Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.

Detalhes bibliográficos
Autor(a) principal: Lira, Narlize Silva
Data de Publicação: 2012
Tipo de documento: Tese
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UFPB
Texto Completo: https://repositorio.ufpb.br/jspui/handle/tede/6743
Resumo: Algae and marine sponges have been the targets of important scientific researches in the last 50 years, with a large number of secondary metabolites isolated and identified, showing a wide structural variety where certain compounds are useful in characterizing classes of algae and sponges fact of great importance for chemists, taxonomists and ecologists. These substances exhibit many biological activities, such as defense against consumers and competitors, and colonial and pathogen organisms; or they display reproductive function. This thesis describes the results from the chemical study of Sargassum polyceratium Montagne, a seaweed from the Sargassaceae family, and Aplysina fistularis Pallas, a marine sponge from the Aplysinidae family. Both species had their chemical constituents identified by spectroscopic methods such as IR, mass and 1H and 13C-1D and -2D NMR, and by comparison with literature. The following porphirinic derivatives were isolated from S. polyceratium: 132-hydroxy-(132-R)-phaephytin a, 132-hydroxy-(132-S)-phaeophytin a,phaeophytin a and the steroid fucosterol. The chemical study of A. fistularis led us to the reisolation of the alkaloid and acetamide: 2-(3,5-dibromo 4methoxypheny,N,N,Ntrimethylethanamonium and (3,5-dibromo-4-ethoxy-1-hydroxy-4-methoxycyclohexa-2,5-dienyl) acetamide, and to the isolation of alkaloid 3,5-dibromo-4-[3 dimethylamonium]propoxyphenyl]-N,N,N trimethylethanamonium (aplysfistularine),reported for the first time. The ethanolic extract from S. polyceratium was evaluated for psicopharmacological effects, showing behavioral changes of CNS depressant type. The ethanolic, hexanic and dichloromethanic extracts as well as the mixture (132-hydroxy-(132-R)-phaephytin a and 132-hydroxy-(132-S)-phaeophytin a) were not capable of inhibiting the growth of the tested lineages, showing negative antimicrobial activity. However they were capable of modifying the antibiotic activity, modulating the bacterial resistance between 2x to 4x. The isolated compounds from A. fistularis show inhibition of the DNA enzyme Topoisomerase II-α, with further biological studies needed for determining the compounds potency. Therefore, the present results contribute for the chemical study of marine organisms from species S. polyceratium and A. fistularis.
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spelling Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.Organismos MarinhosSargassaceaeAplysinidaeSargassum polyceratiumAplysina fistularisEstudo QuímicoMarine OrganismsSargassaceaeAplysinidaeSargassum polyceratiumAplysina fistularisChemical StudyCIENCIAS BIOLOGICAS::FARMACOLOGIAAlgae and marine sponges have been the targets of important scientific researches in the last 50 years, with a large number of secondary metabolites isolated and identified, showing a wide structural variety where certain compounds are useful in characterizing classes of algae and sponges fact of great importance for chemists, taxonomists and ecologists. These substances exhibit many biological activities, such as defense against consumers and competitors, and colonial and pathogen organisms; or they display reproductive function. This thesis describes the results from the chemical study of Sargassum polyceratium Montagne, a seaweed from the Sargassaceae family, and Aplysina fistularis Pallas, a marine sponge from the Aplysinidae family. Both species had their chemical constituents identified by spectroscopic methods such as IR, mass and 1H and 13C-1D and -2D NMR, and by comparison with literature. The following porphirinic derivatives were isolated from S. polyceratium: 132-hydroxy-(132-R)-phaephytin a, 132-hydroxy-(132-S)-phaeophytin a,phaeophytin a and the steroid fucosterol. The chemical study of A. fistularis led us to the reisolation of the alkaloid and acetamide: 2-(3,5-dibromo 4methoxypheny,N,N,Ntrimethylethanamonium and (3,5-dibromo-4-ethoxy-1-hydroxy-4-methoxycyclohexa-2,5-dienyl) acetamide, and to the isolation of alkaloid 3,5-dibromo-4-[3 dimethylamonium]propoxyphenyl]-N,N,N trimethylethanamonium (aplysfistularine),reported for the first time. The ethanolic extract from S. polyceratium was evaluated for psicopharmacological effects, showing behavioral changes of CNS depressant type. The ethanolic, hexanic and dichloromethanic extracts as well as the mixture (132-hydroxy-(132-R)-phaephytin a and 132-hydroxy-(132-S)-phaeophytin a) were not capable of inhibiting the growth of the tested lineages, showing negative antimicrobial activity. However they were capable of modifying the antibiotic activity, modulating the bacterial resistance between 2x to 4x. The isolated compounds from A. fistularis show inhibition of the DNA enzyme Topoisomerase II-α, with further biological studies needed for determining the compounds potency. Therefore, the present results contribute for the chemical study of marine organisms from species S. polyceratium and A. fistularis.