Caracterização e avaliação da atividade fotodinâmica de tetra-meso-[(piridil)porfirina]platina(II) frente à microorganismos

Detalhes bibliográficos
Autor(a) principal: Acunha, Thiago Vargas
Data de Publicação: 2017
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Manancial - Repositório Digital da UFSM
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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spelling 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/1/13928porAttribution-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
url http://repositorio.ufsm.br/handle/1/13928
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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