Synthesis and evaluation of the antimalarial activity of cinnamic acids derived from piperidine

Abstract

The synthesis and antimalarial activity of 1, 4-aminopiperidine derived cinnamic acids are described. Different analogs are prepared from reductive amination reactions and SN1 substitutions. These analogs are tested against chloroquino-sensitive strains 3D7 and chloroquine-resistant W2 plasmodium falciparum, cytotoxicity and selectivity are also evaluated. Thus, compound 14a showed excellent activity against both plasmodium falciparum strains [IC50 = 13.18 nM (3D7) and 18.96 nM (W2)] with a CC50> 100 and good selectivity index (> 15.6 (3D7) and> 10.8 (W2)). The molecules are characterized by NMR and mass spectroscopy.