Strychnogucines A and B, two new antiplasmodial bisindole alkaloids from Strychnos icaja

J Nat Prod. 2001 Jan;64(1):12-6. doi: 10.1021/np000285t.

Abstract

A reinvestigation of Strychnos icaja roots has resulted in the isolation of two tertiary quasi-symmetric bisindole alkaloids named strychnogucines A (1) and B (2). Their structures were identified by means of spectroscopic data interpretation. Compound 2 was highly active in vitro and compound 1 moderately active against four strains of Plasmodium falciparum. Strychnogucine B (2) was more active against a chloroquine-resistant strain than against a chloroquine-sensitive one (best CI(50), 80 nM against the W2 strain). In addition, this compound showed a selective antiplasmodial activity with 25-180 times greater toxicity toward P. falciparum, relative to cultured human cancer cells (KB) or human fibroblasts (WI38).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Animals
  • Antimalarials / isolation & purification
  • Antimalarials / pharmacology*
  • HeLa Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Plasmodium falciparum / drug effects
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Strychnine / analogs & derivatives

Substances

  • Alkaloids
  • Antimalarials
  • strychnogucine A
  • strychnogucine B
  • Strychnine