Antiprotozoal Activity of (E)-Cinnamic N-Acylhydrazone Derivatives

Molecules

Samir Aquino Carvalho³  Marcel Kaiser¹  Reto Brun¹  Edson Ferreira da Silva³  Carlos Alberto Manssour Fraga² 

[1] Swiss Tropical and Public Health Institute (Swiss TPH), Socinstrasse 57, Basel CH-4002, Switzerland; E-Mails:;Laboratório de Avaliação e Síntese de Substâncias Bioativas (LASSBio), Programa de Pesquisa em Desenvolvimento de Fármacos, Instituto de Ciências Biomédicas, Universidade Federal do Rio de Janeiro, P.O. Box 68023, Rio de Janeiro, RJ 21941-902, Brazil;Instituto de Tecnologia em Fármacos e Farmanguinhos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ 21041-250, Brazil; E-Mails:

关键词: antiprotozoal activity;    Leishmania;    Trypanosoma;    N-acylhydrazone;    (E)-cinnamic acid derivatives;    molecular hybridization;   

DOI  :  10.3390/molecules191220374

来源: mdpi

【 摘 要 】

A series of 14 (E)-cinnamic N-acylhydrazone derivatives, designed through molecular hybridization between the (E)-1-(benzo[d][1,3]dioxol-5-yl)-3-(4-bromophenyl)prop-2-en-1-one and (E)-3-hydroxy-N'-((2-hydroxynaphthalen-1-yl)methylene)-7-methoxy-2-naphthohydrazide, were tested for in vitro antiparasitic activity upon axenic amastigote forms of Leishmania donovani and bloodstream forms of Trypamosoma brucei rhodesiense. The derivative (2E)-3-(4-hydroxy-3-methoxy-5-nitrophenyl)-N'-[(1E)-phenylmethylene]acrylohydrazide showed moderate antileishmanial activity (IC₅₀ = 6.27 µM) when compared to miltefosine, the reference drug (IC₅₀ = 0.348 µM). However, the elected compound showed an excellent selectivity index; in one case it was not cytotoxic against mammalian L-6 cells. The most active antitrypanosomal compound, the derivative (E)-N'-(3,4-dihydroxybenzylidene)cinnamohydrazide (IC₅₀ = 1.93 µM), was cytotoxic against mammalian L-6 cells.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.