Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).

Detalhes bibliográficos
Autor(a) principal: Gabrieli da Penha Bezerra
Data de Publicação: 2013
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=10194
Resumo: Hymenaea courbaril L. (Fabaceae), popularly known as "Jatoba", is used in folk medicine to treat respiratory diseases such as bronchitis and asthma. This study evaluated the effect of H. courbaril on the contractile of rat isolated trachea, as well as its potential antioxidant and anti-inflammatory, through an interdisciplinary study bioguided by myorelaxant activity of the ethanol extract from stem bark (EEHC). Chromatoghrafic fractionation of EEHC resulted in fractions of increasing polarity: hexane (HF), hexane:dichloromethane (HDF), dichloromethane (DF), dichloromethane:ethyl acetate (DEAF), ethyl acetate (EAF) and methanol (MF) fraction. EEHC, DF, DEAF, EAF and MF showed enhanced free radical scavenging in the DPPH test. EEHC, DF, DEAF and MF partially relaxed tracheal rings contracted with either CCh or K+, while EAF almost abolished such contractions. EAF was more potent to inhibit K+ than CCh-induced contractions. EAF reduced contractions that depended on divalent cation inflow through voltage-operated Ca2+ channels (VOCCs) or receptor-operated Ca2+ channels (ROCCs), but it was more potent to inhibit VOCC- than ROCC-dependent contraction in ACh-enriched Ca2+-free medium, indicating a preferential action in events mediated electromechanically. Oral pre-treatment of antigen-challenged animals with EAF prevented airways hyperresponsiveness on KCl-induced contractions and impaired the increase in the number of white cells, particularly eosinophils and neutrophils in bronchoalveolar lavage of these animals. Chemical investigation of the most bioactive fraction (EAF) was performed using chromatographic methods and 1H-NMR and 13C-NMR spectroscopic analysis, resulting in the isolation and identification of the flavonoid astilbin and oleanolic acid, a compound triterpenoid, which is isolated by the first time in Hymenaea. Astilbin showed myorelaxant activity on rat trachea rings contracted with K+, indicating that it may be partly responsible for the activity presented by EAF. This study provided scientific basis that H. courbaril presents potential antioxidant, anti-inflammatory and myorelaxant, which support its use in folk medicine to treat inflammatory airway diseases such as asthma.
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spelling info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisPhytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ). Estudo farmacoquÃmico bioguiado pela atividade miorrelaxante do extrato etanÃlico das cascas do caule de Hymenaea courbaril L. (JATOBÃ) 2013-02-18Gilvandete Maria Pinheiro Santiago11776650344Nirla Rodrigues Romero20346590310Pedro Jorge Caldas MagalhÃes38546620334http://lattes.cnpq.br/005764523880291001044288302http://lattes.cnpq.br/2895729686205083 Gabrieli da Penha BezerraUniversidade Federal do CearÃPrograma de PÃs-GraduaÃÃo em CiÃncias FarmacÃuticasUFCBRFARMACIAHymenaea courbaril L. (Fabaceae), popularly known as "Jatoba", is used in folk medicine to treat respiratory diseases such as bronchitis and asthma. This study evaluated the effect of H. courbaril on the contractile of rat isolated trachea, as well as its potential antioxidant and anti-inflammatory, through an interdisciplinary study bioguided by myorelaxant activity of the ethanol extract from stem bark (EEHC). Chromatoghrafic fractionation of EEHC resulted in fractions of increasing polarity: hexane (HF), hexane:dichloromethane (HDF), dichloromethane (DF), dichloromethane:ethyl acetate (DEAF), ethyl acetate (EAF) and methanol (MF) fraction. EEHC, DF, DEAF, EAF and MF showed enhanced free radical scavenging in the DPPH test. EEHC, DF, DEAF and MF partially relaxed tracheal rings contracted with either CCh or K+, while EAF almost abolished such contractions. EAF was more potent to inhibit K+ than CCh-induced contractions. EAF reduced contractions that depended on divalent cation inflow through voltage-operated Ca2+ channels (VOCCs) or receptor-operated Ca2+ channels (ROCCs), but it was more potent to inhibit VOCC- than ROCC-dependent contraction in ACh-enriched Ca2+-free medium, indicating a preferential action in events mediated electromechanically. Oral pre-treatment of antigen-challenged animals with EAF prevented airways hyperresponsiveness on KCl-induced contractions