Cobalt(III) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , , , |
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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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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1808129084230729728 |