Chemical and biological evaluation of propolis of Alagoas

Detalhes bibliográficos
Autor(a) principal: Gisele Rocha Aguiar
Data de Publicação: 2015
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UFC
Texto Completo: http://www.teses.ufc.br/tde_busca/arquivo.php?codArquivo=15888
Resumo: The red propolis originally from the state of Alagoas has a chemical composition rich in isoflavones and has been used as traditional popular medicine presented as an antioxidant and antiviral properties. Its relevance to this study is mainly due to the same present several biological properties, among them: antimicrobial, anti-cancer, cytotoxic and anti-tumor. In this work it was performed the study of the fixed compounds present in hexane fraction of propolis, which presented three esters: the methyl hexadecanoate (15,20%), the methyl tetracosanoate (10,40%) and the methyl octadecanoate (2,39%). Four isoflavanes were isolated from the thanolic extract (2'-hydroxy-4',7-dimethoxyisoflavane [PV-1], 2',7-dihydroxy-4'-methoxyisoflavane [PV-3],4',7-dihydroxy-2'-methoxyisoflavane [PV-4] and 2',4'-ihydroxy-7-methoxyisoflavane [PV-5]), one chalcone (2',4 ',4-trihydroxychalcone [PV-6]) and a triterpene (lup-20(29)-en-3-ol [PV-2]), known in red propolis. The structural determination of substances were performed by spectroscopic methods IR, 1H NMR, 13C-BB NMR,13C NMR DEPT-135Â, COSY, HSQC, HMBC and GC-MS. It was performed the determination of total phenols, using a spectrophotometer, in the ethanolic extract (EEPV), which presented a phenolic content of 133.3 Â 4.35 mg GAE / g sample, a result lower than those reported in the literature. Another test was performed on the antioxidant activity, the scavenging method using DPPH radical, both ethanolic extract and the hexane, dichloromethane, ethyl acetate and metanol fractions, with satisfactory results and higher than standart Vitamin C. Besides the antioxidant test, if was performed the inhibition of acetylcholinesterase assay by colorimetric method, of the ethanolic extract and hexane, dichloromethane, ethyl acetate and metanol fractions, that yielded positive results in almost all, regarding standart Eserine salt.
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spelling info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisChemical and biological evaluation of propolis of AlagoasEstudo quÃmico e avaliaÃÃo biolÃgica da prÃpolis vermelha de Alagoas2015-02-23Telma Leda Gomes de Lemos04511700320http://buscatextual.cnpq.br/buscatextual/visualizacv.jsp?id=K4783204Z7Francisco Josà Queiroz Monte02045737349http://lattes.cnpq.br/5189263761682019Luciana Medeiros Bertini66833175349http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4735848E602836399384http://lattes.cnpq.br/2197741618717476Gisele Rocha AguiarUniversidade Federal do CearÃPrograma de PÃs-GraduaÃÃo em QuÃmica UFCBRPrÃpolis vermelhaCompostos fixosFenÃis totaisAtividade antioxidanteAtividade anticolinesterÃsicaQUIMICA DOS PRODUTOS NATURAISThe red propolis originally from the state of Alagoas has a chemical composition rich in isoflavones and has been used as traditional popular medicine presented as an antioxidant and antiviral properties. Its relevance to this study is mainly due to the same present several biological properties, among them: antimicrobial, anti-cancer, cytotoxic and anti-tumor. In this work it was performed the study of the fixed compounds present in hexane fraction of propolis, which presented three esters: the methyl hexadecanoate (15,20%), the methyl tetracosanoate (10,40%) and the methyl octadecanoate (2,39%). Four isoflavanes were isolated from the thanolic extract (2'-hydroxy-4',7-dimethoxyisoflavane [PV-1], 