Síntese de chalconas por condensação de Claisen Schmidt : um estudo da relação estrutura versus atividades biológicas

Detalhes bibliográficos
Ano de defesa: 2019
Autor(a) principal: Souza, Gabriella Barroso
Orientador(a): Alves, Péricles Barreto
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Não Informado pela instituição
Programa de Pós-Graduação: Pós-Graduação em Química
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
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prop-2-en-1-one (C-9) and (E)-1-(benzo[d]-[1,3]dioxol-6-yl)-3-(2-furanyl)-prop-2-en-1-one (C-10), the last unpublished.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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spelling 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
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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.
url http://ri.ufs.br/jspui/handle/riufs/11191
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dc.publisher.program.fl_str_mv Pós-Graduação em Química
dc.publisher.initials.fl_str_mv Universidade Federal de Sergipe
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