Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas
Ano de defesa: | 2019 |
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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: |
Não Informado pela instituição
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Programa de Pós-Graduação: |
Pós-Graduação em Química
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Departamento: |
Não Informado pela instituição
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País: |
Não Informado pela instituição
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Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://ri.ufs.br/jspui/handle/riufs/11191 |
Resumo: | The diversity of neglected tropical diseases (NTDs) has become a major threat, causing millions of people to die annually reported by World Health Organization (WHO).Climate change, urbanization, the incorrect treatment of domestic and industrial wastes and the use of insecticides has been some of the factors that contribute to the occurrence of these diseases. The application of chemical compounds which present pharmacological potential activity has been shown as an efficient alternative for the treatment and prevention of several health problems. In this context, synthesized chalcones are considered promising molecules, once they have been widely used in the development of prototypes for the production of drugs, due to its range of biological activities. Aiming to contribute on the development of synthesized molecules and with the study structure versus activity of bioactive substances, this study performed the synthesis and characterization by spectroscopic and chromatographic techniques ten chalcones obtained by Claisen Schmidt condensation: (E)-1,3-diphenyl-prop-2-en-1-one (C-1), (E)-1-phenyl-3-(4-methoxyphenyl)-prop-2-en-1-one) (C-2), (E)-1-(4-methoxyphenyl)-3-phenyl-prop-2-en-1-one (C-3), (E)-1-(benzo[d]-[1,3]-dioxol-6-yl)-3-(4-methoxyphenyl)-prop-2-en-1-one (C-4), (E)-1-phenyl-3-α-naphthylprop-2-en-1-one (C-5), (E)-1-(4-methoxyphenyl)-3-α-naphthylprop-2-en-1-one (C-6), (E)-1,3-Bis-(4-methoxyphenyl)-prop-2-en-1-one (C-7), (E)-1-(benzo [d] -[1,3] dioxol-6-yl)-3-α-naphthylprop-2-en-1-one (C-8), (E)-1-(4-methoxyphenyl)-3-(2-furanyl) prop-2-en-1-one (C-9) and (E)-1-(benzo[d]-[1,3]dioxol-6-yl)-3-(2-furanyl)-prop-2-en-1-one (C-10), the last unpublished. The chalcones were subjected to larvicidal tests, anti-protozoal, antibacterial and antifungal activity. In all the tests, the biological activities of these substances associated to presence of the aromatic rings attached to the enone, their substituents and their respective ring positions. |
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Souza, Gabriella BarrosoAlves, Péricles BarretoBarreiros, André Luís Bacelar Silva2019-05-24T16:25:46Z2019-05-24T16:25:46Z2019-02-15SOUZA, Gabriella Barroso. Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas. 2019. 162 f. Dissertação (Mestrado em Química) - Universidade Federal de Sergipe, São Cristóvão, SE, 2019.http://ri.ufs.br/jspui/handle/riufs/11191The diversity of neglected tropical diseases (NTDs) has become a major threat, causing millions of people to die annually reported by World Health Organization (WHO).Climate change, urbanization, the incorrect treatment of domestic and industrial wastes and the use of insecticides has been some of the factors that contribute to the occurrence of these diseases. The application of chemical compounds which present pharmacological potential activity has been shown as an efficient alternative for the treatment and prevention of several health problems. In this context, synthesized chalcones are considered promising molecules, once they have been widely used in the development of prototypes for the production of drugs, due to its range of biological activities. Aiming to contribute on the development of synthesized molecules and with the study structure versus activity of bioactive substances, this study performed the synthesis and characterization by spectroscopic and chromatographic techniques ten chalcones obtained by Claisen Schmidt condensation: (E)-1,3-diphenyl-prop-2-en-1-one (C-1), (E)-1-phenyl-3-(4-methoxyphenyl)-prop-2-en-1-one) (C-2), (E)-1-(4-methoxyphenyl)-3-phenyl-prop-2-en-1-one (C-3), (E)-1-(benzo[d]-[1,3]-dioxol-6-yl)-3-(4-methoxyphenyl)-prop-2-en-1-one (C-4), (E)-1-phenyl-3-α-naphthylprop-2-en-1-one (C-5), (E)-1-(4-methoxyphenyl)-3-α-naphthylprop-2-en-1-one (C-6), (E)-1,3-Bis-(4-methoxyphenyl)-prop-2-en-1-one (C-7), (E)-1-(benzo [d] -[1,3] dioxol-6-yl)-3-α-naphthylprop-2-en-1-one (C-8), (E)-1-(4-methoxyphenyl)-3-(2-furanyl) prop-2-en-1-one (C-9) and (E)-1-(benzo[d]-[1,3]dioxol-6-yl)-3-(2-furanyl)-prop-2-en-1-one (C-10), the last unpublished. The chalcones were subjected to larvicidal tests, anti-protozoal, antibacterial and antifungal activity. In all the tests, the biological activities of these substances associated to presence of the aromatic rings attached to the enone, their substituents and their respective ring positions.A diversidade de doenças tropicais negligenciadas (DTN) tornou-se uma grande ameaça, levando milhões de pessoas a óbito. Os principais fatores que contribuem para a ocorrência dessas enfermidades são mudanças climáticas, falta de planejamento urbano, ausência de saneamento básico e o uso indiscriminado de inseticidas. A utilização de agentes químicos com elevados potenciais farmacodinâmicos mostra-se uma alternativa eficaz no tratamento e prevenção de diversos problemas de saúde. Neste contexto, chalconas sintéticas são moléculas promissoras no desenvolvimento de protótipos para obtenção de fármacos, devido à sua gama de atividades biológicas. Buscando contribuir com a diversidade de moléculas sintéticas e com o estudo estrutura versus atividade de substâncias bioativas, este trabalho visou à síntese e caracterização por técnicas espectroscópicas e cromatográficas de uma série de chalconas obtidas por condensação de Claisen- Schmidt. São elas: (E)-1,3-difenil-prop-2-en-1-ona (C-1), (E)-1-fenil-3-(4-metoxifenil)-prop-2-en-1-ona (C-2), (E)-1-(4-metoxifenil)-3-fenil-prop-2-en-1-ona (C-3), (E)-1-(benzo[d]-[1,3]dioxol-6-il)-3-(4-metoxifenil)-prop-2-en-1-ona (C-4), (E)-1-fenil-3-α-naftilprop-2-en-1-ona (C-5), (E)-1-(4-metoxifenil)-3-α-naftilprop-2-en-1-ona (C-6), (E)-1,3-Bis-(4-metoxifenil)-prop-2-en-1-ona (C-7), (E)-1-(benzo[d]-[1,3]dioxol-6-il)-3-α-naftilprop-2-en-1-ona (C-8), (E)-1-(4-metoxifenil)-3-(2-furanil)-prop-2-en-1-ona (C-9) e (E)-1-(benzo[d]-[1,3]dioxol-6-il)-3-(2-furanil)-prop-2-en-1-ona (C-10), sendo a última inédita. As chalconas sintetizadas foram submetidas a testes de atividade larvicida, anti-protozoária, antibactericida e antifúngica. Em todos os ensaios mencionados, as atividades biológicas dessas substâncias relacionaram-se com a presença dos anéis aromáticos ligados à enona, seus substituintes e suas respectivas posições no anel.Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPqSão Cristóvão, SEporCompostos orgânicosCetonasLarvasProtozoários patogênicosBactericidasAntimicóticosMedicamentosBiossínteseChalconasAtividade larvicidaAtividade antiprotozoáriaAtividade antibactericidaAtividade antifúngicaChalconesLarvicidal activityAntiprotozoal activityAntibacterial activityAntifungal activityCIENCIAS EXATAS E DA TERRA::QUIMICASíntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicasSynthesis of chalcones by Claisen Schmidt condensation : a study of structure versus biological activities relationshipinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisPós-Graduação em QuímicaUniversidade Federal de Sergipereponame:Repositório Institucional da UFSinstname:Universidade Federal de Sergipe (UFS)instacron:UFSinfo:eu-repo/semantics/openAccessTEXTGABRIELLA_BARROSO_SOUZA.pdf.txtGABRIELLA_BARROSO_SOUZA.pdf.txtExtracted texttext/plain173725https://ri.ufs.br/jspui/bitstream/riufs/11191/3/GABRIELLA_BARROSO_SOUZA.pdf.txt1c86bf340d95237d700a87824e77ac3eMD53THUMBNAILGABRIELLA_BARROSO_SOUZA.pdf.jpgGABRIELLA_BARROSO_SOUZA.pdf.jpgGenerated Thumbnailimage/jpeg1468https://ri.ufs.br/jspui/bitstream/riufs/11191/4/GABRIELLA_BARROSO_SOUZA.pdf.jpgbc98ef882fbf4208520a9c0ecd980258MD54LICENSElicense.txtlicense.txttext/plain; charset=utf-81475https://ri.ufs.br/jspui/bitstream/riufs/11191/1/license.txt098cbbf65c2c15e1fb2e49c5d306a44cMD51ORIGINALGABRIELLA_BARROSO_SOUZA.pdfGABRIELLA_BARROSO_SOUZA.pdfapplication/pdf4543360https://ri.ufs.br/jspui/bitstream/riufs/11191/2/GABRIELLA_BARROSO_SOUZA.pdf7cf28e3f6ecf4c663dcdb9b2dc121fe7MD52riufs/111912019-05-24 13:25:47.011oai:ufs.br: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Repositório InstitucionalPUBhttps://ri.ufs.br/oai/requestrepositorio@academico.ufs.bropendoar:2019-05-24T16:25:47Repositório Institucional da UFS - Universidade Federal de Sergipe (UFS)false |
dc.title.pt_BR.fl_str_mv |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas |
dc.title.alternative.eng.fl_str_mv |
Synthesis of chalcones by Claisen Schmidt condensation : a study of structure versus biological activities relationship |
title |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas |
