Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Biblioteca Digital de Teses e Dissertações da UFPB |
Texto Completo: | https://repositorio.ufpb.br/jspui/handle/tede/9080 |
Resumo: | Alkaloids are secondary metabolites of great medical importance, covering a diverse group of nitrogen containing molecules in its structure, the number of alkaloid containing the tetrahidroisoquinolínico skeleton 1-substituted is extensive and impressive pharmacological versatility of this class arouses interest in experimental pharmacologists, the importance. This work has as objective, the synthesis of tetrahydroisoquinolines and provide material for future pharmacological studies both in-vivo and in-vitro. For the synthesis of phenyltetrahydroisoquinolinics alkaloids, benzyltetrahydroisoquinilinic and phenyltetrahydro-β-carboline the Pictet-Spengler reaction was aplicated. With the aim of expanding the pharmacological studies of the alkaloid (1-(3-dimethoxy-4-hydroxyphenyl)-7-methoxy-1,2,3,4,-tetrahydroisoquinoline (MTHP) your synthesis was repeated. 4 alkaloids were obtained, 2 phenyltetrahydroisoquinolinic (1-(3,5-dimethoxy-4-hydroxyphenyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline (73%) and 1-(2-hydroxyphenyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline (54%)), 1 phenyltetrahydro-β-carboline (1-(3,5-dimethoxy-4-hydroxyphenyl)-1,2,3,4,-tetrahydro-β-carboline (38%)) and 1 benzyltetrhydroisoquinilínic (1-(1-ethyl-3,4-metilenodioxidofenil)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (87%)). From the material available for the pharmacological MTHP tests showed low toxicity without genotoxicity, its immunomodulatory mechanism in asthma is related to regulation of TH2 profile. |
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Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicosTetrahidroisoquinolínicosPictet-SpenglerAlcaloidesTetrahydroisoquinolinePictet-SpenglerAlkaloidsCIENCIAS BIOLOGICAS::FARMACOLOGIAAlkaloids are secondary metabolites of great medical importance, covering a diverse group of nitrogen containing molecules in its structure, the number of alkaloid containing the tetrahidroisoquinolínico skeleton 1-substituted is extensive and impressive pharmacological versatility of this class arouses interest in experimental pharmacologists, the importance. This work has as objective, the synthesis of tetrahydroisoquinolines and provide material for future pharmacological studies both in-vivo and in-vitro. For the synthesis of phenyltetrahydroisoquinolinics alkaloids, benzyltetrahydroisoquinilinic and phenyltetrahydro-β-carboline the Pictet-Spengler reaction was aplicated. With the aim of expanding the pharmacological studies of the alkaloid (1-(3-dimethoxy-4-hydroxyphenyl)-7-methoxy-1,2,3,4,-tetrahydroisoquinoline (MTHP) your synthesis was repeated. 4 alkaloids were obtained, 2 phenyltetrahydroisoquinolinic (1-(3,5-dimethoxy-4-hydroxyphenyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline (73%) and 1-(2-hydroxyphenyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline (54%)), 1 phenyltetrahydro-β-carboline (1-(3,5-dimethoxy-4-hydroxyphenyl)-1,2,3,4,-tetrahydro-β-carboline (38%)) and 1 benzyltetrhydroisoquinilínic (1-(1-ethyl-3,4-metilenodioxidofenil)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (87%)). From the material available for the pharmacological MTHP tests showed low toxicity without genotoxicity, its immunomodulatory mechanism in asthma is related to regulation of TH2 profile.Alcaloides são metabólitos secundários de grande importância medicinal, abrangendo um grupo diverso de moléculas contendo nitrogênio na sua estrutura. O número de alcaloides que contém o esqueleto tetrahidroisoquinolínico 1-substituído é extenso e a impressionante versatilidade farmacológica desta classe desperta o interesse nos farmacologistas experimentais. Visto a importância dos alcaloides isoquinolínicos, o nosso trabalho tem como objetivo a síntese de derivados tetrahidroisoquinolínicos e fornecer material para futuros estudos farmacológicos tanto in-vivo como in-vitro. Para a síntese dos alcaloides feniltetrahidroisoquinolínicos, benziltratrahidroisoquinilínicos e feniltetrahidro-β-carbolínicos foi utilizado a reação de Pictet-Spengler. Com o objetivo de ampliar os estudos farmacológicos a respeito do alcaloide (1-(3-dimetoxi-4-hidroxifenil)-7-metoxi-1,2,3,4,-tetrahidro isoquinolina (MTHP) refizemos a sua síntese como descrito na literatura. Obtivemos 4 alcaloides, sendo 2 deles feniltetrahidroisoquinolínicos (1-(3,5-dimetoxi-4-hidroxifenil)-7-metoxi-1,2,3,4,-tetrahidro isoquinolina (73%) e 1-(2-hidroxifenil)-7-metoxi-1,2,3,4,-tetrahidro isoquinolina (54%)), 1 feniltetrahidro-β-carbolínicos (1-(3,5-dimetoxi-4-hidroxifenil)-1,2,3,4,-tetrahidro-β-carbolina (38%)) e 1 benziltratrahidroisoquinilínicos (1-(1-etil-3,4-metilenodioxidofenil)-6,7-dimetoxi-1,2,3,4,-tetrahidro isoquinolina(87%)). A partir da disponibilização de material para os testes farmacológicos do MTHP, apresentou baixa toxicidade sem genotoxicidade, seu mecanismo imunomodulador na asma está relacionado a regulação do perfil TH2.Universidade Federal da ParaíbaBrasilFarmacologiaPrograma de Pós-Graduação em Produtos Naturais e Sintéticos BioativosUFPBOliveira, Eduardo de Jesushttp://lattes.cnpq.br/1293090609428232Silva, Luiz André de Araújo2017-07-10T13:59:53Z2018-07-21T00:25:54Z2018-07-21T00:25:54Z2016-05-27info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfSILVA, Luiz André de Araújo. Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos. 2016. 82 f. Dissertação (Mestrado em Produtos Naturais e Sintéticos Bioativos) - Universidade Federal da Paraíba, João Pessoa, 2016.https://repositorio.ufpb.br/jspui/handle/tede/9080porinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFPBinstname:Universidade Federal da Paraíba (UFPB)instacron:UFPB2018-09-06T02:27:36Zoai:repositorio.ufpb.br:tede/9080Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufpb.br/PUBhttp://tede.biblioteca.ufpb.br:8080/oai/requestdiretoria@ufpb.br|| diretoria@ufpb.bropendoar:2018-09-06T02:27:36Biblioteca Digital de Teses e Dissertações da UFPB - Universidade Federal da Paraíba (UFPB)false |
