title: Antiprotozoal activity of (E)-cinnamic N-acylhydrazone derivatives.
abstract: 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.
authors.affiliation: Instituto de Tecnologia em Fármacos e Farmanguinhos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ 21041-250, Brazil. scarvalho@far.fiocruz.br.
authors.forename: Samir Aquino
authors.initials: SA
authors.lastname: Carvalho
authors.affiliation: Swiss Tropical and Public Health Institute (Swiss TPH), Socinstrasse 57, Basel CH-4002, Switzerland. marcel.kaiser@unibas.ch.
authors.forename: Marcel
authors.initials: M
authors.lastname: Kaiser
authors.affiliation: Swiss Tropical and Public Health Institute (Swiss TPH), Socinstrasse 57, Basel CH-4002, Switzerland. reto.brun@unibas.ch.
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.affiliation: Instituto de Tecnologia em Fármacos e Farmanguinhos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ 21041-250, Brazil. edsonf@far.fiocruz.br.
authors.forename: Edson Ferreira
authors.initials: EF
authors.lastname: da Silva
authors.affiliation: 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. cmfraga@ccsdecania.ufrj.br.
authors.forename: Carlos Alberto Manssour
authors.initials: CA
authors.lastname: Fraga
mesh_terms: D000981:Antiprotozoal Agents / Q000737:chemistry* / Q000494:pharmacology*; D002934:Cinnamates / Q000737:chemistry*; D006835:Hydrazones / Q000737:chemistry* / Q000494:pharmacology*; D007893:Leishmania donovani / Q000187:drug effects; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects
chemical_list: D000981:Antiprotozoal Agents; D002934:Cinnamates; D006835:Hydrazones; C029010:cinnamic acid