Síntesis y actividad antimalárica de estirilquinolinas sobre Plasmodium falciparum

Abstract

With the aim of finding novel active molecules on malaria, three styrylquinolines were synthesized: (1) 2- [(E)-2-(2-methoxyphenyl)ethenyl]quinolone, (2) 2-[(E)-2-(2-chlorophenyl)ethenyl]quinolone and (3) 2-[(E)- 2-(4-isopropylphenyl)ethenyl]quinolones. For this, Perkin type condensation reactions between quinaldine and the aromatic aldehydes were done. The antimalarial activity in vitro of the compounds (1), (2) and (3) against strains FCB-2 (resistant to chloroquine) and NF-54 of P. falciparum (sensitive to chloroquine) were evaluated by radioisotopic methods. The values IC50 obtained for the strain FCB-2 were between 50.19 y 38.46μM; and between for NF-54 were from 52.49 to 33.70 μM. The styrilquinolines showed high percentages of inhibition and reaction yields between 60% and 75%, and the structures of the synthesized products were confirmed by spectral methods, mainly nuclear magnetic resonance. The compound (3) showed the highest antimalarial activity with IC50= 38.46μM for the strain FCB-2 and 33.70μM for NF-54.