Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida

Detalhes bibliográficos
Autor(a) principal: SELVA, Thiago Matheus Guimarães
Data de Publicação: 2010
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UFRPE
Texto Completo: http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/6376
Resumo: In this work, a comparative electrochemical study of 15 compounds derived from 1,4-naphthoquinone, including lawsone, using cyclic voltammetry and others techniques, was performed on searching for an understanding of the mechanisms involved in the bioactive processes and on designing new potentially more efficient derivatives against the snail Biomphalaria glabrata, the main intermediary of Schistosoma mansoni, the schistosomiasis’ vector. The studies were carried out in aprotic medium using dimethylsulfoxide (DMSO) as solvent and tetrabutylammonium perchlorate (TBAP) as supporting electrolyte. All compounds showed to be electroactive, with at least two pairs of waves, which underwent electrochemical potential displacement from oneanother in accordance to the chemical characteristics of the substituent group. The voltammogram of one of the studied compounds showed a particular greater complexity,therefore, a more detailed study in others electrodes was carried out for investigating its electrochemical behavior. For all the studied compounds, no direct two-way relationship was observed between the electrochemical properties and biological activity, but, the compounds with higher biological activity also presented higher reduction potentials, in good agreement to the literature. A derivative compound proposed on the basis of the overall tendency observed presented the expected electrochemical properties and showed good molluscicidal activity
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spelling NASCIMENTO, Valberes Bernardo doGALINDO, Fabiane Caxico de AbreuCÂMARA, Celso de AmorimGOULART, Marília Oliveira FonsecaNAVARRO, MarceloOLIVEIRA, Ronaldo Nascimento dehttp://lattes.cnpq.br/2662509152265186SELVA, Thiago Matheus Guimarães2017-02-15T15:06:57Z2010-07-15SELVA, Thiago Matheus Guimarães. Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida. 2010. 67 f. Dissertação (Programa de Pós-Graduação em Química) - Universidade Federal Rural de Pernambuco, Recife.http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/6376In this work, a comparative electrochemical study of 15 compounds derived from 1,4-naphthoquinone, including lawsone, using cyclic voltammetry and others techniques, was performed on searching for an understanding of the mechanisms involved in the bioactive processes and on designing new potentially more efficient derivatives against the snail Biomphalaria glabrata, the main intermediary of Schistosoma mansoni, the schistosomiasis’ vector. The studies were carried out in aprotic medium using dimethylsulfoxide (DMSO) as solvent and tetrabutylammonium perchlorate (TBAP) as supporting electrolyte. All compounds showed to be electroactive, with at least two pairs of waves, which underwent electrochemical potential displacement from oneanother in accordance to the chemical characteristics of the substituent group. The voltammogram of one of the studied compounds showed a particular greater complexity,therefore, a more detailed study in others electrodes was carried out for investigating its electrochemical behavior. For all the studied compounds, no direct two-way relationship was observed between the electrochemical properties and biological activity, but, the compounds with higher biological activity also presented higher reduction potentials, in good agreement to the literature. A derivative compound proposed on the basis of the overall tendency observed presented the expected electrochemical properties and showed good molluscicidal activityNo presente trabalho, um estudo eletroquímico comparativo de 15 compostos derivados da 1,4-naftoquinona, incluindo a lausona, utilizando voltametria cíclica e outras técnicas, foi realizado em busca da compreensão dos mecanismos envolvidos nos processos bioativos e do design de novos derivados potencialmente mais eficientes contra o molusco Biomphalaria glabrata, o principal intermediário do Schistosoma mansoni, o transmissor da esquistossomose. Os estudos foram realizados em meio aprótico utilizando dimetilsulfóxido (DMSO) como solvente e perclorato de tetrabutilamônio (TBAP) como eletrólito suporte. Todos os compostos mostraram-se eletroativos, apresentando pelo menos dois pares de ondas, cujos potenciais de pico foram diretamente dependentes dos grupos substituintes. O voltamograma de um dos compostos apresentou maior e particular complexidade, portanto, um estudo mais detalhado em outros eletrodos foi realizado a fim de tentar elucidar seu comportamento eletroquímico. Para todos os compostos estudados, nenhuma relação biunívoca foi observada entre os dados eletroquímicos e a atividade biológica dos compostos, porém, os compostos com maior atividade biológica apresentaram altos potenciais de redução, corroborando a literatura. Um derivado proposto com base na tendência observada neste estudo comparativo apresentou propriedades eletroquímicas esperadas e mostrou atividade moluscicida promissora.Submitted by (lucia.rodrigues@ufrpe.br) on 2017-02-15T15:06:57Z No. of bitstreams: 1 Thiago Matheus Guimaraes Selva.pdf: 458046 bytes, checksum: ffc57ddcaee0a5a696e57c06b7be999f (MD5)Made available in DSpace on 2017-02-15T15:06:57Z (GMT). No. of bitstreams: 1 Thiago Matheus Guimaraes Selva.pdf: 458046 bytes, checksum: ffc57ddcaee0a5a696e57c06b7be999f (MD5) Previous issue date: 2010-07-15application/pdfporUniversidade Federal