Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados

Detalhes bibliográficos
Ano de defesa: 2012
Autor(a) principal: Cunha, Lucas Vinicius Pozzi da
Orientador(a): Batista, Alzir Azevedo lattes
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de São Carlos
Programa de Pós-Graduação: Programa de Pós-Graduação em Química - PPGQ
Departamento: Não Informado pela instituição
País: BR
Palavras-chave em Português:
Área do conhecimento CNPq:
Link de acesso: https://repositorio.ufscar.br/handle/ufscar/6551
Resumo: In this work were synthesized ruthenium complexes using pyrazinamide (PZA), a first-line drug in the treatment of tuberculosis, as well as isonicotinamide (ins) and isonicotinic acid (INA), isoniazid derivatives, as ligand. The reason why some drugs are been used as ligand is to enhance their activit or minimize the side effects. These mer-[RuCl3(dppb)(L)] (L = INA, PZA and ins) complexes was characterized by cyclic voltammetry, FTIR, UV-Vis, elemental analysis and conductivity. Electrochemical studies showed the presence of Ru (III) and other species, both binuclear and mononuclear that are generate in solution by a specific potential application, as described in the literature for mer-[RuCl3(dppb)(H2O)]. The assignment of the main absorption bands in FTIR spectra showed the appearance of metal-ligand bonds. The UV-Vis spectra showed three bands related to ligand charge transfer to the metal (LMCT), and the neutrality of these complexes was confirmed by conductivity. The series of complexes [RuCl(ins)(dppb)(N-N)]PF6 was characterized by NMR, cyclic and differential pulse voltammetry, FTIR, UV-Vis, X ray diffraction, elemental analysis and conductivity. The presence of two doublets in the NMR spectra showed that the phosphorus atoms are not equivalent. When the chloride ligand is exchanged by a N-heterocyclic ligand the redox potential was increased if compared with the precursor complex potential, due to the nature of the π-receptor ligand ins. The crystal structures of complexes [RuCl(ins)(dppb)(bipy)]PF6 and [RuCl(ins)(dppb)(phen)]PF6 were determined by X ray and were suggested that the ins ligand is in trans position to the phosphorus atom of dppb. The conductivity indicated the presence of an anion PF6, stabilizing the complexes. Anti-M. tuberculosis and cytotoxicity studies were performed for these complexes [RuCl(ins)(dppb)(N-N)]PF6 and mer-[RuCl3(dppb)(L)] and their respective free ligands.
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spelling Cunha, Lucas Vinicius Pozzi daBatista, Alzir Azevedohttp://lattes.cnpq.br/6469642481998660http://lattes.cnpq.br/31695243065644082016-06-02T20:36:43Z2013-04-222016-06-02T20:36:43Z2012-05-25CUNHA, Lucas Vinicius Pozzi da. Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados. 2012. 89 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2012.https://repositorio.ufscar.br/handle/ufscar/6551In this work were synthesized ruthenium complexes using pyrazinamide (PZA), a first-line drug in the treatment of tuberculosis, as well as isonicotinamide (ins) and isonicotinic acid (INA), isoniazid derivatives, as ligand. The reason why some drugs are been used as ligand is to enhance their activit or minimize the side effects. These mer-[RuCl3(dppb)(L)] (L = INA, PZA and ins) complexes was characterized by cyclic voltammetry, FTIR, UV-Vis, elemental analysis and conductivity. Electrochemical studies showed the presence of Ru (III) and other species, both binuclear and mononuclear that are generate in solution by a specific potential application, as described in the literature for mer-[RuCl3(dppb)(H2O)]. The assignment of the main absorption bands in FTIR spectra showed the appearance of metal-ligand bonds. The UV-Vis spectra showed three bands related to ligand charge transfer to the metal (LMCT), and the neutrality of these complexes was confirmed by conductivity. The series of complexes [RuCl(ins)(dppb)(N-N)]PF6 was characterized by NMR, cyclic and differential pulse voltammetry, FTIR, UV-Vis, X ray diffraction, elemental analysis and conductivity. The presence of two doublets in the NMR spectra showed that the phosphorus atoms are not equivalent. When the chloride ligand is exchanged by a N-heterocyclic ligand the redox potential was increased if compared with the precursor complex potential, due to the nature of the π-receptor ligand ins. The crystal structures of complexes [RuCl(ins)(dppb)(bipy)]PF6 and [RuCl(ins)(dppb)(phen)]PF6 were determined by X ray and were suggested that the ins ligand is in trans position to the phosphorus atom of dppb. The conductivity indicated the presence of an anion PF6, stabilizing the complexes. Anti-M. tuberculosis and cytotoxicity studies were performed for these complexes [RuCl(ins)(dppb)(N-N)]PF6 and mer-[RuCl3(dppb)(L)] and their respective free ligands.Neste trabalho foram sintetizados complexos de rutênio utilizando como ligante a pirazinamida (PZA), fármaco de primeira linha no tratamento da tuberculose, e os derivados da isoniazida (INH): isonicotinamida (ins) e ácido isonicotínio (INA). A ideia de utilizar um medicamento como ligante se dá na tentativa de potencializar a ação deste fármaco, ou de fazer com que o mesmo tenha seus efeitos colaterais minimizados. Os complexos da série mer-[RuCl3(dppb)(L)] (L = INA, PZA e ins) foram caracterizados por voltametria cíclica, IV, UV-vis, análise elementar e condutância molar. Estudos eletroquímicos mostraram que complexos de Ru(III) tanto binuclear, quanto mononuclear, são gerados na solução a partir da aplicação de um potencial específico, como descrito na literatura para complexos muito similares. A atribuição das principais bandas de absorção no IV comprovou a ligação do ligante ao centro metálico. Os espectros de UV-vis apresentaram