2',7-dihydroxy-4'-methoxyisoflavane [PV-3],4',7-dihydroxy-2'-methoxyisoflavane [PV-4] and 2',4'-ihydroxy-7-methoxyisoflavane [PV-5]), one chalcone (2',4 ',4-trihydroxychalcone [PV-6]) and a triterpene (lup-20(29)-en-3-ol [PV-2]), known in red propolis. The structural determination of substances were performed by spectroscopic methods IR, 1H NMR, 13C-BB NMR,13C NMR DEPT-135Â, COSY, HSQC, HMBC and GC-MS. It was performed the determination of total phenols, using a spectrophotometer, in the ethanolic extract (EEPV), which presented a phenolic content of 133.3  4.35 mg GAE / g sample, a result lower than those reported in the literature. Another test was performed on the antioxidant activity, the scavenging method using DPPH radical, both ethanolic extract and the hexane, dichloromethane, ethyl acetate and metanol fractions, with satisfactory results and higher than standart Vitamin C. Besides the antioxidant test, if was performed the inhibition of acetylcholinesterase assay by colorimetric method, of the ethanolic extract and hexane, dichloromethane, ethyl acetate and metanol fractions, that yielded positive results in almost all, regarding standart Eserine salt.A prÃpolis vermelha oriunda do Estado de Alagoas possui uma composiÃÃo quÃmica rica em isoflavonoides e tem sido usada como remÃdio tradicional na medicina popular por apresentar propriedades antioxidante e antiviral. Sua relevÃncia decorre, principalmente, por apresentar diversas propriedades biolÃgicas, dentre elas: antimicrobiana, anti-cancerÃgena, citotÃxica e antitumoral. Neste trabalho foi realizado o estudo dos compostos fixos presentes na fraÃÃo hexÃnica da prÃpolis, o qual apresentou trÃs Ãsteres: o hexadecanoato de metila (15,20%), o tetracosanoato de metila (10,40%) e o octadecanoato de metila (2,39%). Foram isoladas do extrato etanÃlico quatro isoflavanas (2â-hidroxi-4â,7-dimetoxiisoflavana [PV-1], 2â,7-dihidroxi-4â-metoxiisoflavana [PV-3], 4â,7-dihidroxi-2â-metoxiisoflavana [PV-4] e 2â,4â-dihidroxi-7-metoxiisoflavana [PV-5]), uma chalcona (2â,4â,4-trihidroxichalcona [PV-6]), e um triterpeno (lup-20(29)-en-3-ol [PV-2]), jà conhecidos na prÃpolis vermelha. A determinaÃÃo estrutural das substÃncias foi realizada atravÃs de mÃtodos espectroscÃpicos de IV, RMN de 1H, RMN de 13C-BB, RMN de 13C-DEPT 135Â, COSY, HSQC, HMBC e CG-EM. Realizou-se a determinaÃÃo de fenÃis totais, usando espectofotÃmetro, no extrato etanÃlico (EEPV), o qual apresentou um teor de compostos fenÃlicos de 133,3  4,35 mg de EAG/ g de amostra, resultado inferior aos relatados na literatura. Outro teste realizado foi o de atividade antioxidante, usando o mÃtodo de sequestro do radical DPPH, tanto no extrato etanÃlico, quanto nas fraÃÃes hexÃnica, diclorometano, acetato de etila e metanÃlica, apresentando resultados satisfatÃrios e superiores ao do padrÃo Vitamina C. AlÃm deste, foi realizado o ensaio de inibiÃÃo da enzima acetilcolinesterase, atravÃs de mÃtodo colorimÃtrico, no extrato etanÃlico e nas fraÃÃes hexÃnica, diclorometano, acetato de etila e metanÃlica, quase todos apresentando resultados positivos em relaÃÃo ao padrÃo sal de Eserina.http://www.teses.ufc.br/tde_busca/arquivo.php?codArquivo=15888application/pdfinfo:eu-repo/semantics/openAccessporreponame:Biblioteca Digital de Teses e Dissertações da UFCinstname:Universidade Federal do Cearáinstacron:UFC2019-01-21T11:29:37Zmail@mail.com -
dc.title.en.fl_str_mv Chemical and biological evaluation of propolis of Alagoas
dc.title.alternative.pt.fl_str_mv Estudo quÃmico e avaliaÃÃo biolÃgica da prÃpolis vermelha de Alagoas
title Chemical and biological evaluation of propolis of Alagoas
spellingShingle Chemical and biological evaluation of propolis of Alagoas
