Complexos de rutênio(II) com potenciais atividades antitumorais: síntese, caracterização e ensaios biológicos

Detalhes bibliográficos
Autor(a) principal: Reis, João Paulo Barolli
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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spelling 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
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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.
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