Please use this identifier to cite or link to this item: https://www.arca.fiocruz.br/handle/icict/31728
Title: Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
Authors: Firmino, Gisele S. S.
Souza, Marcus V. N. de
Pessoa, Claudia
Lourenco, Maria C. S.
Resende, Jackson A. L. C.
Lessa, Josane A.
Affilliation: Universidade do Estado do Rio de Janeiro. Instituto de Química. Departamento de Química Geral e Inorgânica. Rio de Janeiro, RJ, Brasil.
Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos. Rio de Janeiro, RJ , Brasil.
Universidade Federal do Ceará. Laboratório de Oncologia Experimental. Fortaleza, CE, Brasil.
Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Rio de Janeiro, RJ, Brasil.
Universidade Federal do Mato Grosso. Centro Universitário do Araguaia. Instituto de Ciências Exatas e da Terra. Barra do Garças, MT, Brazil
Universidade do Estado do Rio de Janeiro. Instituto de Química. Departamento de Química Geral e Inorgânica. Rio de Janeiro, RJ, Brasil.
Abstract: In this study, the N,N,O metal chelator 2-pyridinecarboxaldehydeisonicotinoyl hydrazone (HPCIH, 1) and its derivatives 2-acetylpyridine-(HAPIH 2), 2-pyridineformamide-(HPAmIH, 3) and pyrazineformamide-(HPzAmIH, 4) were employed in the synthesis of four copper(II) complexes, [Cu(HPCIH)Cl2]·0.4H2O (5), [Cu(HAPIH)Cl2]·1.25H2O (6), [Cu(HPAmIH)Cl2]·H2O (7) and [Cu(HPzAmIH)Cl2]·1.25H2O (8). The compounds were assayed for their action toward Mycobacterium tuberculosis H37Rv ATCC 27294 strain and the human tumor cell lines OVCAR-8 (ovarian cancer), SF-295 (glioblastoma multiforme) and HCT-116 (colon adenocarcinoma). All copper(II) complexes were more effective in reducing growth of HCT-116 and SF-295 cells than the respective free hydrazones at 5 µg/mL, whereas only complex 7 was more cytotoxic toward OVCAR-8 lines than its ligand HPAmIH. 6 proved to be cytotoxic at submicromolar doses, whose IC50 values (0.39-0.86 µM) are similar to those ones found for doxorubicin (0.23-0.43 µM). Complexes 5 and 6 displayed high activity against M. tuberculosis (MIC = 0.85 and 1.58 µM, respectively), as compared with isoniazid (MIC = 2.27 µM), which suggests the compounds are attractive candidates as antitubercular drugs.
Keywords: Copper(II) complexes
Hydrazones
Isoniazid
Anticancer agent
Antitubercular agent
Issue Date: 2016
Publisher: Springer Verlag
Citation: FIRMINO, Gisele S. S. et al. Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents. Biometals, v. 29, p. 953–963, 2016.
DOI: 10.1007/s10534-016-9968-7
ISSN: 0966-0844
Copyright: restricted access
Appears in Collections:Farmanguinhos - Artigos de Periódicos
INI - Artigos de Periódicos

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