Synthesis and in vitro antiplasmodial activity of ferrocenyl aminoquinoline derivatives

Eur J Med Chem. 2015 Jan 27:90:519-25. doi: 10.1016/j.ejmech.2014.11.065. Epub 2014 Dec 3.

Abstract

The aim of this study was to synthesize a series of ferrocenyl 4-aminoquinolines and to evaluate their activities against Plasmodium falciparum F32 (chloroquine-sensitive) and FCB1 and K1 (chloroquino-resistant). Some of the ferrocenyl compounds exhibited in vitro antiplasmodial activity in the nM range. In particular, (1R,4R)-N1-(7-chloroquinolin-4-yl)-N4-(ferrocenylmethyl)-N4-methylcyclohexane-1,4-diamine 17 presented the lowest IC50 value (26 nM) against CQ-resistant strains.

Keywords: Antimalarial assay; Cytotoxicity; Ferrocene; Quinoline.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials / chemical synthesis*
  • Antimalarials / chemistry
  • Antimalarials / pharmacology*
  • Dose-Response Relationship, Drug
  • Ferrous Compounds / chemical synthesis*
  • Ferrous Compounds / chemistry
  • Ferrous Compounds / pharmacology*
  • Molecular Structure
  • Parasitic Sensitivity Tests
  • Plasmodium falciparum / drug effects*
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Quinolines / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antimalarials
  • Ferrous Compounds
  • Quinolines
  • ferrocenyl aminoquinoline