Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia

Phytochemistry. 2005 Jan;66(2):241-7. doi: 10.1016/j.phytochem.2004.11.016.

Abstract

Chemical study of Cunonia macrophylla, a New Caledonian Cunoniaceae, based on bioactive effects of a crude methanol extract of the leaves, detected bioactive tannins for the first time in this plant family. These ellagitannins have been identified as ellagic acid-4-O-beta-D-xylopyranoside (6), mallorepanin (3), mallotinic acid (1) along with corilagin (2), chebulagic acid (4), ellagic acid (5) and gallic acid (7) and have been shown to possess antimicrobial activity and to inhibit xanthine oxidase. Antimicrobial effects on bacterial human pathogens (Staphylococcus aureus, Corynebacterium accolans) and on a plant pathogen (Erwinia carotovora) as well as on a human pathogenic yeast (Candida albicans) were investigated. Activity is reported here for the first time for compounds 1, 3, 4 and 6. The inhibitory effects of all molecules against xanthine oxidase in relation to their structure was evaluated and compared. Compound 6 presented the best activity and seems to be of considerable interest for further studies.

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Candida albicans / drug effects
  • Corynebacterium / drug effects
  • Erwinia / drug effects
  • Hydrolyzable Tannins / chemistry*
  • Hydrolyzable Tannins / isolation & purification
  • Hydrolyzable Tannins / pharmacology*
  • Magnoliopsida / chemistry*
  • Molecular Structure
  • New Caledonia
  • Xanthine Oxidase / antagonists & inhibitors

Substances

  • Anti-Infective Agents
  • Hydrolyzable Tannins
  • Xanthine Oxidase