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PHENOXYACETOHYDRAZONES AGAINST TRYPANOSOMA CRUZI
Capelini, Camila et al. | Date Issued: 2021
Author
Capelini, Camila
Souza, Kátia R. de
Barbosa, Juliana M. C.
Sales Junior, Policarpo Ademar
Murta, Silvane Maria Fonseca
Wardell, Solange M. S. V.
Wardell, James L.
Silva, Edson F. da
Carvalho, Samir A.
Affilliation
Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos—Farmanguinhos. Rio de Janeiro, RJ, Brazil/Instituto Militar de Engenharia. Seção de Engenharia Química. Laboratório de Físico-Química de Materiais. Rio de Janeiro, Brazil
Instituto Militar de Engenharia. Seção de Engenharia Química. Laboratório de Físico-Química de Materiais. Rio de Janeiro, Brazil
Laboratório de Biologia Celular, Instituto Oswaldo Cruz, Fundação Oswaldo Cruz, 21040-900, Rio de Janeiro, RJ, Brazil
Fundação Oswaldo Cruz. Instituto René Rachou. Belo Horizonte, MG, Brazil
Fundação Oswaldo Cruz. Instituto René Rachou. Belo Horizonte, MG, Brazil
CHEMSOL, 1 Harcourt Road. Aberdeen, AB15 5NY, Scotland
Department of Chemistry. University of Aberdeen. Old Aberdeen, AB24 3UE, Scotland
Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos—Farmanguinhos. Rio de Janeiro, RJ, Brazil
Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos—Farmanguinhos. Rio de Janeiro, RJ, Brazil
Abstract
Herein, we reported the design, synthesis, antitrypanosomal and cytotoxic evaluation of a new phenoxyacetohydrazones series. All derivatives were assayed against bloodstream trypomastigote forms of T. cruzi (Y strain) and intracellular amastigotes using the model of L-929 cells infected with trypomastigotes of the Tulahuen strain. Compound (E)-N′-(3.4-dihydroxybenzylidene)-2-phenoxyacetohydrazide (11) showed activity against trypomastigotes (IC50/24 h = 10.3 µM) equivalent to that of benznidazole and with selectivity index (SI) = 46. Against infected cultures, (E)-N′-((5-nitrofuran-2-yl) methylene)-2-phenoxyacetohydrazide (19) was active at the nanomolar range (IC50/96 h = 40 nM), being about 38-fold more active than the standard drug and with SI equal to 2500. Thus, derivatives 11 and 19 could be considered a good prototypes for the development of new candidates for Chagas disease therapy.
Publisher
Springer
Citation
CAPELINI, Camila et al. Phenoxyacetohydrazones against Trypanosoma cruzi. Med Chem Res., v. 30, n. 9, p. 1703–1712, 2021. doi.org/10.1007/s00044-021-02768-9
ISSN
054-2523