and impaired the increase in the number of white cells, particularly eosinophils and neutrophils in bronchoalveolar lavage of these animals. Chemical investigation of the most bioactive fraction (EAF) was performed using chromatographic methods and 1H-NMR and 13C-NMR spectroscopic analysis, resulting in the isolation and identification of the flavonoid astilbin and oleanolic acid, a compound triterpenoid, which is isolated by the first time in Hymenaea. Astilbin showed myorelaxant activity on rat trachea rings contracted with K+, indicating that it may be partly responsible for the activity presented by EAF. This study provided scientific basis that H. courbaril presents potential antioxidant, anti-inflammatory and myorelaxant, which support its use in folk medicine to treat inflammatory airway diseases such as asthma.Hymenaea courbaril L. (Fabaceae), conhecida popularmente como "JatobÃ", à usada na medicina popular para o tratamento de doenÃas respiratÃrias tais como bronquite e asma. O presente trabalho teve como objetivo investigar o efeito de H. courbaril na contratilidade da musculatura lisa traqueal de ratos, bem como seu potencial antioxidante e anti-inflamatÃrio, atravÃs de um estudo farmacoquÃmico bioguiado pela atividade miorrelaxante do extrato etanÃlico das cascas do caule (EEHC). O tratamento cromatogrÃfico de EEHC resultou em fraÃÃes de polaridade crescente denominadas hexano (FH), hexano:diclorometano (FHD), diclorometano (FD), diclorometano:acetato de etila (FDAE), acetato de etila (FAE) e metanol (FM). EEHC, FD, FDAE, FAE e FM apresentaram potencial antioxidante atravÃs da atividade sequestradora de radicais livres, determinado pelo teste do DPPH. EEHC, FD, FDAE e FM relaxaram parcialmente anÃis de traqueia contraÃdos com CCh ou K+, enquanto FAE se mostrou mais bioativa, revertendo completamente as contraÃÃes induzidas por esses agentes. FAE reduziu contraÃÃes que dependiam do influxo de cÃtions bivalentes atravÃs de canais de Ca2+ operados por voltagem (VOCs) ou canais de Ca2+ operados por receptor (ROCs), sendo mais potente em inibir as contraÃÃes dependentes de VOC, em meio sem Ca2+ e na presenÃa de acetilcolina, evidenciando sua aÃÃo inibitÃria preferencial em eventos iniciados eletromecanicamente. O prÃ-tratamento de animais com FAE por via oral preveniu a hiperresponsividade das vias aÃreas Ãs contraÃÃes induzidas por KCl em traqueias de animais desafiados à ovalbumina, bem como reduziu a quantidade de cÃlulas brancas, em especial, eosinÃfilos e neutrÃfilos no lavado broncoalveolar de animais sob processo asmÃtico. A prospecÃÃo dos constituintes quÃmicos da fraÃÃo mais bioativa (FAE) foi realizada utilizando mÃtodos cromatogrÃficos e obtenÃÃo de espectros de RMN de 1H e 13C, resultando no isolamento e caracterizaÃÃo do flavonÃide astilbina e do Ãcido oleanÃlico, um composto triterpenÃide isolado pela primeira vez do gÃnero Hymenaea. Astilbina apresentou atividade relaxante sobre mÃsculo liso traqueal de ratos prÃ-contraÃdos com K+, sendo responsÃvel, pelo menos em parte, pela atividade apresentada por FAE. O presente estudo forneceu base cientÃfica de que H. courbaril apresenta potenciais atividades antioxidante, miorrelaxante e anti-inflamatÃria, respaldando o seu uso na medicina popular para o tratamento de doenÃas inflamatÃrias das vias aÃreas, tais como a asma.FundaÃÃo Cearense de Apoio ao Desenvolvimento Cientifico e TecnolÃgicohttp://www.teses.ufc.br/tde_busca/arquivo.php?codArquivo=10194application/pdfinfo:eu-repo/semantics/openAccessporreponame:Biblioteca Digital de Teses e Dissertações da UFCinstname:Universidade Federal do Cearáinstacron:UFC2019-01-21T11:23:13Zmail@mail.com -
dc.title.en.fl_str_mv Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
dc.title.alternative.pt.fl_str_mv Estudo farmacoquÃmico bioguiado pela atividade miorrelaxante do extrato etanÃlico das cascas do caule de Hymenaea courbaril L. (JATOBÃ)
title Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
spellingShingle Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
Gabrieli da Penha Bezerra
FARMACIA
title_short Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
title_full Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
title_fullStr Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
title_full_unstemmed Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
title_sort Phytochemical study bioguided by the myorelaxant activity of the crude extract from stem bark of Hymenaea courbaril L (JatobÃ).
