Five new prenylated stilbenes from the root bark of Lonchocarpus chiricanus

J Nat Prod. 2001 Jun;64(6):710-5. doi: 10.1021/np000597w.

Abstract

Besides the known compounds longistylines C (1), D (2), and 3,5-dimethoxystilbene (5), five new prenylated stilbenes, named chiricanines A--E (3, 4, 6--8), have been isolated from the root bark of Lonchocarpus chiricanus. Their structures were resolved on the basis of spectrometric methods including (1)H, (13)C, and 2D NMR experiments and mass spectrometry. Compound 3 was the only prenylated stilbene to demonstrate antifungal effects against Cladosporium cucumerinum. Four of the isolated compounds showed toxic properties against larvae of the yellow fever-transmitting mosquito Aedes aegypti. Compound 5 was found to be as potent as rotenone in larvicidal dilution tests.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aedes
  • Animals
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Chromatography, High Pressure Liquid
  • Cladosporium / drug effects
  • Fabaceae / chemistry*
  • Insecticides / toxicity
  • Larva
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Panama
  • Plant Epidermis / chemistry
  • Plants, Medicinal / chemistry*
  • Protein Prenylation
  • Spectrophotometry, Ultraviolet
  • Stilbenes / chemistry*
  • Stilbenes / isolation & purification
  • Stilbenes / pharmacology*

Substances

  • Antifungal Agents
  • Insecticides
  • Stilbenes