Synthesis and structure-activity relationships of antimalarial 4-oxo-3-carboxyl quinolones

Bioorg Med Chem. 2010 Apr 1;18(7):2756-66. doi: 10.1016/j.bmc.2010.02.013. Epub 2010 Feb 11.

Abstract

Malaria is endemic in tropical and subtropical regions of Africa, Asia, and the Americas. The increasing prevalence of multi-drug-resistant Plasmodium falciparum drives the ongoing need for the development of new antimalarial drugs. In this light, novel scaffolds to which the parasite has not been exposed are of particular interest. Recently, workers at the Swiss Tropical Institute discovered two novel 4-oxo-3-carboxyl quinolones active against the intra-erythrocytic stages of P. falciparum while carrying out rationally directed low-throughput screening of potential antimalarial agents as part of an effort directed by the World Health Organization. Here we report the design, synthesis, and preliminary pharmacologic characterization of a series of analogues of 4-oxo-3-carboxyl quinolones. These studies indicate that the series has good potential for preclinical development.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antimalarials / chemical synthesis*
  • Antimalarials / pharmacology*
  • Antimalarials / toxicity
  • Cell Line
  • Cell Survival / drug effects
  • Drug Resistance
  • Erythrocytes / parasitology
  • Escherichia coli / drug effects
  • Humans
  • Indicators and Reagents
  • Mefloquine / pharmacology
  • Membranes, Artificial
  • Permeability
  • Plasmodium falciparum / drug effects
  • Quinolones / chemical synthesis*
  • Quinolones / pharmacology*
  • Quinolones / toxicity
  • Solubility
  • Structure-Activity Relationship

Substances

  • Antimalarials
  • Indicators and Reagents
  • Membranes, Artificial
  • Quinolones
  • Mefloquine