod Res. 2020 Mar;34(6):859-862. doi: 10.1080/14786419.2018.1503262. Epub 2018 Oct 5.

Abstract

The stem bark of Cussonia bancoensis is used traditionally for the treatment of different types of infection and pain. A bioassay guided fractionation of the methanol stem bark extract led to the isolation of five pentacyclic triterpenes and glycosides identified based on spectroscopic data as 23-hydroxyursolic acid (CB1), hederagenin (CB2), 3-O-α-L-arabinopyranosyl-echinocystic acid (CB3), 3-O-α-L-arabinopyranosyl- oleanolic acid (CB4) and 3-O-α-L-arabinopyranosyl-ursolic acid (CB5). CB2 - CB5 are being reported for the first time from this species. The compounds were evaluated for antimicrobial activity against ten microorganisms using the HT-SPOTi method. CB3 demonstrated remarkable antimicrobial activity against S. aureus, S. pyogens, E. faecalis, S. typhi and C. albicans at MICs between 3.12 and 12.5 µg/mL. Among the studied compounds, it was observed that hydroxylation of position C-16 of the oleanane skeleton may enhance antimicrobial activity. This study gives insight into the anti-infective constituents of the stem bark of C. bancoensis and justifies its use in ethnomedicine.[Formula: see text].

Keywords: Cussonia bancoensis; HT-SPOTi; antimicrobial; glycoside; oleanane; triterpene; ursane.

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Araliaceae / chemistry*
  • Bacteria / drug effects
  • Fungi / drug effects
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Oleanolic Acid / analogs & derivatives
  • Pentacyclic Triterpenes / chemistry
  • Pentacyclic Triterpenes / isolation & purification*
  • Pentacyclic Triterpenes / pharmacology
  • Plant Bark / chemistry*
  • Saponins
  • Triterpenes
  • Ursolic Acid

Substances

  • Anti-Infective Agents
  • Glycosides
  • Pentacyclic Triterpenes
  • Saponins
  • Triterpenes
  • 23-hydroxyursolic acid
  • 3-O-alpha-L-arabinopyranosyl-oleanolic acid
  • Oleanolic Acid