Article
Design, Synthesis, and Trypanocidal Activity of Novel 5-Nitroimidazolyl O-Benzyloxime Ethers
Registration in:
CARVALHO, Samir Aquino; et al. Design, Synthesis, and Trypanocidal Activity of Novel 5-Nitroimidazolyl O-Benzyloxime Ethers. Journal of Heterocyclic Chemistry, v. 54, n. 3626, p. 1-6, 2017.
0022-152X
10.1002/jhet.2989
1943-5193
Author
Carvalho, Samir Aquino
Osorio, Luis Felipe Baumotte
Salomão, Kelly
Castro, Solange Lisboa de
Wardell, Solange M. S. V.
Wardell, James Lewis
Silva, Edson Ferreira da
Fraga, Carlos Alberto Manssour
Abstract
In this paper, we describe the synthesis and the action against of the trypomastigote form of Trypanosoma
cruzi of a new class of nitroimidazole-2-carbaldehyde O-benzyloximes. These derivatives were designed
through the application of molecular hybridization concept between two potent antiprotozoal compounds,
the 5-nitrothiophene-2-carbaldehyde O-oxime 6 and the trypanocidal piperidinyl-4-carbaldehyde Obenzyloxime
7 with the intention of reaching two distinct molecular targets of T. cruzi. The activity of these
benzyl ether derivatives was tested against the infective trypomastigote forms of T. cruzi, and the derivative
(E)-1-methyl-5-nitro-1H-imidazole-2-carbaldehyde O-(4-nitrobenzyl) oxime (1) presented moderate
trypanocidal activity (IC50 = 12.7 μM) when compared with the standard drug benznidazole, which showed
to be a good starting point for the design of more effective trypanocide agents. 2030-01-01