Gisele Rocha Aguiar
PrÃpolis vermelha
Compostos fixos
FenÃis totais
Atividade antioxidante
Atividade anticolinesterÃsica
QUIMICA DOS PRODUTOS NATURAIS
title_short Chemical and biological evaluation of propolis of Alagoas
title_full Chemical and biological evaluation of propolis of Alagoas
title_fullStr Chemical and biological evaluation of propolis of Alagoas
title_full_unstemmed Chemical and biological evaluation of propolis of Alagoas
title_sort Chemical and biological evaluation of propolis of Alagoas
author Gisele Rocha Aguiar
author_facet Gisele Rocha Aguiar
author_role author
dc.contributor.advisor1.fl_str_mv Telma Leda Gomes de Lemos
dc.contributor.advisor1ID.fl_str_mv 04511700320
dc.contributor.advisor1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.jsp?id=K4783204Z7
dc.contributor.referee1.fl_str_mv Francisco Josà Queiroz Monte
dc.contributor.referee1ID.fl_str_mv 02045737349
dc.contributor.referee1Lattes.fl_str_mv http://lattes.cnpq.br/5189263761682019
dc.contributor.referee2.fl_str_mv Luciana Medeiros Bertini
dc.contributor.referee2ID.fl_str_mv 66833175349
dc.contributor.referee2Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4735848E6
dc.contributor.authorID.fl_str_mv 02836399384
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/2197741618717476
dc.contributor.author.fl_str_mv Gisele Rocha Aguiar
contributor_str_mv Telma Leda Gomes de Lemos
Francisco Josà Queiroz Monte
Luciana Medeiros Bertini
dc.subject.por.fl_str_mv PrÃpolis vermelha
Compostos fixos
FenÃis totais
Atividade antioxidante
Atividade anticolinesterÃsica
topic PrÃpolis vermelha
Compostos fixos
FenÃis totais
Atividade antioxidante
Atividade anticolinesterÃsica
QUIMICA DOS PRODUTOS NATURAIS
dc.subject.cnpq.fl_str_mv QUIMICA DOS PRODUTOS NATURAIS
dc.description.abstract.por.fl_txt_mv The red propolis originally from the state of Alagoas has a chemical composition rich in isoflavones and has been used as traditional popular medicine presented as an antioxidant and antiviral properties. Its relevance to this study is mainly due to the same present several biological properties, among them: antimicrobial, anti-cancer, cytotoxic and anti-tumor. In this work it was performed the study of the fixed compounds present in hexane fraction of propolis, which presented three esters: the methyl hexadecanoate (15,20%), the methyl tetracosanoate (10,40%) and the methyl octadecanoate (2,39%). Four isoflavanes were isolated from the thanolic extract (2'-hydroxy-4',7-dimethoxyisoflavane [PV-1], 2',7-dihydroxy-4'-methoxyisoflavane [PV-3],4',7-dihydroxy-2'-methoxyisoflavane [PV-4] and 2',4'-ihydroxy-7-methoxyisoflavane [PV-5]), one chalcone (2',4 ',4-trihydroxychalcone [PV-6]) and a triterpene (lup-20(29)-en-3-ol [PV-2]), known in red propolis. The structural determination of substances were performed by spectroscopic methods IR, 1H NMR, 13C-BB NMR,13C NMR DEPT-135Â, COSY, HSQC, HMBC and GC-MS. It was performed the determination of total phenols, using a spectrophotometer, in the ethanolic extract (EEPV), which presented a phenolic content of 133.3 Â 4.35 mg GAE / g sample, a result lower than those reported in the literature. Another test was performed on the antioxidant activity, the scavenging method using DPPH radical, both ethanolic extract and the hexane, dichloromethane, ethyl acetate and metanol fractions, with satisfactory results and higher than standart Vitamin C. Besides the antioxidant test, if was performed the inhibition of acetylcholinesterase assay by colorimetric method, of the ethanolic extract and hexane, dichloromethane, ethyl acetate and metanol fractions, that yielded positive results in almost all, regarding standart Eserine salt.
