Cytotoxic caged-polyprenylated xanthonoids and a xanthone from Garcinia cantleyana

Phytochemistry. 2007 Oct;68(20):2537-44. doi: 10.1016/j.phytochem.2007.05.024. Epub 2007 Jun 28.

Abstract

Phytochemical studies on the leaves and trunk bark of Garcinia cantleyana yielded five caged-xanthonoids including one tetra- and four tri-prenylated xanthones, cantleyanone A (1), 7-hydroxyforbesione (2) and cantleyanones B-D (4-6), as well as a simple xanthone, 4-(1,1-dimethylprop-2-enyl)-1,3,5,8-tetrahydroxyxanthone (3). Eight other known compounds, deoxygaudichaudione A, gaudichaudione H, friedelin, garbogiol, macranthol, glutin-5-en-3beta-ol, and a mixture of sitosterol and stigmasterol were also isolated. Their structures were elucidated by means of spectroscopic data and comparison of their NMR data with literature values. Significant cytotoxicity against MDA-MB-231, CaOV-3, MCF-7 and HeLa cancer cell-lines was demonstrated by cantleyanones B-D, 7-hydroxyforbesione, deoxygaudichaudione A and macranthol, with IC(50) values ranging from 0.22 to 17.17 microg/ml.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / isolation & purification
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Garcinia / chemistry*
  • Humans
  • Molecular Structure
  • Plant Bark / chemistry
  • Prenylation
  • Xanthones* / chemistry
  • Xanthones* / isolation & purification
  • Xanthones* / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Xanthones
  • xanthone