Synthesis and Antimalarial Activity of 1,4-Disubstituted Piperidine Derivatives

Molecules. 2020 Jan 11;25(2):299. doi: 10.3390/molecules25020299.

Abstract

In order to prepare, at low cost, new compounds active against Plasmodium falciparum, and with a less side-effects, we have designed and synthesized a library of 1,4-disubstituted piperidine derivatives from 4-aminopiperidine derivatives 6. The resulting compound library has been evaluated against chloroquine-sensitive (3D7) and chloroquine-resistant (W2) strains of P. falciparum. The most active molecules-compounds 12d (13.64 nM (3D7)), 13b (4.19 nM (3D7) and 13.30 nM (W2)), and 12a (11.6 nM (W2))-were comparable to chloroquine (22.38 nM (3D7) and 134.12 nM (W2)).

Keywords: antimalarial; drug lead; piperidine; reagent-based diversity; reductive amination.

MeSH terms

  • Antimalarials / chemical synthesis*
  • Antimalarials / chemistry
  • Antimalarials / pharmacology*
  • Human Umbilical Vein Endothelial Cells / drug effects
  • Humans
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry
  • Piperidines / pharmacology*
  • Plasmodium falciparum / drug effects

Substances

  • Antimalarials
  • Piperidines
  • piperidine