três bandas referentes à transferência de carga do ligante para o metal, e a neutralidade desses complexos foi comprovada pela condutividade. Os complexos da série [RuCl(ins)(dppb)(N-N)]PF6 foram caracterizados por RMN, Voltametria cíclica e de Pulso diferencial, IV, UV-vis, difração de raio X, análise elementar e condutância molar. A presença de dois dubletos no espectro de RMN mostrou que os fósforos não são equivalentes. Com a troca de um cloreto por um ligante N-heterocíclico houve um aumento no potencial redox desses complexos em comparação aos seus precursores, devido o caráter π-receptor do ligante entrante. As estruturas cristalográficas dos complexos [RuCl(ins)(dppb)(bipy)]PF6 e [RuCl(ins)(dppb)(fen)]PF6 comprovaram a entrada do ligante ins na posição trans ao átomo de fósforo da bifosfina. A condutividade desta série de complexos indicou a presença de uma contra-íon, PF6, para neutralizar a carga do complexo. Foram determinadas as atividades anti-M. tuberculosis e a citotoxidade dos complexos das séries [RuCl(ins)(dppb)(N-N)]PF6 e mer-[RuCl3(dppb)(L)] e de seus ligantes, sendo que estes não apresentaram uma boa atividade.Universidade Federal de Sao Carlosapplication/pdfporUniversidade Federal de São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarBRQuímicaComplexo de rutênioQuímica bioinorgânicaCIENCIAS EXATAS E DA TERRA::QUIMICAComplexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivadosinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINAL5016.pdfapplication/pdf2677704https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/6551/1/5016.pdf77aee47f2d98ad046375b1935bc5a582MD51TEXT5016.pdf.txt5016.pdf.txtExtracted texttext/plain0https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/6551/4/5016.pdf.txtd41d8cd98f00b204e9800998ecf8427eMD54THUMBNAIL5016.pdf.jpg5016.pdf.jpgIM Thumbnailimage/jpeg10600https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/6551/5/5016.pdf.jpga7d8c8f87f038e506e0dc1a974044279MD55ufscar/65512020-03-23 19:52:25.72oai:repositorio.ufscar.br:ufscar/6551Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-05-25T12:51:25.697844Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false
dc.title.por.fl_str_mv Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
title Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
spellingShingle Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
Cunha, Lucas Vinicius Pozzi da
Química
Complexo de rutênio
Química bioinorgânica
CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
title_full Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
title_fullStr Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
title_full_unstemmed Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
title_sort Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados
author Cunha, Lucas Vinicius Pozzi da
author_facet Cunha, Lucas Vinicius Pozzi da
author_role author
dc.contributor.authorlattes.por.fl_str_mv http://lattes.cnpq.br/3169524306564408
dc.contributor.author.fl_str_mv Cunha, Lucas Vinicius Pozzi da
dc.contributor.advisor1.fl_str_mv Batista, Alzir Azevedo
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/6469642481998660
contributor_str_mv Batista, Alzir Azevedo
dc.subject.por.fl_str_mv Química
Complexo de rutênio
Química bioinorgânica
topic Química
Complexo de rutênio
Química bioinorgânica
CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.cnpq.fl_str_mv CIENCIAS EXATAS E DA TERRA::QUIMICA
description In this work were synthesized ruthenium complexes using pyrazinamide (PZA), a first-line drug in the treatment of tuberculosis, as well as isonicotinamide (ins) and isonicotinic acid (INA), isoniazid derivatives, as ligand. The reason why some drugs are been used as ligand is to enhance their activit or minimize the side effects. These mer-[RuCl3(dppb)(L)] (L = INA, PZA and ins) complexes was characterized by cyclic voltammetry, FTIR, UV-Vis, elemental analysis and conductivity. Electrochemical studies showed the presence of Ru (III) and other species, both binuclear and mononuclear that are generate in solution by a specific potential application, as described in the literature for mer-[RuCl3(dppb)(H2O)]. The assignment of the main absorption bands in FTIR spectra showed the appearance of metal-ligand bonds. The UV-Vis spectra showed three bands related to ligand charge transfer to the metal (LMCT), and the neutrality of these complexes was confirmed by conductivity. The series of complexes [RuCl(ins)(dppb)(N-N)]PF6 was characterized by NMR, cyclic and differential pulse voltammetry, FTIR, UV-Vis, X ray diffraction, elemental analysis and conductivity. The presence of two doublets in the NMR spectra showed that the phosphorus atoms are not equivalent. When the chloride ligand is exchanged by a N-heterocyclic ligand the redox potential was increased if compared with the precursor complex potential, due to the nature of the π-receptor ligand ins. The crystal structures of complexes [RuCl(ins)(dppb)(bipy)]PF6 and [RuCl(ins)(dppb)(phen)]PF6 were determined by X ray and were suggested that the ins ligand is in trans position to the phosphorus atom of dppb. The conductivity indicated the presence of an anion PF6, stabilizing the complexes. Anti-M. tuberculosis and cytotoxicity studies were performed for these complexes [RuCl(ins)(dppb)(N-N)]PF6 and mer-[RuCl3(dppb)(L)] and their respective free ligands.
publishDate 2012
dc.date.issued.fl_str_mv 2012-05-25
dc.date.available.fl_str_mv 2013-04-22
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identifier_str_mv CUNHA, Lucas Vinicius Pozzi da. Complexos fosfínicos de Ru(II) e Ru(III) com fármacos anti-tuberculose e seus derivados. 2012. 89 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2012.
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