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESAs algas e as esponjas marinhas têm sido alvos de pesquisas científicas importantes nos últimos 50 anos, de onde foram isolados e caracterizados um grande número de metabólitos secundários, com ampla variedade estrutural, determinadas substâncias podem caracterizar as classes de algas e esponjas, fato de grande importância para os químicos, taxonomistas e ecologistas. Estas substâncias exercem inúmeras atividades biológicas, como: defesa contra consumidores, competidores, organismos coloniais e patógenos ou apresentam função reprodutiva. Este trabalho descreve os resultados do estudo químico dos organismos marinhos Sargassum polyceratium Montagne e Aplysina fistularis Pallas, uma alga marinha da família Sargassaceae e uma esponja marinha da família Aplysinidae, respectivamente. Os constituintes químicos foram identificados através da análise de dados obtidos por métodos espectroscópicos como infravermelho, massas e ressonância magnética nuclear de 1H e 13Cuni e bidimensionais, além de comparação com valores da literatura. Da espécie S. polyceratium foram isolados os derivados porfirínicos: 132-hidroxi-(132-R)-feofitina a, 132- hidroxi-(132-S)-feofitina a, feofitina a e o esteróide fucosterol. O estudo químico da A.fistularis resultou no reisolamento do alcaloide e da acetamida: 2-(3,5-dibromo-4- metoxifenil)-N,N,N-trimetiletanamônio e (3,5-dibromo-4-etoxi-1-hidroxi-4-metoxicicloexa-2,5-dienila) acetamida, e no isolamento do alcaloide 3,5-dibromo-4-[3 dimetilamônio]propoxifenil]-N,N,N-trimetiletanamônio (aplysfistularina), aqui descrito pela primeira vez. A avaliação dos efeitos psicofarmacológicos do extrato etanólico do S. polyceratium induziu alterações comportamentais, do tipo depressora do SNC. Os extratos etanólico, hexânico, diclorometânico e a mistura (132-hidroxi-(132-R)-feofitina a e 132-hidroxi-(132-S)-feofitina a) não foram capazes de inibir o crescimento das linhagens testadas, apresentando atividade antimicrobiana negativa. Porém foram capazes de modificar a atividade antibiótica, diminuindo entre 2x à 4x a resistência bacteriana. As substâncias isoladas da A. fistularis mostraram inibição da enzima DNA Topoisomerase II-α, sendo necessárias outras avaliações biológicas para determinar a potência dos compostos. Assim, os resultados obtidos neste trabalho contribuíram para o estudo químico dos organismos marinhos das espécies S. polyceratium e A. fistularis.Universidade Federal da Paraí­baBRFarmacologiaPrograma de Pós-Graduação em Ciências da NutriçãoUFPBBarbosa Filho, José Mariahttp://lattes.cnpq.br/8892459126928726Dias, Celidarque da Silvahttp://lattes.cnpq.br/2296387244845994Lira, Narlize Silva2015-05-14T12:59:39Z2018-07-21T00:24:34Z2012-11-232018-07-21T00:24:34Z2012-08-06info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisapplication/pdfLIRA, Narlize Silva. Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne. 2012. 128 f. Tese (Doutorado em Produtos Naturais e Sintéticos Bioativos) - Universidade Federal da Paraí­ba, João Pessoa, 2012.https://repositorio.ufpb.br/jspui/handle/tede/6743porinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFPBinstname:Universidade Federal da Paraíba (UFPB)instacron:UFPB2020-02-24T22:10:28Zoai:repositorio.ufpb.br:tede/6743Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufpb.br/PUBhttp://tede.biblioteca.ufpb.br:8080/oai/requestdiretoria@ufpb.br|| diretoria@ufpb.bropendoar:2020-02-24T22:10:28Biblioteca Digital de Teses e Dissertações da UFPB - Universidade Federal da Paraíba (UFPB)false
dc.title.none.fl_str_mv Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
title Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
spellingShingle Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
Lira, Narlize Silva
Organismos Marinhos
Sargassaceae
Aplysinidae
Sargassum polyceratium
Aplysina fistularis
Estudo Químico
Marine Organisms
Sargassaceae
Aplysinidae
Sargassum polyceratium
Aplysina fistularis
Chemical Study
CIENCIAS BIOLOGICAS::FARMACOLOGIA
title_short Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
title_full Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
title_fullStr Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
title_full_unstemmed Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
title_sort Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne.
