Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade
Ano de defesa: | 2011 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | |
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/6510 |
Resumo: | Three new Ru(II) complexes where were synthesized and characterized. The formulas were [RuCl(dmpm)2NO], [Ru(dmpm)2(dppb)] and [Ru(pic)2(dppb)], where dmpm = 4,6-dimethyl-2-mercaptopyrimidine, dppb = 1,4- bis(diphenylphosphine)butane e pic = picolinate ion. The characterization data are in agreement with the proposed formulation and also crystals were obtained and solved by X-ray diffraction. The resolution of the crystal structures confirmed the proposed structures, and demonstrated that they present distorted octahedral configuration. For [RuCl(dmpm)2NO], 1H RMN showed two singlets, at 7,3 and 6,7 ppm assigned to the hydrogen of the aromatic ring, and two singlets at 2,5 and 2,3 ppm assigned to aliphatic hydrogen. This differences could be explained by evaluating how the intermolecular hydrogen bonds are affecting the aliphatic hydrogen atoms present in the molecule and in the nearest neiborhood this differences could be explained evaluating the hydrogen bonds between neighbouring molecules. The infrared spectrum showed very intense band in 1857 cm-1 assigned to NO+ group. The cyclic voltammogram of this compound showed processes assigned to the nytrosil group, and electrolysis was performed to promote the NO release from the compound, which was confirmed by the disappearance of the NO+ band in the infrared spectrum of the complex. The complexes [Ru(dmpm)2(dppb)] and [Ru(pic)2(dppb)] showed singlets in 31P{1H} RMN at 47,5 and 46,2 ppm, respectively, and the cyclic voltammetry showed one process attributed to Ru III/ Ru II. The citotoxicity was evaluated for these three complexes (cells HeLa, MDA-MB231, V79 and U251 cells), obtaining promising values for [Ru(pic)2(dppb)] and [RuCl(dmpm)2NO] when compared with cisplatin (reference drug). Although, for [Ru(dmpm)2(dppb)], the value of IC50 wasn t as good as was found for the previous ones. |
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Fleitas, Melina Andrea MondelliBatista, Alzir Azevedohttp://lattes.cnpq.br/64696424819986602016-06-02T20:36:35Z2011-12-132016-06-02T20:36:35Z2011-02-04FLEITAS, Melina Andrea Mondelli. Ru (II) complexes with ligands of biologic interest: syntheses, caractherization and citotoxicity. 2011. 148 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2011.https://repositorio.ufscar.br/handle/ufscar/6510Three new Ru(II) complexes where were synthesized and characterized. The formulas were [RuCl(dmpm)2NO], [Ru(dmpm)2(dppb)] and [Ru(pic)2(dppb)], where dmpm = 4,6-dimethyl-2-mercaptopyrimidine, dppb = 1,4- bis(diphenylphosphine)butane e pic = picolinate ion. The characterization data are in agreement with the proposed formulation and also crystals were obtained and solved by X-ray diffraction. The resolution of the crystal structures confirmed the proposed structures, and demonstrated that they present distorted octahedral configuration. For [RuCl(dmpm)2NO], 1H RMN showed two singlets, at 7,3 and 6,7 ppm assigned to the hydrogen of the aromatic ring, and two singlets at 2,5 and 2,3 ppm assigned to aliphatic hydrogen. This differences could be explained by evaluating how the intermolecular hydrogen bonds are affecting the aliphatic hydrogen atoms present in the molecule and in the nearest neiborhood this differences could be explained evaluating the hydrogen bonds between neighbouring molecules. The infrared spectrum showed very intense band in 1857 cm-1 assigned to NO+ group. The cyclic voltammogram of this compound showed processes assigned to the nytrosil group, and electrolysis was performed to promote the NO release from the compound, which was confirmed by the disappearance of the NO+ band in the infrared spectrum of the complex. The complexes [Ru(dmpm)2(dppb)] and [Ru(pic)2(dppb)] showed singlets in 31P{1H} RMN at 47,5 and 46,2 ppm, respectively, and the cyclic voltammetry showed one process attributed to Ru III/ Ru II. The citotoxicity was evaluated for these three complexes (cells HeLa, MDA-MB231, V79 and U251 cells), obtaining promising values for [Ru(pic)2(dppb)] and [RuCl(dmpm)2NO] when compared with cisplatin (reference drug). Although, for [Ru(dmpm)2(dppb)], the value of IC50 wasn t as good as was found for the previous ones.Foram sintetizados e caracterizados três novos complexos de Ru(II), com formulas [RuCl(dmpm)2NO], [Ru(dmpm)2(dppb)] e [Ru(pic)2(dppb)]., onde dmpm= 4,6-dimetil-2-mercaptopirimidina, dppb= 1,4-bis(difenilfosfina)butano e pic= íon picolinato. Os dados da caracterização desses compostos são condizentes com as formulações propostas e adicionalmente, foram obtidos cristais dos três complexos e suas estruturas cristalinas foram determinadas por difração de raios X e demonstraram que se tratam de estruturas octáedricas distorcidas. Para o complexo [RuCl(dmpm)2NO] o seu espectro de RMN 1H mostrou dois singletos em 7,3 e 6,7 ppm atribuidos ao hidrigênio do anel aromático e dois singletos em 2,5 e 2,3 ppm atribuidos ao hidrogênio alifático. Essas diferenças nos singletos em campos mais altos podem ser explicadas avaliando-se as ligações de hidrogênio na estrutura cristalina do composto, que ocorre entre moléculas vizinhas, o que justifica os diferentes sinais observados no RMN de 1H. O espectro de absorção na região do IV do composto mostrou a presença do grupo NO+, com absorção em 1857 cm-1. O voltamograma cíclico deste composto mostrou os processos característicos dos nitrosilos complexos e uma eletrólise do mesmo foi feita para mostrar a liberação do NO, que foi comprovada pelo desaparecimento do pico do NO+, característico no espectro de absorção na região do IV. Os complexos [Ru(dmpm)2(dppb)] e [Ru(pic)2(dppb)] mostraram singletos no RMN 31P{1H} em 47,5 e 46,2 ppm, respectivamente, e os voltamogramas cíclicos mostraram processos quasi-reversíveis, atribuídos a Ru III/Ru II. Foram avaliadas as citotoxicidades dos três compostos (células HeLa, MDA-MB231,V79 e U251), obtendo-se valores promissores para [Ru(pic)2(dppb)] e [RuCl(dmpm)2NO], quando comparados com o cisplatina (o fármaco de referência). Contudo, para o [Ru(dmpm)2(dppb)] não foi obtido um valor de IC50 promissor.Financiadora de Estudos e Projetosapplication/pdfporUniversidade Federal de São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarBRQuímica inorgânicaComplexos de rutênioSíntese inorgânicaCitotoxicidadeQuímica bioinorgânicaBioligantesCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICAComplexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidadeRu (II) complexes with ligands of biologic interest: syntheses, caractherization and citotoxicityinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINAL3987.pdfapplication/pdf4882383https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/6510/1/3987.pdf7445ef527ca92f6e3318a51eeb19d1f7MD51THUMBNAIL3987.pdf.jpg3987.pdf.jpgIM Thumbnailimage/jpeg7660https://{{ getenv "DSPACE_HOST" "repositorio.ufscar.br" }}/bitstream/ufscar/6510/2/3987.pdf.jpg742a43fea3018901d0fb4f74d9951ce7MD52ufscar/65102019-09-11 02:58:15.962oai:repositorio.ufscar.br:ufscar/6510Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-05-25T12:51:22.693104Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
dc.title.por.fl_str_mv |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade |
dc.title.alternative.eng.fl_str_mv |
Ru (II) complexes with ligands of biologic interest: syntheses, caractherization and citotoxicity |
title |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade |
spellingShingle |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade Fleitas, Melina Andrea Mondelli Química inorgânica Complexos de rutênio Síntese inorgânica Citotoxicidade Química bioinorgânica Bioligantes CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
title_short |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade |
title_full |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade |
title_fullStr |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade |
title_full_unstemmed |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade |
title_sort |
Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade |
author |
Fleitas, Melina Andrea Mondelli |
author_facet |
Fleitas, Melina Andrea Mondelli |
author_role |
author |
dc.contributor.author.fl_str_mv |
Fleitas, Melina Andrea Mondelli |
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 inorgânica Complexos de rutênio Síntese inorgânica Citotoxicidade Química bioinorgânica Bioligantes |
topic |
Química inorgânica Complexos de rutênio Síntese inorgânica Citotoxicidade Química bioinorgânica Bioligantes CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA |
description |
Three new Ru(II) complexes where were synthesized and characterized. The formulas were [RuCl(dmpm)2NO], [Ru(dmpm)2(dppb)] and [Ru(pic)2(dppb)], where dmpm = 4,6-dimethyl-2-mercaptopyrimidine, dppb = 1,4- bis(diphenylphosphine)butane e pic = picolinate ion. The characterization data are in agreement with the proposed formulation and also crystals were obtained and solved by X-ray diffraction. The resolution of the crystal structures confirmed the proposed structures, and demonstrated that they present distorted octahedral configuration. For [RuCl(dmpm)2NO], 1H RMN showed two singlets, at 7,3 and 6,7 ppm assigned to the hydrogen of the aromatic ring, and two singlets at 2,5 and 2,3 ppm assigned to aliphatic hydrogen. This differences could be explained by evaluating how the intermolecular hydrogen bonds are affecting the aliphatic hydrogen atoms present in the molecule and in the nearest neiborhood this differences could be explained evaluating the hydrogen bonds between neighbouring molecules. The infrared spectrum showed very intense band in 1857 cm-1 assigned to NO+ group. The cyclic voltammogram of this compound showed processes assigned to the nytrosil group, and electrolysis was performed to promote the NO release from the compound, which was confirmed by the disappearance of the NO+ band in the infrared spectrum of the complex. The complexes [Ru(dmpm)2(dppb)] and [Ru(pic)2(dppb)] showed singlets in 31P{1H} RMN at 47,5 and 46,2 ppm, respectively, and the cyclic voltammetry showed one process attributed to Ru III/ Ru II. The citotoxicity was evaluated for these three complexes (cells HeLa, MDA-MB231, V79 and U251 cells), obtaining promising values for [Ru(pic)2(dppb)] and [RuCl(dmpm)2NO] when compared with cisplatin (reference drug). Although, for [Ru(dmpm)2(dppb)], the value of IC50 wasn t as good as was found for the previous ones. |
publishDate |
2011 |
dc.date.available.fl_str_mv |
2011-12-13 2016-06-02T20:36:35Z |
dc.date.issued.fl_str_mv |
2011-02-04 |
dc.date.accessioned.fl_str_mv |
2016-06-02T20:36:35Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
FLEITAS, Melina Andrea Mondelli. Ru (II) complexes with ligands of biologic interest: syntheses, caractherization and citotoxicity. 2011. 148 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2011. |
dc.identifier.uri.fl_str_mv |
https://repositorio.ufscar.br/handle/ufscar/6510 |
identifier_str_mv |
FLEITAS, Melina Andrea Mondelli. Ru (II) complexes with ligands of biologic interest: syntheses, caractherization and citotoxicity. 2011. 148 f. Dissertação (Mestrado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2011. |
url |
https://repositorio.ufscar.br/handle/ufscar/6510 |
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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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