Abstract

SANTAFE, Gilmar G; SANCHEZ, Emy L  and  TORRES, Omar L. Synthesis and Antimalarial Activity of Styrylquinolines on Plasmodium Falciparum. Inf. tecnol. [online]. 2016, vol.27, n.2, pp.97-104. ISSN 0718-0764.  http://dx.doi.org/10.4067/S0718-07642016000200012.

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 33.70pM for NF-54.

Keywords : stirylquinolines; quinaldine; Plasmodium falciparum; antimalarial activity; Perkin reaction.

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