Polyacanthoside A, a new oleanane-type triterpenoid saponin with cytotoxic effects from the leaves of Acacia polyacantha (Fabaceae)

Nat Prod Res. 2019 Dec;33(24):3521-3526. doi: 10.1080/14786419.2018.1486312. Epub 2018 Jun 25.

Abstract

The chemical investigation of the leaves and stem bark of Acacia polyacantha (Fabaceae) led to the isolation of a new oleanane-type triterpenoid saponin named polyacanthoside A 1 together with fifteen known compounds. Their structures were established from spectral , mainly HRESIMS, 1D NMR and 2D NMR and by comparison with literature data. The cytotoxicity of compound 1 and the analogues 8 as well as doxorubicin was determined in a panel of 9 cancer cell lines including sensitive and drug resistant phenotypes. Unlike the analogue 8, compound 1 as well as doxorubicin displayed cytotoxic effects in all the 9 tested cancer cell lines with IC50 values ranged from 8.90 μM (towards CCRF-CEM leukemia cells) to 35.21 μM (towards HepG2 hepatocarcinoma cells) for compound 1 and from 0.02 μM (towards CCRF-CEM leukemia cells) to 66.83 μM (against CEM/ADR5000 leukemia cells) for doxorubicin.

Keywords: 3--methyl-D-Chiro-inositol; Fabaceae; cytotoxicity; drug resistant phenotypes; leukemia cells; polyacanthoside A.

Publication types

  • Video-Audio Media

MeSH terms

  • Acacia / chemistry*
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Drug Resistance, Multiple / drug effects
  • Drug Screening Assays, Antitumor
  • Hep G2 Cells
  • Humans
  • Oleanolic Acid / chemistry*
  • Oleanolic Acid / pharmacology*
  • Plant Leaves / chemistry
  • Saponins / chemistry*
  • Saponins / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Saponins
  • Oleanolic Acid