Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Manancial - Repositório Digital da UFSM |
dARK ID: | ark:/26339/0013000011tpn |
Texto Completo: | http://repositorio.ufsm.br/handle/1/13928 |
Resumo: | This work deals with the synthesis of Tetra-meso-[(3-pyridyl)-chloro-2,2'-bipyridyl-platinum(II)]porphyrin (3-H2TPtPyP) and Tetra-meso-[(4-pyridyl)-chloro-2,2'-bipyridyl-platinum(II)]porphyrin (4-H2TPtPyP), starting from their respective precursors Tetra-meso-[(3-pyridyl)porphyrin (3-H2TPyP), Tetra-meso-(4-pyridyl)porphyrin (4-H2TPyP) and [Pt(bipy)Cl2] complex to evaluate its photodynamic properties against Escherichia coli (Gram-negative bacterium) and Staphylococcus aureus (Gram-positive bacterium) microorganisms. For this, the compounds were characterized by elemental analysis, electronic spectroscopy in the UV-vis and infrared regions, as well as their photophysical properties by emission, fluorescence quantum yield and quantum yield of singlet oxygen generation. For the synthesis, it was followed the methodology proposed by Naue and co-workers (2009). In general, the porphyrins showed satisfactory photostability and good quantum yields of singlet oxygen generation values. These characteristics are appreciable under the principles of photodynamic therapy (PDT). Differently from the treatment realized in absence of light, in which the porphyrins were not active against the bacteria culture, in the presence of white light (26 mW cm-2) under the 90 minutes of irradiation, the porphyrins exhibited the satisfactory activity against studied microorganisms, mainly for the tetracationic porphyrins 3-H2TPtPyP and 4-H2TPtPyP, which were seven times more efficient against E. coli and more than three times more effective against S. aureus when compared to their respective precursors. In addition to the effect of the charge, a presence of the PtII complexes potentiated the photodynamic effect of the studied microorganisms when compared with a tetramethylated porphyrin (TMePyP), which is also tetracationic. These better results presented may be related to the cell walls of Gram-negative and Gram-positive bacteria, which are negatively charged due to the presence of phosphate groups and which may facilitate the permeability of porphyrin into the cell. Furthermore, interactions between phosphorus and PtII, obeying the Pearson's theory, may also influence the better assimilation of the tetraplatinated porphyrins into the cell and thus obtain lower minimum inhibitory concentrations (MIC) and minimum bactericidal concentrations (MBC). |
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Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismosCharacterization and evaluate of photodynamic activity of tetra-meso-[(pyridyl)porphyrins]platinum(II) against microorganismsPorfirinas de platina(II)Terapia fotodinâmicaMicro-organismosPlatinum(II) porphyrinsPhotodynamic therapyMicroorganismsCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICAThis work deals with the synthesis of Tetra-meso-[(3-pyridyl)-chloro-2,2'-bipyridyl-platinum(II)]porphyrin (3-H2TPtPyP) and Tetra-meso-[(4-pyridyl)-chloro-2,2'-bipyridyl-platinum(II)]porphyrin (4-H2TPtPyP), starting from their respective precursors Tetra-meso-[(3-pyridyl)porphyrin (3-H2TPyP), Tetra-meso-(4-pyridyl)porphyrin (4-H2TPyP) and [Pt(bipy)Cl2] complex to evaluate its photodynamic properties against Escherichia coli (Gram-negative bacterium) and Staphylococcus aureus (Gram-positive bacterium) microorganisms. For this, the compounds were characterized by elemental analysis, electronic spectroscopy in the UV-vis and infrared regions, as well as their photophysical properties by emission, fluorescence quantum yield and quantum yield of singlet oxygen generation. For the synthesis, it was followed the methodology proposed by Naue and co-workers (2009). In general, the porphyrins showed satisfactory photostability and good quantum yields of singlet oxygen generation values. These characteristics are appreciable under the principles of photodynamic therapy (PDT). Differently from the treatment realized in absence of light, in which the porphyrins were not active against the bacteria culture, in the presence of white light (26 mW cm-2) under the 90 minutes of irradiation, the porphyrins exhibited the satisfactory activity against studied microorganisms, mainly for the tetracationic porphyrins 3-H2TPtPyP and 4-H2TPtPyP, which were seven times more efficient against E. coli and more than three times more effective against S. aureus when compared to their respective precursors. In addition to the effect of the