Antileishmanial activity screening of 5-nitro-2-heterocyclic benzylidene hydrazides
Daniela G Rando1, Mitchell A Avery, Babu L Tekwani
1Faculdade de Ciências Farmacêuticas, Universidade de São Paulo-Av. Prof. Lineu Prestes, 580 CEP 05508-900, R. Afonso Celso, 718 apto 144 Vila Mariana, 04119-060 São Paulo, SP, Brazil. dgrando@usp.br
Abstract:
A series of 53 nitro derivatives rationally designed were obtained by parallel synthesis and screened against Leishmania donovani. Six compounds exhibited IC(50) values lower than standard drugs. Brief SAR analysis revealed that substitution is important to the activity. Nitrothiophene analogues were more potent than the nitrofuran ones. This was attributed to the ability of sulfur atoms in accommodating electrons from nitro group, which facilitate its reduction and therefore the formation of free radicals lethal to parasites.
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