Cytotoxic cycloartane triterpene and rare isomeric bisclerodane diterpenes from the leaves of Polyalthia longifolia var. pendula

Bioorg Med Chem Lett. 2010 Oct 1;20(19):5767-71. doi: 10.1016/j.bmcl.2010.07.141. Epub 2010 Aug 5.

Abstract

A 24-methylenecycloartane-3 β, 16 β, 23 β-triol, Longitriol (1), rare bisclerodane imides, Longimide A (2) and previously known Longimide B (3) were isolated from ethanolic extract of the leaves of Polyalthia longifolia var. pendula. This is the first example of isolation of any cycloartane triterpene from this plant source. Structures were determined by extensive (1D and 2D NMR) spectroscopic data analysis combined with ESI MS/MS fragmentation and X-ray analysis. Furthermore, Compounds 1 and 2 were evaluated for their cytotoxic effects against four human cancer cell lines and found to be most active against cervical carcinoma cell lines with IC(50) value of 10.03 and 4.12 μg/mL, respectively.

MeSH terms

  • Cell Line, Tumor
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / toxicity
  • Humans
  • Isomerism
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Plant Leaves / chemistry
  • Polyalthia / chemistry*
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification
  • Triterpenes / toxicity

Substances

  • 24-methylenecycloartane-3beta,16beta,23beta-triol
  • Diterpenes
  • Triterpenes
  • longimide A
  • cycloartane