Tetrahydrofuran lignans from Nectandra megapotamica with trypanocidal activity

J Nat Prod. 2004 Jan;67(1):42-5. doi: 10.1021/np0302697.

Abstract

The phytochemical investigation of the crude ethanol extract of the leaves of Nectandra megapotamica afforded three new (2d, 3b, and 3c) and eight known (1a-d, 2a-c, and 3a) tetrahydrofuran lignans. Regarding the in vitro trypanocidal activity, the lignan-rich fraction, at a concentration of 2.0 mg/mL, was 100% active. Compound 1a was the most active, showing an IC(50) value of 2.2 microM and lysis of 94% of the parasites at 32 microM. Compounds 1b, 1d, 2a, 2c, and 3a displayed moderate activity, while compound 1c was inactive.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Brazil
  • Furans / chemistry
  • Furans / isolation & purification*
  • Furans / pharmacology
  • Inhibitory Concentration 50
  • Lauraceae / chemistry*
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Stereoisomerism
  • Structure-Activity Relationship
  • Trypanocidal Agents / chemistry
  • Trypanocidal Agents / isolation & purification*
  • Trypanocidal Agents / pharmacology
  • Trypanosoma cruzi / drug effects

Substances

  • Furans
  • Lignans
  • Trypanocidal Agents
  • tetrahydrofuran