Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents

Detalhes bibliográficos
Autor(a) principal: Oliveira, Carolina G.
Data de Publicação: 2014
Outros Autores: Maia, Pedro Ivo Da S., Miyata, Marcelo [UNESP], Pavan, Fernando Rogério [UNESP], Leite, Clarice Queico Fujimura [UNESP], Almeida, Eduardo Tonon De, Deflon, Victor M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.5935/0103-5053.20140149
http://hdl.handle.net/11449/114235
Resumo: CoIII complexes derived from 2-acetylpyridine N(4)-R thiosemicarbazone (Hatc-R, R = alkyl, aryl) have been characterized by elemental analysis, FTIR, UV-Visible and 1H NMR spectroscopies, cyclic voltammetry (CV), conductimetry measurements and single crystal X-ray diffractometry. The results obtained are consistent with the oxidation of the CoII center to CoIII upon coordination of the monoanionic N,N,S-tridentate thiosemicarbazone ligands, resulting in octahedral ionic complexes of the type [Co(atc-R)2]Cl. Electrochemistry studies show two reversible processes referring to the redox couples CoIII/CoII and CoII/CoI which can be modified by the inductive effects of the substituents groups at the N4 position of the ligands. Two CoIII complexes showed satisfactory activity with minimal inhibitory concentration value under 10 µmol L - 1 and one presented quite low cytotoxicity against VERO and J774A.1 cells (IC50), resulting in high selectivity index (SI > 10).
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spelling Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agentscobalt(III)thiosemicarbazonesanti-mycobacterium tuberculosis activityCoIII complexes derived from 2-acetylpyridine N(4)-R thiosemicarbazone (Hatc-R, R = alkyl, aryl) have been characterized by elemental analysis, FTIR, UV-Visible and 1H NMR spectroscopies, cyclic voltammetry (CV), conductimetry measurements and single crystal X-ray diffractometry. The results obtained are consistent with the oxidation of the CoII center to CoIII upon coordination of the monoanionic N,N,S-tridentate thiosemicarbazone ligands, resulting in octahedral ionic complexes of the type [Co(atc-R)2]Cl. Electrochemistry studies show two reversible processes referring to the redox couples CoIII/CoII and CoII/CoI which can be modified by the inductive effects of the substituents groups at the N4 position of the ligands. Two CoIII complexes showed satisfactory activity with minimal inhibitory concentration value under 10 µmol L - 1 and one presented quite low cytotoxicity against VERO and J774A.1 cells (IC50), resulting in high selectivity index (SI > 10).Complexos de CoIII derivados da 2-acetilpiridina N(4)-R tiossemicarbazona (Hatc-R, R = alquil ou aril) foram caracterizados por análise elementar, espectroscopia na região do infravermelho, UV-Visível e 1H RMN, voltametria cíclica (VC), medidas de condutividade e difração de raios X em monocristal. Os resultados obtidos são consistentes com a oxidação do centro de CoII para CoIII após a coordenação N,N,S-tridentada e monoaniônica dos ligantes tiossemicarbazonas, resultando em complexos octaédricos iônicos do tipo [Co(atc-R)2]Cl. Os estudos de eletroquímica mostram dois processos reversíveis, referentes aos pares redox CoIII/CoII e CoII/CoI, que são afetados pelo efeito indutivo dos grupos substituintes na posição N4 dos ligantes. Dois complexos de CoIII se mostraram satisfatoriamente ativos, com valores de concentração inibitória mínima abaixo de 10 µmol L - 1 e um deles apresentou muito baixa citotoxicidade contra células VERO e J774A.1 (IC50), conferindo-lhe altos índices de seletividade (SI > 10).Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Universidade de São Paulo Instituto de Química de São CarlosUniversidade Federal do Triângulo Mineiro Departamento de QuímicaUniversidade Estadual Paulista Faculdade de Ciências FarmacêuticasUniversidade Federal de Alfenas Instituto de QuímicaUniversidade Estadual Paulista Faculdade de Ciências FarmacêuticasSociedade Brasileira de QuímicaUniversidade de São Paulo (USP)Universidade Federal do Triângulo Mineiro (UFTM)Universidade Estadual Paulista (Unesp)Universidade Federal de Alfenas (UNIFAL)Oliveira, Carolina G.Maia, Pedro Ivo Da S.Miyata, Marcelo [UNESP]Pavan, Fernando Rogério [UNESP]Leite, Clarice Queico Fujimura [UNESP]Almeida, Eduardo Tonon DeDeflon, Victor M.2015-02-02T12:39:22Z2015-02-02T12:39:22Z2014-10-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1848-1856application/pdfhttp://dx.doi.org/10.5935/0103-5053.20140149Journal of the Brazilian Chemical Society. Sociedade Brasileira de Química, v. 25, n. 10, p. 1848-1856, 2014.0103-5053http://hdl.handle.net/11449/11423510.5935/0103-5053.20140149S0103-50532014001000010S0103-50532014001000010.pdf2114570774349859SciELOreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society1.4440,357info:eu-repo/semantics/openAccess2024-06-24T13:07:51Zoai:repositorio.unesp.br:11449/114235Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T19:33:03.125907Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
title Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
spellingShingle Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
Oliveira, Carolina G.