charge, a presence of the PtII complexes potentiated the photodynamic effect of the studied microorganisms when compared with a tetramethylated porphyrin (TMePyP), which is also tetracationic. These better results presented may be related to the cell walls of Gram-negative and Gram-positive bacteria, which are negatively charged due to the presence of phosphate groups and which may facilitate the permeability of porphyrin into the cell. Furthermore, interactions between phosphorus and PtII, obeying the Pearson's theory, may also influence the better assimilation of the tetraplatinated porphyrins into the cell and thus obtain lower minimum inhibitory concentrations (MIC) and minimum bactericidal concentrations (MBC).Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPqEste trabalho trata da síntese da Tetra-meso-[(3-piridil)-cloro-2,2’-bipiridil-platina(II)]porfirina (3-H2TPtPyP) e Tetra-meso-[(4-piridil)-cloro-2,2’-bipiridil-platina(II)]porfirina (4-H2TPtPyP), partindo de seus respectivos precursores Tetra-meso-(3-piridil)porfirina (3-H2TPyP), Tetra-meso-(4-piridil)porfirina (4-H2TPyP) e do complexo [Pt(bipy)Cl2] para avaliação fotofísica e de suas propriedades fotodinâmicas frente a micro-organismos Escherichia coli (bactéria Gram-negativa) e Staphylococcus aureus (bactéria Gram-positiva). Para isto, os compostos foram caracterizados por análise elementar, espectroscopia eletrônica nas regiões do ultravioleta e visível e do infravermelho, bem como suas propriedades fotofísicas como emissão, rendimento quântico de fluorescência e rendimento quântico de geração de oxigênio singleto. Para a síntese, seguiu-se a metodologia já descrita por Naue e colaboradores (2009). De maneira geral, as porfirinas apresentaram satisfatória fotoestabilidade e bons rendimentos quânticos de geração de oxigênio singleto. Estas características são apreciáveis segundo os princípios da terapia fotodinâmica (PDT). Diferentemente dos experimentos realizados na ausência de luz, no qual as porfirinas não apresentaram atividade contra as bactérias, na presença de luz branca (26 mW cm-2) sob o tempo de 90 minutos de irradiação, foi possível observar satisfatória atividade, principalmente para as porfirinas tetracatiônicas 3-H2TPtPyP e 4-H2TPtPyP, as quais foram sete vezes mais eficientes contra E. coli e mais de três vezes mais eficazes contra S. aureus, quando comparadas com seus respectivos precursores. Além do efeito da carga, a presença dos complexos de PtII potencializou o efeito de fotoinativação dos micro-organismos estudados quando comparados com a porfirina tetrametilada (TMePyP), a qual também é tetracatiônica. Estes melhores resultados apresentados podem estar relacionados com as paredes celulares das bactérias Gram-negativas e Gram-positivas, que são negativamente carregadas devido a presença de grupos fosfatos e que podem facilitar a permeabilidade da porfirina para dentro da célula. Além disso, interações entre o fósforo e PtII, obedecendo a Teoria de Pearson, também podem influenciar na melhor assimilação das porfirinas tetraplatinadas para dentro da célular e, assim, obter menores concentrações inibitórias mínimas (CIM) e concentrações bactericidas mínima (CBM).Universidade Federal de Santa MariaBrasilQuímicaUFSMPrograma de Pós-Graduação em QuímicaCentro de Ciências Naturais e ExatasIglesias, Bernardo Almeidahttp://lattes.cnpq.br/4402375533322977Nakagaki, Shirleyhttp://lattes.cnpq.br/2297060247169449Tirloni, Bárbarahttp://lattes.cnpq.br/2866324870100182Acunha, Thiago Vargas2018-07-26T18:33:33Z2018-07-26T18:33:33Z2017-06-30info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfhttp://repositorio.ufsm.br/handle/1/13928ark:/26339/0013000011tpnporAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSM2018-07-26T18:33:34Zoai:repositorio.ufsm.br:1/13928Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2018-07-26T18:33:34Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.none.fl_str_mv |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos Characterization and evaluate of photodynamic activity of tetra-meso-[(pyridyl)porphyrins]platinum(II) against microorganisms |
title |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos |
spellingShingle |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos Acunha, Thiago Vargas Porfirinas de platina(II) Terapia fotodinâmica Micro-organismos Platinum(II) porphyrins Photodynamic therapy Microorganisms CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos |
title_full |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos |
title_fullStr |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos |
