Cytotoxic prenylated phenolic compounds from the twig bark of Garcinia xanthochymus

Chem Biodivers. 2007 May;4(5):940-6. doi: 10.1002/cbdv.200790083.

Abstract

Three new hydroxylated xanthones with prenyl or geranyl substituents, compounds 1-3, were isolated from the twig bark of Garcinia xanthochymus, along with the four known compounds 1,4,5,6-tetrahydroxy-7,8-diprenylxanthone (4), 1,3,5,6-tetrahydroxy-4,7,8-triprenylxanthone (5), garciniaxanthone E (6), and 6-prenylapigenin (7). Their structures were elucidated by extensive spectroscopic analysis, including 1D- and 2D-NMR as well as HR-MS experiments. All compounds showed moderate cytotoxicities against breast cancer (MDA-MB-435S) and lung adenocarcinoma (A549) cell lines, but lacked antifungal activity against Candida albicans.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Benzimidazoles / isolation & purification
  • Benzimidazoles / pharmacology
  • Breast Neoplasms / pathology
  • Candida albicans / drug effects
  • Cell Proliferation / drug effects*
  • Cyclopentanes / isolation & purification
  • Cyclopentanes / pharmacology
  • Garcinia / chemistry*
  • Humans
  • Lung Neoplasms / pathology
  • Phenols / isolation & purification
  • Phenols / pharmacology
  • Tumor Cells, Cultured / drug effects
  • Xanthones / isolation & purification
  • Xanthones / pharmacology

Substances

  • 2-cyclopentyl-5-(5-isoquinolylsulfonyl)-6-nitro-1H-benzo(D)imidazole
  • Antifungal Agents
  • Antineoplastic Agents
  • Benzimidazoles
  • Cyclopentanes
  • Phenols
  • Xanthones