cobalt(III)
thiosemicarbazones
anti-mycobacterium tuberculosis activity
title_short Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
title_full Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
title_fullStr Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
title_full_unstemmed Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
title_sort Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
author Oliveira, Carolina G.
author_facet Oliveira, Carolina G.
Maia, Pedro Ivo Da S.
Miyata, Marcelo [UNESP]
Pavan, Fernando Rogério [UNESP]
Leite, Clarice Queico Fujimura [UNESP]
Almeida, Eduardo Tonon De
Deflon, Victor M.
author_role author
author2 Maia, Pedro Ivo Da S.
Miyata, Marcelo [UNESP]
Pavan, Fernando Rogério [UNESP]
Leite, Clarice Queico Fujimura [UNESP]
Almeida, Eduardo Tonon De
Deflon, Victor M.
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade de São Paulo (USP)
Universidade Federal do Triângulo Mineiro (UFTM)
Universidade Estadual Paulista (Unesp)
Universidade Federal de Alfenas (UNIFAL)
dc.contributor.author.fl_str_mv Oliveira, Carolina G.
Maia, Pedro Ivo Da S.
Miyata, Marcelo [UNESP]
Pavan, Fernando Rogério [UNESP]
Leite, Clarice Queico Fujimura [UNESP]
Almeida, Eduardo Tonon De
Deflon, Victor M.
dc.subject.por.fl_str_mv cobalt(III)
thiosemicarbazones
anti-mycobacterium tuberculosis activity
topic cobalt(III)
thiosemicarbazones
anti-mycobacterium tuberculosis activity
description CoIII complexes derived from 2-acetylpyridine N(4)-R thiosemicarbazone (Hatc-R, R = alkyl, aryl) have been characterized by elemental analysis, FTIR, UV-Visible and 1H NMR spectroscopies, cyclic voltammetry (CV), conductimetry measurements and single crystal X-ray diffractometry. The results obtained are consistent with the oxidation of the CoII center to CoIII upon coordination of the monoanionic N,N,S-tridentate thiosemicarbazone ligands, resulting in octahedral ionic complexes of the type [Co(atc-R)2]Cl. Electrochemistry studies show two reversible processes referring to the redox couples CoIII/CoII and CoII/CoI which can be modified by the inductive effects of the substituents groups at the N4 position of the ligands. Two CoIII complexes showed satisfactory activity with minimal inhibitory concentration value under 10 µmol L - 1 and one presented quite low cytotoxicity against VERO and J774A.1 cells (IC50), resulting in high selectivity index (SI > 10).
publishDate 2014
dc.date.none.fl_str_mv 2014-10-01
2015-02-02T12:39:22Z
2015-02-02T12:39:22Z
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.uri.fl_str_mv http://dx.doi.org/10.5935/0103-5053.20140149
Journal of the Brazilian Chemical Society. Sociedade Brasileira de Química, v. 25, n. 10, p. 1848-1856, 2014.
0103-5053
http://hdl.handle.net/11449/114235
10.5935/0103-5053.20140149
S0103-50532014001000010
S0103-50532014001000010.pdf
2114570774349859
url http://dx.doi.org/10.5935/0103-5053.20140149
http://hdl.handle.net/11449/114235
identifier_str_mv Journal of the Brazilian Chemical Society. Sociedade Brasileira de Química, v. 25, n. 10, p. 1848-1856, 2014.
0103-5053
10.5935/0103-5053.20140149
S0103-50532014001000010
S0103-50532014001000010.pdf
2114570774349859
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of the Brazilian Chemical Society
1.444
0,357
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 1848-1856
application/pdf
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv SciELO
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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