Complexos de Ru (II) com ligantes de interesse biológico: síntese, caracterização e citotoxicidade

Detalhes bibliográficos
Ano de defesa: 2011
Autor(a) principal: Fleitas, Melina Andrea Mondelli
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/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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spelling 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
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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.
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