Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents

Detalhes bibliográficos
Autor(a) principal: Firmino, Gisele S. S.
Data de Publicação: 2016
Outros Autores: Souza, Marcus V. N. de, Pessoa, Claudia, Lourenco, Maria C. S., Resende, Jackson A. L. C., Lessa, Josane A.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da FIOCRUZ (ARCA)
Texto Completo: https://www.arca.fiocruz.br/handle/icict/31728
Resumo: 2020-01-31
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spelling Firmino, Gisele S. S.Souza, Marcus V. N. dePessoa, ClaudiaLourenco, Maria C. S.Resende, Jackson A. L. C.Lessa, Josane A.2019-02-19T11:45:41Z2019-02-19T11:45:41Z2016FIRMINO, 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, 2016.0966-0844https://www.arca.fiocruz.br/handle/icict/3172810.1007/s10534-016-9968-71572-8773engSpringer VerlagSynthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agentsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article2020-01-31Universidade 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, BrazilUniversidade do Estado do Rio de Janeiro. Instituto de Química. Departamento de Química Geral e Inorgânica. Rio de Janeiro, RJ, Brasil.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.Copper(II) complexesHydrazonesIsoniazidAnticancer agentAntitubercular agentinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-82991https://www.arca.fiocruz.br/bitstream/icict/31728/1/license.txt5a560609d32a3863062d77ff32785d58MD51ORIGINALve_Firmino_Gisele_etal_INI_2016.pdfve_Firmino_Gisele_etal_INI_2016.pdfapplication/pdf777528https://www.arca.fiocruz.br/bitstream/icict/31728/2/ve_Firmino_Gisele_etal_INI_2016.pdfb68ca502eeeb1911b5cb000302849a0fMD52TEXTve_Firmino_Gisele_etal_INI_2016.pdf.txtve_Firmino_Gisele_etal_INI_2016.pdf.txtExtracted 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dc.title.pt_BR.fl_str_mv Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
title Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
spellingShingle Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
Firmino, Gisele S. S.
Copper(II) complexes
Hydrazones
Isoniazid
Anticancer agent
Antitubercular agent
title_short Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
title_full Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
title_fullStr Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
title_full_unstemmed Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
title_sort Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
author Firmino, Gisele S. S.
author_facet Firmino, Gisele S. S.
Souza, Marcus V. N. de
Pessoa, Claudia
Lourenco, Maria C. S.
Resende, Jackson A. L. C.
Lessa, Josane A.
author_role author
author2 Souza, Marcus V. N. de
Pessoa, Claudia
Lourenco, Maria C. S.
Resende, Jackson A. L. C.
Lessa, Josane A.
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Firmino, Gisele S. S.
Souza, Marcus V. N. de
Pessoa, Claudia
Lourenco, Maria C. S.
Resende, Jackson A. L. C.
Lessa, Josane A.
dc.subject.en.pt_BR.fl_str_mv Copper(II) complexes
Hydrazones
Isoniazid
Anticancer agent
Antitubercular agent
topic Copper(II) complexes
Hydrazones
Isoniazid
Anticancer agent
Antitubercular agent
description 2020-01-31
publishDate 2016
dc.date.issued.fl_str_mv 2016
dc.date.accessioned.fl_str_mv 2019-02-19T11:45:41Z
dc.date.available.fl_str_mv 2019-02-19T11:45:41Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.citation.fl_str_mv 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.
dc.identifier.uri.fl_str_mv https://www.arca.fiocruz.br/handle/icict/31728
dc.identifier.issn.pt_BR.fl_str_mv 0966-0844
dc.identifier.doi.none.fl_str_mv 10.1007/s10534-016-9968-7
dc.identifier.eissn.none.fl_str_mv 1572-8773
identifier_str_mv 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.
0966-0844
10.1007/s10534-016-9968-7
1572-8773
url https://www.arca.fiocruz.br/handle/icict/31728
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Springer Verlag
publisher.none.fl_str_mv Springer Verlag
dc.source.none.fl_str_mv reponame:Repositório Institucional da FIOCRUZ (ARCA)
instname:Fundação Oswaldo Cruz (FIOCRUZ)
instacron:FIOCRUZ
instname_str Fundação Oswaldo Cruz (FIOCRUZ)
instacron_str FIOCRUZ
institution FIOCRUZ
reponame_str Repositório Institucional da FIOCRUZ (ARCA)
collection Repositório Institucional da FIOCRUZ (ARCA)
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https://www.arca.fiocruz.br/bitstream/icict/31728/2/ve_Firmino_Gisele_etal_INI_2016.pdf
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