title_full_unstemmed |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos |
title_sort |
Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos |
author |
Acunha, Thiago Vargas |
author_facet |
Acunha, Thiago Vargas |
author_role |
author |
dc.contributor.none.fl_str_mv |
Iglesias, Bernardo Almeida http://lattes.cnpq.br/4402375533322977 Nakagaki, Shirley http://lattes.cnpq.br/2297060247169449 Tirloni, Bárbara http://lattes.cnpq.br/2866324870100182 |
dc.contributor.author.fl_str_mv |
Acunha, Thiago Vargas |
dc.subject.por.fl_str_mv |
Porfirinas de platina(II) Terapia fotodinâmica Micro-organismos Platinum(II) porphyrins Photodynamic therapy Microorganisms CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
topic |
Porfirinas de platina(II) Terapia fotodinâmica Micro-organismos Platinum(II) porphyrins Photodynamic therapy Microorganisms CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
This work deals with the synthesis of Tetra-meso-[(3-pyridyl)-chloro-2,2'-bipyridyl-platinum(II)]porphyrin (3-H2TPtPyP) and Tetra-meso-[(4-pyridyl)-chloro-2,2'-bipyridyl-platinum(II)]porphyrin (4-H2TPtPyP), starting from their respective precursors Tetra-meso-[(3-pyridyl)porphyrin (3-H2TPyP), Tetra-meso-(4-pyridyl)porphyrin (4-H2TPyP) and [Pt(bipy)Cl2] complex to evaluate its photodynamic properties against Escherichia coli (Gram-negative bacterium) and Staphylococcus aureus (Gram-positive bacterium) microorganisms. For this, the compounds were characterized by elemental analysis, electronic spectroscopy in the UV-vis and infrared regions, as well as their photophysical properties by emission, fluorescence quantum yield and quantum yield of singlet oxygen generation. For the synthesis, it was followed the methodology proposed by Naue and co-workers (2009). In general, the porphyrins showed satisfactory photostability and good quantum yields of singlet oxygen generation values. These characteristics are appreciable under the principles of photodynamic therapy (PDT). Differently from the treatment realized in absence of light, in which the porphyrins were not active against the bacteria culture, in the presence of white light (26 mW cm-2) under the 90 minutes of irradiation, the porphyrins exhibited the satisfactory activity against studied microorganisms, mainly for the tetracationic porphyrins 3-H2TPtPyP and 4-H2TPtPyP, which were seven times more efficient against E. coli and more than three times more effective against S. aureus when compared to their respective precursors. In addition to the effect of the charge, a presence of the PtII complexes potentiated the photodynamic effect of the studied microorganisms when compared with a tetramethylated porphyrin (TMePyP), which is also tetracationic. These better results presented may be related to the cell walls of Gram-negative and Gram-positive bacteria, which are negatively charged due to the presence of phosphate groups and which may facilitate the permeability of porphyrin into the cell. Furthermore, interactions between phosphorus and PtII, obeying the Pearson's theory, may also influence the better assimilation of the tetraplatinated porphyrins into the cell and thus obtain lower minimum inhibitory concentrations (MIC) and minimum bactericidal concentrations (MBC). |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-06-30 2018-07-26T18:33:33Z 2018-07-26T18:33:33Z |
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.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/13928 |
dc.identifier.dark.fl_str_mv |
ark:/26339/0013000011tpn |
url |
http://repositorio.ufsm.br/handle/1/13928 |
identifier_str_mv |
ark:/26339/0013000011tpn |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.rights.driver.fl_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Brasil Química UFSM Programa de Pós-Graduação em Química Centro de Ciências Naturais e Exatas |
publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Brasil Química UFSM Programa de Pós-Graduação em Química Centro de Ciências Naturais e Exatas |
dc.source.none.fl_str_mv |
reponame:Manancial - Repositório Digital da UFSM instname:Universidade Federal de Santa Maria (UFSM) instacron:UFSM |
instname_str |
Universidade Federal de Santa Maria (UFSM) |
instacron_str |
UFSM |
institution |
UFSM |
reponame_str |
Manancial - Repositório Digital da UFSM |
collection |
Manancial - Repositório Digital da UFSM |
repository.name.fl_str_mv |
Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM) |
repository.mail.fl_str_mv |
atendimento.sib@ufsm.br||tedebc@gmail.com |
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1815172432869195776 |