dc.title.none.fl_str_mv |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos |
title |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos |
spellingShingle |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos Silva, Luiz André de Araújo Tetrahidroisoquinolínicos Pictet-Spengler Alcaloides Tetrahydroisoquinoline Pictet-Spengler Alkaloids CIENCIAS BIOLOGICAS::FARMACOLOGIA |
title_short |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos |
title_full |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos |
title_fullStr |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos |
title_full_unstemmed |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos |
title_sort |
Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos |
author |
Silva, Luiz André de Araújo |
author_facet |
Silva, Luiz André de Araújo |
author_role |
author |
dc.contributor.none.fl_str_mv |
Oliveira, Eduardo de Jesus http://lattes.cnpq.br/1293090609428232 |
dc.contributor.author.fl_str_mv |
Silva, Luiz André de Araújo |
dc.subject.por.fl_str_mv |
Tetrahidroisoquinolínicos Pictet-Spengler Alcaloides Tetrahydroisoquinoline Pictet-Spengler Alkaloids CIENCIAS BIOLOGICAS::FARMACOLOGIA |
topic |
Tetrahidroisoquinolínicos Pictet-Spengler Alcaloides Tetrahydroisoquinoline Pictet-Spengler Alkaloids CIENCIAS BIOLOGICAS::FARMACOLOGIA |
description |
Alkaloids are secondary metabolites of great medical importance, covering a diverse group of nitrogen containing molecules in its structure, the number of alkaloid containing the tetrahidroisoquinolínico skeleton 1-substituted is extensive and impressive pharmacological versatility of this class arouses interest in experimental pharmacologists, the importance. This work has as objective, the synthesis of tetrahydroisoquinolines and provide material for future pharmacological studies both in-vivo and in-vitro. For the synthesis of phenyltetrahydroisoquinolinics alkaloids, benzyltetrahydroisoquinilinic and phenyltetrahydro-β-carboline the Pictet-Spengler reaction was aplicated. With the aim of expanding the pharmacological studies of the alkaloid (1-(3-dimethoxy-4-hydroxyphenyl)-7-methoxy-1,2,3,4,-tetrahydroisoquinoline (MTHP) your synthesis was repeated. 4 alkaloids were obtained, 2 phenyltetrahydroisoquinolinic (1-(3,5-dimethoxy-4-hydroxyphenyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline (73%) and 1-(2-hydroxyphenyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline (54%)), 1 phenyltetrahydro-β-carboline (1-(3,5-dimethoxy-4-hydroxyphenyl)-1,2,3,4,-tetrahydro-β-carboline (38%)) and 1 benzyltetrhydroisoquinilínic (1-(1-ethyl-3,4-metilenodioxidofenil)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (87%)). From the material available for the pharmacological MTHP tests showed low toxicity without genotoxicity, its immunomodulatory mechanism in asthma is related to regulation of TH2 profile. |
publishDate |
2016 |
dc.date.none.fl_str_mv |
2016-05-27 2017-07-10T13:59:53Z 2018-07-21T00:25:54Z 2018-07-21T00:25:54Z |
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 |
SILVA, Luiz André de Araújo. Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos. 2016. 82 f. Dissertação (Mestrado em Produtos Naturais e Sintéticos Bioativos) - Universidade Federal da Paraíba, João Pessoa, 2016. https://repositorio.ufpb.br/jspui/handle/tede/9080 |
identifier_str_mv |
SILVA, Luiz André de Araújo. Novos derivados sintéticos de alcaloides tetrahidroisoquinolínicos. 2016. 82 f. Dissertação (Mestrado em Produtos Naturais e Sintéticos Bioativos) - Universidade Federal da Paraíba, João Pessoa, 2016. |
url |
https://repositorio.ufpb.br/jspui/handle/tede/9080 |
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por |
language |
por |
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info:eu-repo/semantics/openAccess |
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openAccess |
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application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal da Paraíba Brasil Farmacologia Programa de Pós-Graduação em Produtos Naturais e Sintéticos Bioativos UFPB |
publisher.none.fl_str_mv |
Universidade Federal da Paraíba Brasil Farmacologia Programa de Pós-Graduação em Produtos Naturais e Sintéticos Bioativos UFPB |
dc.source.none.fl_str_mv |
reponame:Biblioteca Digital de Teses e Dissertações da UFPB instname:Universidade Federal da Paraíba (UFPB) instacron:UFPB |
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Universidade Federal da Paraíba (UFPB) |
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UFPB |
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UFPB |
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Biblioteca Digital de Teses e Dissertações da UFPB |
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Biblioteca Digital de Teses e Dissertações da UFPB |
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Biblioteca Digital de Teses e Dissertações da UFPB - Universidade Federal da Paraíba (UFPB) |
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diretoria@ufpb.br|| diretoria@ufpb.br |
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