A prÃpolis vermelha oriunda do Estado de Alagoas possui uma composiÃÃo quÃmica rica em isoflavonoides e tem sido usada como remÃdio tradicional na medicina popular por apresentar propriedades antioxidante e antiviral. Sua relevÃncia decorre, principalmente, por apresentar diversas propriedades biolÃgicas, dentre elas: antimicrobiana, anti-cancerÃgena, citotÃxica e antitumoral. Neste trabalho foi realizado o estudo dos compostos fixos presentes na fraÃÃo hexÃnica da prÃpolis, o qual apresentou trÃs Ãsteres: o hexadecanoato de metila (15,20%), o tetracosanoato de metila (10,40%) e o octadecanoato de metila (2,39%). Foram isoladas do extrato etanÃlico quatro isoflavanas (2â-hidroxi-4â,7-dimetoxiisoflavana [PV-1], 2â,7-dihidroxi-4â-metoxiisoflavana [PV-3], 4â,7-dihidroxi-2â-metoxiisoflavana [PV-4] e 2â,4â-dihidroxi-7-metoxiisoflavana [PV-5]), uma chalcona (2â,4â,4-trihidroxichalcona [PV-6]), e um triterpeno (lup-20(29)-en-3-ol [PV-2]), jà conhecidos na prÃpolis vermelha. A determinaÃÃo estrutural das substÃncias foi realizada atravÃs de mÃtodos espectroscÃpicos de IV, RMN de 1H, RMN de 13C-BB, RMN de 13C-DEPT 135Â, COSY, HSQC, HMBC e CG-EM. Realizou-se a determinaÃÃo de fenÃis totais, usando espectofotÃmetro, no extrato etanÃlico (EEPV), o qual apresentou um teor de compostos fenÃlicos de 133,3  4,35 mg de EAG/ g de amostra, resultado inferior aos relatados na literatura. Outro teste realizado foi o de atividade antioxidante, usando o mÃtodo de sequestro do radical DPPH, tanto no extrato etanÃlico, quanto nas fraÃÃes hexÃnica, diclorometano, acetato de etila e metanÃlica, apresentando resultados satisfatÃrios e superiores ao do padrÃo Vitamina C. AlÃm deste, foi realizado o ensaio de inibiÃÃo da enzima acetilcolinesterase, atravÃs de mÃtodo colorimÃtrico, no extrato etanÃlico e nas fraÃÃes hexÃnica, diclorometano, acetato de etila e metanÃlica, quase todos apresentando resultados positivos em relaÃÃo ao padrÃo sal de Eserina.
description The red propolis originally from the state of Alagoas has a chemical composition rich in isoflavones and has been used as traditional popular medicine presented as an antioxidant and antiviral properties. Its relevance to this study is mainly due to the same present several biological properties, among them: antimicrobial, anti-cancer, cytotoxic and anti-tumor. In this work it was performed the study of the fixed compounds present in hexane fraction of propolis, which presented three esters: the methyl hexadecanoate (15,20%), the methyl tetracosanoate (10,40%) and the methyl octadecanoate (2,39%). Four isoflavanes were isolated from the thanolic extract (2'-hydroxy-4',7-dimethoxyisoflavane [PV-1], 2',7-dihydroxy-4'-methoxyisoflavane [PV-3],4',7-dihydroxy-2'-methoxyisoflavane [PV-4] and 2',4'-ihydroxy-7-methoxyisoflavane [PV-5]), one chalcone (2',4 ',4-trihydroxychalcone [PV-6]) and a triterpene (lup-20(29)-en-3-ol [PV-2]), known in red propolis. The structural determination of substances were performed by spectroscopic methods IR, 1H NMR, 13C-BB NMR,13C NMR DEPT-135Â, COSY, HSQC, HMBC and GC-MS. It was performed the determination of total phenols, using a spectrophotometer, in the ethanolic extract (EEPV), which presented a phenolic content of 133.3 Â 4.35 mg GAE / g sample, a result lower than those reported in the literature. Another test was performed on the antioxidant activity, the scavenging method using DPPH radical, both ethanolic extract and the hexane, dichloromethane, ethyl acetate and metanol fractions, with satisfactory results and higher than standart Vitamin C. Besides the antioxidant test, if was performed the inhibition of acetylcholinesterase assay by colorimetric method, of the ethanolic extract and hexane, dichloromethane, ethyl acetate and metanol fractions, that yielded positive results in almost all, regarding standart Eserine salt.
publishDate 2015
dc.date.issued.fl_str_mv 2015-02-23
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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dc.publisher.none.fl_str_mv Universidade Federal do CearÃ
dc.publisher.program.fl_str_mv Programa de PÃs-GraduaÃÃo em QuÃmica
dc.publisher.initials.fl_str_mv UFC
dc.publisher.country.fl_str_mv BR
publisher.none.fl_str_mv Universidade Federal do CearÃ
dc.source.none.fl_str_mv reponame:Biblioteca Digital de Teses e Dissertações da UFC
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instname_str Universidade Federal do Ceará
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