Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Tipo de documento: | Tese |
Idioma: | por |
Título da fonte: | Repositório Institucional da UFSCAR |
Texto Completo: | https://repositorio.ufscar.br/handle/ufscar/6296 |
Resumo: | In this thesis phosphinic ruthenium complexes coordinated to ligands of biological interest: folic acid, 6-mercaptopurine, 2-mercaptopyridine and 8-aminoquinoline, dpqQX, dppz and dpq (dipyridophenazine and derivatives) mainly, were synthesised from the precursor complexes [RuCl2(PPh3)3], [RuCl2(dppb)(PPh3)] and cis- [RuCl2(dppb)(bipy)] and characterized by the usual techniques: 1H, 31P{1H} and 13C{1H}, IR, UV-Vis, molar conductimetry, elemental analysis, cyclic and differential pulse voltammetry, mass spectrometry and X ray diffraction of single crystal when applicable. The synthesized complexes showed values of E1/2 larger than their corresponding precursors, and in the case of complexes with folic acid presented irreversibility in the oxidation of ruthenium. Molar conductance measurements and elemental analysis corroborated the proposed formulae and the study of crystals solved by X ray diffraction confirmed the expected structures. The complexes (series I-III) were evaluated in vitro against MDA-MB-231 and MCF7 breast cancer cell beyond in mouse fibroblast cells. The Ru-FO complexes (series I) has been activity against breast cancer cells MDA-MB-231, suggesting that small structural modifications presented variation in cytotoxic activity. The ruthenium complexes coordinated to dpqQX, dppz and dpq ligands (series II) were very active and selective against breast cancer cells studied. Studies of their Interaction with ct-DNA confirmed the existence of interaction by intercalation mainly of these complexes (series II). |
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Reis, João Paulo BarolliBatista, Alzir Azevedohttp://lattes.cnpq.br/6469642481998660http://lattes.cnpq.br/194990840545718467c6b1a7-65d0-4370-8f52-eaf4bc21832d2016-06-02T20:34:51Z2014-07-012016-06-02T20:34:51Z2013-12-13REIS, João Paulo Barolli. Ruthenium(II) complexes with potential antitumor activity: synthesis, characterization and biologic assays. 2013. 254 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2013.https://repositorio.ufscar.br/handle/ufscar/6296In this thesis phosphinic ruthenium complexes coordinated to ligands of biological interest: folic acid, 6-mercaptopurine, 2-mercaptopyridine and 8-aminoquinoline, dpqQX, dppz and dpq (dipyridophenazine and derivatives) mainly, were synthesised from the precursor complexes [RuCl2(PPh3)3], [RuCl2(dppb)(PPh3)] and cis- [RuCl2(dppb)(bipy)] and characterized by the usual techniques: 1H, 31P{1H} and 13C{1H}, IR, UV-Vis, molar conductimetry, elemental analysis, cyclic and differential pulse voltammetry, mass spectrometry and X ray diffraction of single crystal when applicable. The synthesized complexes showed values of E1/2 larger than their corresponding precursors, and in the case of complexes with folic acid presented irreversibility in the oxidation of ruthenium. Molar conductance measurements and elemental analysis corroborated the proposed formulae and the study of crystals solved by X ray diffraction confirmed the expected structures. The complexes (series I-III) were evaluated in vitro against MDA-MB-231 and MCF7 breast cancer cell beyond in mouse fibroblast cells. The Ru-FO complexes (series I) has been activity against breast cancer cells MDA-MB-231, suggesting that small structural modifications presented variation in cytotoxic activity. The ruthenium complexes coordinated to dpqQX, dppz and dpq ligands (series II) were very active and selective against breast cancer cells studied. Studies of their Interaction with ct-DNA confirmed the existence of interaction by intercalation mainly of these complexes (series II).Neste trabalho foram sintetizados complexos fosfínicos de rutênio coordenados aos ligantes de interesse biológico: ácido fólico; 6-mercaptopurina, 2-mercaptopiridina e 8-aminoquinolina; dpqQX, dppz e dpq (dipiridofenazinas e derivados), ditiocarbimatos, principalmente, a partir dos complexos precursores de fórmula [RuCl2(PPh3)3], [RuCl2(dppb)(PPh3)] e cis-[RuCl2(dppb)(bipy)], e foram caracterizados pelas técnicas de RMN de 1H e 31P{1H} e 13C{1H}, IV, UV-Vis, condutância molar, análise elementar, voltametrias cíclica e de pulso diferencial, espectrometria de massa e por difração de raios X de monocristal (quando disponíveis cristais adequados para estudo por difração de raios X). Os complexos sintetizados apresentaram valores de E1/2 maiores que seus correspondentes precursores, além de nos casos dos complexos com ácido fólico apresentarem irreversibilidade na oxidação do rutênio. Medidas de condutância molar e de análise elementar corroboraram com as fórmulas propostas, além disso, os modelos obtidos a partir da resolução estrutural dos cristais resolvidos por difração de raios X confirmaram as estruturas esperadas. Os complexos (séries I-III) foram avaliados in vitro contra linhagens celulares de câncer de mama MDA-MB-231 e MCF7 além de linhagem de células saudáveis de fibroblastos de camundongos. Os complexos Ru- FO (série I) apresentaram atividade contra linhagem celular de câncer de mama MDA-MB-231, sugerindo que pequenas diferenças estruturais podem apresentar grande variação na atividade citotóxica. Os complexos fosfínicos de rutênio coordenados aos ligantes dpqQX, dppz e dpq (série II) foram muito ativos e seletivas contra as linhagens de câncer de mama estudadas. Estudos de interação com ct- DNA confirmaram a existência de interação por intercalação