Palladium(II) Complexes with Thiosemicarbazones. Syntheses, Characterization and Cytotoxicity against Breast Cancer Cells and Anti-Mycobacterium tuberculosis Activity
Autor(a) principal: | |
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Data de Publicação: | 2010 |
Outros Autores: | , , , , , , , , , |
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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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) |
repository.mail.fl_str_mv |
|
_version_ |
1797789304675631104 |