Cytotoxic saponins from the seeds of Pittosporum angustifolium

Z Naturforsch C J Biosci. 2014 May-Jun;69(5-6):191-8. doi: 10.5560/znc.2014-0011.

Abstract

Three new acylated R1-barrigenol triterpene glycosides, 1-3, were isolated from the seeds of Pittosporum angustifolium Lodd. together with four known glycosides, 4-7, containing R1- and A1-barrigenol backbones. On the basis of spectroscopic, spectrometric, and chemical analyses the novel compounds were named pittangretosides N-P and established as 21beta-acetoxy-22alpha-angeloyloxy- (1), 21beta-acetoxy-22alpha-(2-acetoxy-2-methylbutyroyloxy)- (2), and 21beta-(2-methylbutyroyloxy)-22alpha-acetoxy-3beta-[beta-D-glucopyranosyl- (1 --> 2)]-[alpha-L-arabinopyranosyl-(1 --> 3)]-[alpha-L-arabinofuranosyl-(1 --> 4)]-beta-D-glucuronopyranosyloxyolean-12-ene-15alpha, 6alpha, 28-triol (3). Evaluation of the in vitro cytotoxicity against three tumour cell lines and one non-tumourigenic cell line revealed antiproliferative effects with IC50 values in a range of 1.74-34.1 microM.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Carbohydrate Conformation
  • Cell Line, Tumor
  • Chromatography, High Pressure Liquid
  • Drug Screening Assays, Antitumor
  • Humans
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Rosales / embryology*
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Saponins / pharmacology
  • Seeds / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared

Substances

  • Antineoplastic Agents, Phytogenic
  • Plant Extracts
  • Saponins