Synthesis and antimalarial activity in vitro and in vivo of a new ferrocene-chloroquine analogue

J Med Chem. 1997 Nov 7;40(23):3715-8. doi: 10.1021/jm970401y.

Abstract

The antimalarial activities of ferrocenic compounds mimicking chloroquine and active upon chloroquine-resistant strains of Plasmodium falciparum were evaluated. Four 7-chloro-4-[[[2-[(N,N-substituted amino)methyl]ferrocenyl]methyl]amino]quinoline derivatives have been synthesized; one of them, 1a, showed high potent antimalarial activity in vivo on mice infected with Plasmodium berghei N. and Plasmodium yoelii NS. and was 22 times more potent against schizontocides than chloroquine in vitro against a drug-resistant strain of P. falciparum.

MeSH terms

  • Animals
  • Antimalarials / chemical synthesis*
  • Antimalarials / pharmacology*
  • Chloroquine / analogs & derivatives*
  • Chloroquine / chemical synthesis
  • Chloroquine / pharmacology*
  • Female
  • Ferrous Compounds / chemical synthesis*
  • Ferrous Compounds / pharmacology*
  • Malaria / blood
  • Malaria / drug therapy
  • Metallocenes
  • Mice
  • Plasmodium berghei / drug effects
  • Plasmodium falciparum / drug effects
  • Plasmodium yoelii / drug effects

Substances

  • Antimalarials
  • Ferrous Compounds
  • Metallocenes
  • Chloroquine
  • ferrocene