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Información tecnológica

versão On-line ISSN 0718-0764

Resumo

TORRES, Omar L.; MARIN, Fernis J.; SANTAFE, Gilmar G.  e  ROBLEDO, Sara M.. Sinthesis of styrylquinolines with Leishmanicidal potential in vitro on Leishmania (Viannia) panamensis. Inf. tecnol. [online]. 2020, vol.31, n.1, pp.3-12. ISSN 0718-0764.  http://dx.doi.org/10.4067/S0718-07642020000100003.

A Perkin type condensation reaction between quinaldine and 8-hydroxyquinaldine with aromatic aldehydes, three styrylquinolines were synthesized: (E)-2-ethoxy-4-(2-(8-hydroxyquinolin-2-il)vinyl)phenyl acetate (1), 2-[(E)-2-(2-acetiloxy-5-nitrophenyl)ethenyl] quinoline (2), 2-[(E)-2-(3-methoxyiphenyl)ethenyl] quinoline (3). The leishmanicidal potential in vitro employing flow cytometry was determined and the cytotoxicity by MTT method, was evaluated. The compounds (1) y (2) showed to be active against Leishmania (V) panamensis with lethal dose 50%) (LD50) de 0.2 and 2.5 µg/mL, LD50 de 2.8 and 5.9 µg/mL and selectivity index of 14.0 and 2.4, respectively, compared to the drug control amphotericin B. The structures of these compounds were confirmed using spectroscopic techniques from analysis: IR, 1H and 13C NMR, COSY, HMQC, HMBC and DEPT experiments. Three styrylquinolines were synthesized with performance of 40.3%, 72.0% and 80.0% respectively, styrylquinolines (1) and (2) showed good leishmanicidal potential with inhibition percentages of 67.5 y 74.9 respectively.

Palavras-chave : styrylquinolines; Leishmania; Perkin reaction; leishmanicidal potential.

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