Antimicrobial prenylated benzoylphloroglucinol derivatives and xanthones from the leaves of Garcinia goudotiana

Phytochemistry. 2014 Jun:102:162-8. doi: 10.1016/j.phytochem.2014.03.006. Epub 2014 Mar 29.

Abstract

Bioassay-guided fractionation using antimicrobial assay of the crude acetonic extract of Garcinia goudotiana leaves and of its five partitions led to the isolation of two new prenylated benzoylphloroglucinol derivatives, goudotianone 1 (1) and goudotianone 2 (2), in addition to two known compounds including one xanthone, 1,3,7-trihydroxy-2-isoprenylxanthone (3), and one triterpenoid, friedelin (4). Their structures were elucidated on the basis of different spectroscopic methods, including extensive 1D- and 2D-NMR spectroscopy and mass spectrometry. The crude acetonic extract, the methylene chloride and ethyl acetate partitions, and some tested compounds isolated from this species (1-3) demonstrated selective significant antimicrobial activities against Gram-positive bacteria, in particular Staphylococcus lugdunensis, Enterococcus faecalis and Mycobacterium smegmatis. The potential cytotoxic activities of these extracts and compounds were evaluated against human colon carcinoma HT29 and human fetal lung fibroblast MRC5 cells.

Keywords: Antimicrobial activities; Benzoylphloroglucinol derivatives; Clusiaceae Madagascar; Cytotoxic activities; Garcinia goudotiana; Xanthones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Cell Line
  • Cell Proliferation / drug effects
  • Clusiaceae / chemistry*
  • Dose-Response Relationship, Drug
  • Gram-Positive Bacteria / drug effects*
  • HT29 Cells
  • Humans
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Phloroglucinol / analogs & derivatives
  • Phloroglucinol / chemistry
  • Phloroglucinol / pharmacology*
  • Plant Leaves / chemistry*
  • Structure-Activity Relationship
  • Xanthones / chemistry
  • Xanthones / isolation & purification
  • Xanthones / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Xanthones
  • Phloroglucinol