author Lira, Narlize Silva
author_facet Lira, Narlize Silva
author_role author
dc.contributor.none.fl_str_mv Barbosa Filho, José Maria
http://lattes.cnpq.br/8892459126928726
Dias, Celidarque da Silva
http://lattes.cnpq.br/2296387244845994
dc.contributor.author.fl_str_mv Lira, Narlize Silva
dc.subject.por.fl_str_mv Organismos Marinhos
Sargassaceae
Aplysinidae
Sargassum polyceratium
Aplysina fistularis
Estudo Químico
Marine Organisms
Sargassaceae
Aplysinidae
Sargassum polyceratium
Aplysina fistularis
Chemical Study
CIENCIAS BIOLOGICAS::FARMACOLOGIA
topic Organismos Marinhos
Sargassaceae
Aplysinidae
Sargassum polyceratium
Aplysina fistularis
Estudo Químico
Marine Organisms
Sargassaceae
Aplysinidae
Sargassum polyceratium
Aplysina fistularis
Chemical Study
CIENCIAS BIOLOGICAS::FARMACOLOGIA
description Algae and marine sponges have been the targets of important scientific researches in the last 50 years, with a large number of secondary metabolites isolated and identified, showing a wide structural variety where certain compounds are useful in characterizing classes of algae and sponges fact of great importance for chemists, taxonomists and ecologists. These substances exhibit many biological activities, such as defense against consumers and competitors, and colonial and pathogen organisms; or they display reproductive function. This thesis describes the results from the chemical study of Sargassum polyceratium Montagne, a seaweed from the Sargassaceae family, and Aplysina fistularis Pallas, a marine sponge from the Aplysinidae family. Both species had their chemical constituents identified by spectroscopic methods such as IR, mass and 1H and 13C-1D and -2D NMR, and by comparison with literature. The following porphirinic derivatives were isolated from S. polyceratium: 132-hydroxy-(132-R)-phaephytin a, 132-hydroxy-(132-S)-phaeophytin a,phaeophytin a and the steroid fucosterol. The chemical study of A. fistularis led us to the reisolation of the alkaloid and acetamide: 2-(3,5-dibromo 4methoxypheny,N,N,Ntrimethylethanamonium and (3,5-dibromo-4-ethoxy-1-hydroxy-4-methoxycyclohexa-2,5-dienyl) acetamide, and to the isolation of alkaloid 3,5-dibromo-4-[3 dimethylamonium]propoxyphenyl]-N,N,N trimethylethanamonium (aplysfistularine),reported for the first time. The ethanolic extract from S. polyceratium was evaluated for psicopharmacological effects, showing behavioral changes of CNS depressant type. The ethanolic, hexanic and dichloromethanic extracts as well as the mixture (132-hydroxy-(132-R)-phaephytin a and 132-hydroxy-(132-S)-phaeophytin a) were not capable of inhibiting the growth of the tested lineages, showing negative antimicrobial activity. However they were capable of modifying the antibiotic activity, modulating the bacterial resistance between 2x to 4x. The isolated compounds from A. fistularis show inhibition of the DNA enzyme Topoisomerase II-α, with further biological studies needed for determining the compounds potency. Therefore, the present results contribute for the chemical study of marine organisms from species S. polyceratium and A. fistularis.
publishDate 2012
dc.date.none.fl_str_mv 2012-11-23
2012-08-06
2015-05-14T12:59:39Z
2018-07-21T00:24:34Z
2018-07-21T00:24:34Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/doctoralThesis
format doctoralThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv LIRA, Narlize Silva. Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne. 2012. 128 f. Tese (Doutorado em Produtos Naturais e Sintéticos Bioativos) - Universidade Federal da Paraí­ba, João Pessoa, 2012.
https://repositorio.ufpb.br/jspui/handle/tede/6743
identifier_str_mv LIRA, Narlize Silva. Estudo químico dos organismos marinhos Aplysina fistularis Pallas e Sargassum polyceratium Montagne. 2012. 128 f. Tese (Doutorado em Produtos Naturais e Sintéticos Bioativos) - Universidade Federal da Paraí­ba, João Pessoa, 2012.
url https://repositorio.ufpb.br/jspui/handle/tede/6743
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language por
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade Federal da Paraí­ba
BR
Farmacologia
Programa de Pós-Graduação em Ciências da Nutrição
UFPB
publisher.none.fl_str_mv Universidade Federal da Paraí­ba
BR
Farmacologia
Programa de Pós-Graduação em Ciências da Nutrição
UFPB
dc.source.none.fl_str_mv reponame:Biblioteca Digital de Teses e Dissertações da UFPB
instname:Universidade Federal da Paraíba (UFPB)
instacron:UFPB
instname_str Universidade Federal da Paraíba (UFPB)
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reponame_str Biblioteca Digital de Teses e Dissertações da UFPB
collection Biblioteca Digital de Teses e Dissertações da UFPB
repository.name.fl_str_mv Biblioteca Digital de Teses e Dissertações da UFPB - Universidade Federal da Paraíba (UFPB)
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