spellingShingle |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas Souza, Gabriella Barroso Compostos orgânicos Cetonas Larvas Protozoários patogênicos Bactericidas Antimicóticos Medicamentos Biossíntese Chalconas Atividade larvicida Atividade antiprotozoária Atividade antibactericida Atividade antifúngica Chalcones Larvicidal activity Antiprotozoal activity Antibacterial activity Antifungal activity CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas |
title_full |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas |
title_fullStr |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas |
title_full_unstemmed |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas |
title_sort |
Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas |
author |
Souza, Gabriella Barroso |
author_facet |
Souza, Gabriella Barroso |
author_role |
author |
dc.contributor.author.fl_str_mv |
Souza, Gabriella Barroso |
dc.contributor.advisor1.fl_str_mv |
Alves, Péricles Barreto |
dc.contributor.advisor-co1.fl_str_mv |
Barreiros, André Luís Bacelar Silva |
contributor_str_mv |
Alves, Péricles Barreto Barreiros, André Luís Bacelar Silva |
dc.subject.por.fl_str_mv |
Compostos orgânicos Cetonas Larvas Protozoários patogênicos Bactericidas Antimicóticos Medicamentos Biossíntese Chalconas Atividade larvicida Atividade antiprotozoária Atividade antibactericida Atividade antifúngica |
topic |
Compostos orgânicos Cetonas Larvas Protozoários patogênicos Bactericidas Antimicóticos Medicamentos Biossíntese Chalconas Atividade larvicida Atividade antiprotozoária Atividade antibactericida Atividade antifúngica Chalcones Larvicidal activity Antiprotozoal activity Antibacterial activity Antifungal activity CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
Chalcones Larvicidal activity Antiprotozoal activity Antibacterial activity Antifungal activity |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
The diversity of neglected tropical diseases (NTDs) has become a major threat, causing millions of people to die annually reported by World Health Organization (WHO).Climate change, urbanization, the incorrect treatment of domestic and industrial wastes and the use of insecticides has been some of the factors that contribute to the occurrence of these diseases. The application of chemical compounds which present pharmacological potential activity has been shown as an efficient alternative for the treatment and prevention of several health problems. In this context, synthesized chalcones are considered promising molecules, once they have been widely used in the development of prototypes for the production of drugs, due to its range of biological activities. Aiming to contribute on the development of synthesized molecules and with the study structure versus activity of bioactive substances, this study performed the synthesis and characterization by spectroscopic and chromatographic techniques ten chalcones obtained by Claisen Schmidt condensation: (E)-1,3-diphenyl-prop-2-en-1-one (C-1), (E)-1-phenyl-3-(4-methoxyphenyl)-prop-2-en-1-one) (C-2), (E)-1-(4-methoxyphenyl)-3-phenyl-prop-2-en-1-one (C-3), (E)-1-(benzo[d]-[1,3]-dioxol-6-yl)-3-(4-methoxyphenyl)-prop-2-en-1-one (C-4), (E)-1-phenyl-3-α-naphthylprop-2-en-1-one (C-5), (E)-1-(4-methoxyphenyl)-3-α-naphthylprop-2-en-1-one (C-6), (E)-1,3-Bis-(4-methoxyphenyl)-prop-2-en-1-one (C-7), (E)-1-(benzo [d] -[1,3] dioxol-6-yl)-3-α-naphthylprop-2-en-1-one (C-8), (E)-1-(4-methoxyphenyl)-3-(2-furanyl) prop-2-en-1-one (C-9) and (E)-1-(benzo[d]-[1,3]dioxol-6-yl)-3-(2-furanyl)-prop-2-en-1-one (C-10), the last unpublished. The chalcones were subjected to larvicidal tests, anti-protozoal, antibacterial and antifungal activity. In all the tests, the biological activities of these substances associated to presence of the aromatic rings attached to the enone, their substituents and their respective ring positions. |
publishDate |
2019 |
dc.date.accessioned.fl_str_mv |
2019-05-24T16:25:46Z |
dc.date.available.fl_str_mv |
2019-05-24T16:25:46Z |
dc.date.issued.fl_str_mv |
2019-02-15 |
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 |
SOUZA, Gabriella Barroso. Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas. 2019. 162 f. Dissertação (Mestrado em Química) - Universidade Federal de Sergipe, São Cristóvão, SE, 2019. |
dc.identifier.uri.fl_str_mv |
http://ri.ufs.br/jspui/handle/riufs/11191 |
identifier_str_mv |
SOUZA, Gabriella Barroso. Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas. 2019. 162 f. Dissertação (Mestrado em Química) - Universidade Federal de Sergipe, São Cristóvão, SE, 2019. |
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http://ri.ufs.br/jspui/handle/riufs/11191 |
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Pós-Graduação em Química |
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