Antileishmanial activity of amides from Piper amalago and synthetic analogs

Revista Brasileira de Farmacognosia

Vanessa Da Silva Carrara²  Edézio Ferreira Cunha-júnior¹  Eduardo Caio Torres-santos¹  Arlene Gonçalves Corrêa¹  Júlia L. Monteiro¹  Izabel Galhardo Demarchi¹  Maria Valdrinez Campana Lonardoni¹  Diógenes Aparício Garcia Cortez² 

[1] ,Universidade Estadual de Maringá Departamento de Farmácia ,Brazil

关键词: amides;    antileishmanial activity;    Piper amalago;    synthetic analogs;   

DOI  :  10.1590/S0102-695X2013005000022

来源: SciELO

【 摘 要 】

Two natural amides isolated from the chloroform extract of Piper amalago L., Piperaceae, leaves, a hydrogenated derivative and seven synthetic analogs were tested against the promastigote and intracellular amastigote forms of Leishmania amazonensis. The antileishmanial activity was evaluated in terms of growth inhibitory concentration for 50% of protozoa (IC50). The cytotoxicity toward the J774A1 macrophages was evaluated in terms of the cytotoxic concentrations for 50% of macrophages (CC50). The ability to induce nitric oxide production was also investigated for all compounds. The saturated amide 7-(1,3-benzodioxol-5-yl)-1-(1-pyrrolidinyl)-1-heptanone was obtained by hydrogenation of the natural compound N-[7-(3',4'-methylenedioxyphenyl)-2(Z),4(Z)-heptadienoyl]pyrrolidine. Synthetic amides were prepared by addition of the appropriate amine to the corresponding acyl chloride. The natural compound, N-[7-(3',4'-methylenedioxyphenyl)-2(E),4(E)-heptadienoyl]pyrrolidine, was the most active of all tested compounds against the promastigote and intracellular amastigote forms with IC50 values of 15 µM and 14.5 µM, respectively. None of the compounds modulated the production of nitric oxide.

【 授权许可】

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