Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity

Detalhes bibliográficos
Autor(a) principal: Maia, Pedro I. da S.
Data de Publicação: 2010
Outros Autores: Graminha, Angelica, Pavan, Fernando Rogério [UNESP], Leite, Clarice Queico Fujimura [UNESP], Batista, Alzir A., Back, Davi F., Lang, Ernesto S., Ellena, Javier, Lemos, Sebastiao de S., Salistre-de-Araujo, Heloisa S., Deflon, Victor M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1590/S0103-50532010000700004
http://hdl.handle.net/11449/41072
Resumo: Three Pd(II) complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh(3))](NO(3))center dot H(2)O, 1, [Pd(apmtsc)(PPh(3))](NO(3)), 2, and [Pd(apptsc)(PPh(3))](NO(3))center dot H(2)O, 3, where PPh(3) = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone. All complexes were characterized by elemental analysis, IR, UV-Vis, (1)H and (31)P{(1)H} NMR spectroscopies, and had their crystalline structures determined by X-ray diffractometry from single crystals. The monoanionic thiosemicarbazonate ligands act in a tridentate mode, binding to the metal through the pyridine nitrogen, the azomethine nitrogen and the sulfur atoms. The cytotoxic activity against the breast cancer cell line MDA-MB231 and the anti-Mycobacterium tuberculosis H(37)Rv ATCC 27294 activity were evaluated for the compounds. All Pd(II) complexes were highly active against the studied cell line, presenting similar values of IC(50), around 5 mu mol L(-1), while the clinically applied antitumor agent cisplatin was inactive. The compounds show remarkable anti-M. tuberculosis activities, presenting MIC values comparable or better than some commercial anti-M tuberculosis drugs.
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spelling Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activitypalladium(II) complexesthiosemicarbazonescytotoxicitybreast tumor cellsMycobacterium tuberculosisThree Pd(II) complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh(3))](NO(3))center dot H(2)O, 1, [Pd(apmtsc)(PPh(3))](NO(3)), 2, and [Pd(apptsc)(PPh(3))](NO(3))center dot H(2)O, 3, where PPh(3) = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone. All complexes were characterized by elemental analysis, IR, UV-Vis, (1)H and (31)P{(1)H} NMR spectroscopies, and had their crystalline structures determined by X-ray diffractometry from single crystals. The monoanionic thiosemicarbazonate ligands act in a tridentate mode, binding to the metal through the pyridine nitrogen, the azomethine nitrogen and the sulfur atoms. The cytotoxic activity against the breast cancer cell line MDA-MB231 and the anti-Mycobacterium tuberculosis H(37)Rv ATCC 27294 activity were evaluated for the compounds. All Pd(II) complexes were highly active against the studied cell line, presenting similar values of IC(50), around 5 mu mol L(-1), while the clinically applied antitumor agent cisplatin was inactive. The compounds show remarkable anti-M. tuberculosis activities, presenting MIC values comparable or better than some commercial anti-M tuberculosis drugs.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Financiadora de Estudos e Projetos (FINEP)Univ São Paulo, Inst Quim São Carlos, BR-13566590 São Carlos, SP, BrazilUniversidade Federal de São Carlos (UFSCar), Dept Quim, BR-13565905 São Carlos, SP, BrazilUniv Estadual Paulista, Fac Ciencias Farmaceut, BR-14801902 Araraquara, SP, BrazilUniversidade Federal de Santa Maria (UFSM), Dept Quim, BR-97105900 Santa Maria, RS, BrazilUniv São Paulo, Inst Fis São Carlos, BR-13560970 São Carlos, SP, BrazilUniversidade de Brasilia (UnB), Inst Quim, BR-70919970 Brasilia, DF, BrazilUniversidade Federal de São Carlos (UFSCar), Dept Ciencias Fisiol, BR-13565905 São Carlos, SP, BrazilUniv Estadual Paulista, Fac Ciencias Farmaceut, BR-14801902 Araraquara, SP, BrazilSoc Brasileira QuimicaUniversidade de São Paulo (USP)Universidade Federal de São Carlos (UFSCar)Universidade Estadual Paulista (Unesp)Universidade Federal de Santa Maria (UFSM)Universidade de Brasília (UnB)Maia, Pedro I. da S.Graminha, AngelicaPavan, Fernando Rogério [UNESP]Leite, Clarice Queico Fujimura [UNESP]Batista, Alzir A.Back, Davi F.Lang, Ernesto S.Ellena, JavierLemos, Sebastiao de S.Salistre-de-Araujo, Heloisa S.Deflon, Victor M.2014-05-20T15:32:05Z2014-05-20T15:32:05Z2010-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1177-1186http://dx.doi.org/10.1590/S0103-50532010000700004Journal of The Brazilian Chemical Society. São Paulo: Soc Brasileira Quimica, v. 21, n. 7, p. 1177-1186, 2010.0103-5053http://hdl.handle.net/11449/4107210.1590/S0103-50532010000700004S0103-50532010000700004WOS:000279975500004S0103-50532010000700004.pdf2114570774349859Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society1.4440,357info:eu-repo/semantics/openAccess2021-10-23T17:09:49Zoai:repositorio.unesp.br:11449/41072Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462021-10-23T17:09:49Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
title Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
spellingShingle Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
Maia, Pedro I. da S.
palladium(II) complexes
thiosemicarbazones
cytotoxicity
breast tumor cells
Mycobacterium tuberculosis
title_short Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
title_full Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
title_fullStr Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
title_full_unstemmed Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
title_sort Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
author Maia, Pedro I. da S.
author_facet Maia, Pedro I. da S.