Rural de PernambucoPrograma de Pós-Graduação em QuímicaUFRPEBrasilDepartamento de QuímicaAtividade moluscicidaNaftoquinonaVoltametria cíclicaCIENCIAS EXATAS E DA TERRA::QUIMICAEstudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicidainfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis143564836222510089860060060038064160554570910301571700325303117195info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFRPEinstname:Universidade Federal Rural de Pernambuco (UFRPE)instacron:UFRPELICENSElicense.txtlicense.txttext/plain; charset=utf-82165http://www.tede2.ufrpe.br:8080/tede2/bitstream/tede2/6376/1/license.txtbd3efa91386c1718a7f26a329fdcb468MD51ORIGINALThiago Matheus Guimaraes Selva.pdfThiago Matheus Guimaraes Selva.pdfapplication/pdf458046http://www.tede2.ufrpe.br:8080/tede2/bitstream/tede2/6376/2/Thiago+Matheus+Guimaraes+Selva.pdfffc57ddcaee0a5a696e57c06b7be999fMD52tede2/63762018-06-19 11:50:34.972oai:tede2: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Biblioteca Digital de Teses e Dissertaçõeshttp://www.tede2.ufrpe.br:8080/tede/PUBhttp://www.tede2.ufrpe.br:8080/oai/requestbdtd@ufrpe.br ||bdtd@ufrpe.bropendoar:2024-05-28T12:34:15.887630Biblioteca Digital de Teses e Dissertações da UFRPE - Universidade Federal Rural de Pernambuco (UFRPE)false
dc.title.por.fl_str_mv Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
title Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
spellingShingle Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
SELVA, Thiago Matheus Guimarães
Atividade moluscicida
Naftoquinona
Voltametria cíclica
CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
title_full Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
title_fullStr Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
title_full_unstemmed Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
title_sort Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida
author SELVA, Thiago Matheus Guimarães
author_facet SELVA, Thiago Matheus Guimarães
author_role author
dc.contributor.advisor1.fl_str_mv NASCIMENTO, Valberes Bernardo do
dc.contributor.advisor-co1.fl_str_mv GALINDO, Fabiane Caxico de Abreu
dc.contributor.referee1.fl_str_mv CÂMARA, Celso de Amorim
dc.contributor.referee2.fl_str_mv GOULART, Marília Oliveira Fonseca
dc.contributor.referee3.fl_str_mv NAVARRO, Marcelo
dc.contributor.referee4.fl_str_mv OLIVEIRA, Ronaldo Nascimento de
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/2662509152265186
dc.contributor.author.fl_str_mv SELVA, Thiago Matheus Guimarães
contributor_str_mv NASCIMENTO, Valberes Bernardo do
GALINDO, Fabiane Caxico de Abreu
CÂMARA, Celso de Amorim
GOULART, Marília Oliveira Fonseca
NAVARRO, Marcelo
OLIVEIRA, Ronaldo Nascimento de
dc.subject.por.fl_str_mv Atividade moluscicida
Naftoquinona
Voltametria cíclica
topic Atividade moluscicida
Naftoquinona
Voltametria cíclica
CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.cnpq.fl_str_mv CIENCIAS EXATAS E DA TERRA::QUIMICA
description In this work, a comparative electrochemical study of 15 compounds derived from 1,4-naphthoquinone, including lawsone, using cyclic voltammetry and others techniques, was performed on searching for an understanding of the mechanisms involved in the bioactive processes and on designing new potentially more efficient derivatives against the snail Biomphalaria glabrata, the main intermediary of Schistosoma mansoni, the schistosomiasis’ vector. The studies were carried out in aprotic medium using dimethylsulfoxide (DMSO) as solvent and tetrabutylammonium perchlorate (TBAP) as supporting electrolyte. All compounds showed to be electroactive, with at least two pairs of waves, which underwent electrochemical potential displacement from oneanother in accordance to the chemical characteristics of the substituent group. The voltammogram of one of the studied compounds showed a particular greater complexity,therefore, a more detailed study in others electrodes was carried out for investigating its electrochemical behavior. For all the studied compounds, no direct two-way relationship was observed between the electrochemical properties and biological activity, but, the compounds with higher biological activity also presented higher reduction potentials, in good agreement to the literature. A derivative compound proposed on the basis of the overall tendency observed presented the expected electrochemical properties and showed good molluscicidal activity
publishDate 2010
dc.date.issued.fl_str_mv 2010-07-15
dc.date.accessioned.fl_str_mv 2017-02-15T15:06:57Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
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dc.identifier.citation.fl_str_mv SELVA, Thiago Matheus Guimarães. Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida. 2010. 67 f. Dissertação (Programa de Pós-Graduação em Química) - Universidade Federal Rural de Pernambuco, Recife.
dc.identifier.uri.fl_str_mv http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/6376
identifier_str_mv SELVA, Thiago Matheus Guimarães. Estudos eletroquímicos da lausona (2-hidroxi-1,4 naftoquinona) e derivados da 1,4 – naftoquinona com atividade moluscicida. 2010. 67 f. Dissertação (Programa de Pós-Graduação em Química) - Universidade Federal Rural de Pernambuco, Recife.
url http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/6376
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dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química
dc.publisher.initials.fl_str_mv UFRPE
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Departamento de Química
publisher.none.fl_str_mv Universidade Federal Rural de Pernambuco
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