dos complexos estudados.Financiadora de Estudos e Projetosapplication/pdfporUniversidade Federal de São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarBRQuímica inorgânicaComplexos de rutênioCIENCIAS EXATAS E DA TERRA::QUIMICAComplexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicosRuthenium(II) complexes with potential antitumor activity: synthesis, characterization and biologic assaysinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesis-1-1e62fb48f-fa23-4158-8d60-0b17f006946cinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINAL5814.pdfapplication/pdf12693079https://repositorio.ufscar.br/bitstream/ufscar/6296/1/5814.pdf08c20ae401bf8a423c3a9debdba55e10MD51TEXT5814.pdf.txt5814.pdf.txtExtracted texttext/plain0https://repositorio.ufscar.br/bitstream/ufscar/6296/2/5814.pdf.txtd41d8cd98f00b204e9800998ecf8427eMD52THUMBNAIL5814.pdf.jpg5814.pdf.jpgIM Thumbnailimage/jpeg8111https://repositorio.ufscar.br/bitstream/ufscar/6296/3/5814.pdf.jpg24c5b587e8c1ab04a68f3d853d10cc0aMD53ufscar/62962023-09-18 18:31:38.714oai:repositorio.ufscar.br:ufscar/6296Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-09-18T18:31:38Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
dc.title.por.fl_str_mv |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos |
dc.title.alternative.eng.fl_str_mv |
Ruthenium(II) complexes with potential antitumor activity: synthesis, characterization and biologic assays |
title |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos |
spellingShingle |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos Reis, João Paulo Barolli Química inorgânica Complexos de rutênio CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos |
title_full |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos |
title_fullStr |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos |
title_full_unstemmed |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos |
title_sort |
Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos |
author |
Reis, João Paulo Barolli |
author_facet |
Reis, João Paulo Barolli |
author_role |
author |
dc.contributor.authorlattes.por.fl_str_mv |
http://lattes.cnpq.br/1949908405457184 |
dc.contributor.author.fl_str_mv |
Reis, João Paulo Barolli |
dc.contributor.advisor1.fl_str_mv |
Batista, Alzir Azevedo |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/6469642481998660 |
dc.contributor.authorID.fl_str_mv |
67c6b1a7-65d0-4370-8f52-eaf4bc21832d |
contributor_str_mv |
Batista, Alzir Azevedo |
dc.subject.por.fl_str_mv |
Química inorgânica Complexos de rutênio |
topic |
Química inorgânica Complexos de rutênio CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
In this thesis phosphinic ruthenium complexes coordinated to ligands of biological interest: folic acid, 6-mercaptopurine, 2-mercaptopyridine and 8-aminoquinoline, dpqQX, dppz and dpq (dipyridophenazine and derivatives) mainly, were synthesised from the precursor complexes [RuCl2(PPh3)3], [RuCl2(dppb)(PPh3)] and cis- [RuCl2(dppb)(bipy)] and characterized by the usual techniques: 1H, 31P{1H} and 13C{1H}, IR, UV-Vis, molar conductimetry, elemental analysis, cyclic and differential pulse voltammetry, mass spectrometry and X ray diffraction of single crystal when applicable. The synthesized complexes showed values of E1/2 larger than their corresponding precursors, and in the case of complexes with folic acid presented irreversibility in the oxidation of ruthenium. Molar conductance measurements and elemental analysis corroborated the proposed formulae and the study of crystals solved by X ray diffraction confirmed the expected structures. The complexes (series I-III) were evaluated in vitro against MDA-MB-231 and MCF7 breast cancer cell beyond in mouse fibroblast cells. The Ru-FO complexes (series I) has been activity against breast cancer cells MDA-MB-231, suggesting that small structural modifications presented variation in cytotoxic activity. The ruthenium complexes coordinated to dpqQX, dppz and dpq ligands (series II) were very active and selective against breast cancer cells studied. Studies of their Interaction with ct-DNA confirmed the existence of interaction by intercalation mainly of these complexes (series II). |
publishDate |
2013 |
dc.date.issued.fl_str_mv |
2013-12-13 |
dc.date.available.fl_str_mv |
2014-07-01 2016-06-02T20:34:51Z |
dc.date.accessioned.fl_str_mv |
2016-06-02T20:34:51Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
REIS, João Paulo Barolli. Ruthenium(II) complexes with potential antitumor activity: synthesis, characterization and biologic assays. 2013. 254 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2013. |
dc.identifier.uri.fl_str_mv |
https://repositorio.ufscar.br/handle/ufscar/6296 |
identifier_str_mv |
REIS, João Paulo Barolli. Ruthenium(II) complexes with potential antitumor activity: synthesis, characterization and biologic assays. 2013. 254 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2013. |
url |
https://repositorio.ufscar.br/handle/ufscar/6296 |
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por |
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por |
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openAccess |
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Universidade Federal de São Carlos |
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Programa de Pós-Graduação em Química - PPGQ |
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UFSCar |
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BR |
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Universidade Federal de São Carlos |
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