Graminha, Angelica
Pavan, Fernando Rogério [UNESP]
Leite, Clarice Queico Fujimura [UNESP]
Batista, Alzir A.
Back, Davi F.
Lang, Ernesto S.
Ellena, Javier
Lemos, Sebastiao de S.
Salistre-de-Araujo, Heloisa S.
Deflon, Victor M.
author_role author
author2 Graminha, Angelica
Pavan, Fernando Rogério [UNESP]
Leite, Clarice Queico Fujimura [UNESP]
Batista, Alzir A.
Back, Davi F.
Lang, Ernesto S.
Ellena, Javier
Lemos, Sebastiao de S.
Salistre-de-Araujo, Heloisa S.
Deflon, Victor M.
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade de São Paulo (USP)
Universidade Federal de São Carlos (UFSCar)
Universidade Estadual Paulista (Unesp)
Universidade Federal de Santa Maria (UFSM)
Universidade de Brasília (UnB)
dc.contributor.author.fl_str_mv Maia, Pedro I. da S.
Graminha, Angelica
Pavan, Fernando Rogério [UNESP]
Leite, Clarice Queico Fujimura [UNESP]
Batista, Alzir A.
Back, Davi F.
Lang, Ernesto S.
Ellena, Javier
Lemos, Sebastiao de S.
Salistre-de-Araujo, Heloisa S.
Deflon, Victor M.
dc.subject.por.fl_str_mv palladium(II) complexes
thiosemicarbazones
cytotoxicity
breast tumor cells
Mycobacterium tuberculosis
topic palladium(II) complexes
thiosemicarbazones
cytotoxicity
breast tumor cells
Mycobacterium tuberculosis
description Three Pd(II) complexes were prepared from N(4)-substituted thiosemicarbazones: [Pd(aptsc)(PPh(3))](NO(3))center dot H(2)O, 1, [Pd(apmtsc)(PPh(3))](NO(3)), 2, and [Pd(apptsc)(PPh(3))](NO(3))center dot H(2)O, 3, where PPh(3) = triphenylphosphine; Haptsc = 2-acetylpyridine-thiosemicarbazone; Hapmtsc = 2-acetylpyridine-N(4)-methyl-thiosemicarbazone and Happtsc = 2-acetylpyridine-N(4)-phenyl-thiosemicarbazone. All complexes were characterized by elemental analysis, IR, UV-Vis, (1)H and (31)P{(1)H} NMR spectroscopies, and had their crystalline structures determined by X-ray diffractometry from single crystals. The monoanionic thiosemicarbazonate ligands act in a tridentate mode, binding to the metal through the pyridine nitrogen, the azomethine nitrogen and the sulfur atoms. The cytotoxic activity against the breast cancer cell line MDA-MB231 and the anti-Mycobacterium tuberculosis H(37)Rv ATCC 27294 activity were evaluated for the compounds. All Pd(II) complexes were highly active against the studied cell line, presenting similar values of IC(50), around 5 mu mol L(-1), while the clinically applied antitumor agent cisplatin was inactive. The compounds show remarkable anti-M. tuberculosis activities, presenting MIC values comparable or better than some commercial anti-M tuberculosis drugs.
publishDate 2010
dc.date.none.fl_str_mv 2010-01-01
2014-05-20T15:32:05Z
2014-05-20T15:32:05Z
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/10.1590/S0103-50532010000700004
Journal of The Brazilian Chemical Society. São Paulo: Soc Brasileira Quimica, v. 21, n. 7, p. 1177-1186, 2010.
0103-5053
http://hdl.handle.net/11449/41072
10.1590/S0103-50532010000700004
S0103-50532010000700004
WOS:000279975500004
S0103-50532010000700004.pdf
2114570774349859
url http://dx.doi.org/10.1590/S0103-50532010000700004
http://hdl.handle.net/11449/41072
identifier_str_mv Journal of The Brazilian Chemical Society. São Paulo: Soc Brasileira Quimica, v. 21, n. 7, p. 1177-1186, 2010.
0103-5053
10.1590/S0103-50532010000700004
S0103-50532010000700004
WOS:000279975500004
S0103-50532010000700004.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 1177-1186
dc.publisher.none.fl_str_mv Soc Brasileira Quimica
publisher.none.fl_str_mv Soc Brasileira Quimica
dc.source.none.fl_str_mv Web of Science
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)
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