The chemotherapy of rodent malaria. XLVIII. The activities of some synthetic 1,2,4-trioxanes against chloroquine-sensitive and chloroquine-resistant parasites. Part 1: Studies leading to the development of novel cis-fused cyclopenteno derivatives

Ann Trop Med Parasitol. 1993 Feb;87(1):1-7. doi: 10.1080/00034983.1993.11812733.

Abstract

The new Chinese antimalarial blood schizontocide, artemisinin, derived from the plant Artemisia annua, displays a high level of activity against polyresistant Plasmodium falciparum. Several synthetic 1,2,4-trioxanes were examined in a search for compounds that exhibit a similar type of action against drug-resistant parasites. This paper, the first of a series, describes the examination of these trioxanes against drug-sensitive and drug-resistant malaria parasites in a rodent model, using artemisinin and arteether as comparison standards. Cis-fused cyclohexeno-1,2,4-trioxanes (10-17) substituted with various side-chains revealed for the most part variable but weak antimalarial activity. On the other hand, cis-fused cyclopenteno-1,2,4-trioxanes (18-19) showed greater activity, 19 showing about 1/30th of the activity of arteether against drug-sensitive Plasmodium berghei in vivo, thereby providing a clue to the structure-activity relationship.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antimalarials / therapeutic use*
  • Cyclohexane Monoterpenes
  • Drug Evaluation, Preclinical
  • Drug Resistance
  • Female
  • Malaria / drug therapy*
  • Malaria / parasitology
  • Mice
  • Monoterpenes*
  • Naphthalenes / therapeutic use
  • Oxyquinoline / therapeutic use
  • Peroxides*
  • Phenylpropionates / therapeutic use
  • Plasmodium berghei / drug effects*
  • Plasmodium berghei / isolation & purification
  • Terpenes / therapeutic use

Substances

  • Antimalarials
  • Cyclohexane Monoterpenes
  • Monoterpenes
  • Naphthalenes
  • Peroxides
  • Phenylpropionates
  • Terpenes
  • ascaridole
  • Oxyquinoline
  • fenozan