author Gabrieli da Penha Bezerra
author_facet Gabrieli da Penha Bezerra
author_role author
dc.contributor.advisor1.fl_str_mv Gilvandete Maria Pinheiro Santiago
dc.contributor.advisor1ID.fl_str_mv 11776650344
dc.contributor.referee1.fl_str_mv Nirla Rodrigues Romero
dc.contributor.referee1ID.fl_str_mv 20346590310
dc.contributor.referee2.fl_str_mv Pedro Jorge Caldas MagalhÃes
dc.contributor.referee2ID.fl_str_mv 38546620334
dc.contributor.referee2Lattes.fl_str_mv http://lattes.cnpq.br/0057645238802910
dc.contributor.authorID.fl_str_mv 01044288302
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/2895729686205083
dc.contributor.author.fl_str_mv Gabrieli da Penha Bezerra
contributor_str_mv Gilvandete Maria Pinheiro Santiago
Nirla Rodrigues Romero
Pedro Jorge Caldas MagalhÃes
dc.subject.cnpq.fl_str_mv FARMACIA
topic FARMACIA
dc.description.sponsorship.fl_txt_mv FundaÃÃo Cearense de Apoio ao Desenvolvimento Cientifico e TecnolÃgico
dc.description.abstract.por.fl_txt_mv Hymenaea courbaril L. (Fabaceae), popularly known as "Jatoba", is used in folk medicine to treat respiratory diseases such as bronchitis and asthma. This study evaluated the effect of H. courbaril on the contractile of rat isolated trachea, as well as its potential antioxidant and anti-inflammatory, through an interdisciplinary study bioguided by myorelaxant activity of the ethanol extract from stem bark (EEHC). Chromatoghrafic fractionation of EEHC resulted in fractions of increasing polarity: hexane (HF), hexane:dichloromethane (HDF), dichloromethane (DF), dichloromethane:ethyl acetate (DEAF), ethyl acetate (EAF) and methanol (MF) fraction. EEHC, DF, DEAF, EAF and MF showed enhanced free radical scavenging in the DPPH test. EEHC, DF, DEAF and MF partially relaxed tracheal rings contracted with either CCh or K+, while EAF almost abolished such contractions. EAF was more potent to inhibit K+ than CCh-induced contractions. EAF reduced contractions that depended on divalent cation inflow through voltage-operated Ca2+ channels (VOCCs) or receptor-operated Ca2+ channels (ROCCs), but it was more potent to inhibit VOCC- than ROCC-dependent contraction in ACh-enriched Ca2+-free medium, indicating a preferential action in events mediated electromechanically. Oral pre-treatment of antigen-challenged animals with EAF prevented airways hyperresponsiveness on KCl-induced contractions and impaired the increase in the number of white cells, particularly eosinophils and neutrophils in bronchoalveolar lavage of these animals. Chemical investigation of the most bioactive fraction (EAF) was performed using chromatographic methods and 1H-NMR and 13C-NMR spectroscopic analysis, resulting in the isolation and identification of the flavonoid astilbin and oleanolic acid, a compound triterpenoid, which is isolated by the first time in Hymenaea. Astilbin showed myorelaxant activity on rat trachea rings contracted with K+, indicating that it may be partly responsible for the activity presented by EAF. This study provided scientific basis that H. courbaril presents potential antioxidant, anti-inflammatory and myorelaxant, which support its use in folk medicine to treat inflammatory airway diseases such as asthma.
Hymenaea courbaril L. (Fabaceae), conhecida popularmente como "JatobÃ", à usada na medicina popular para o tratamento de doenÃas respiratÃrias tais como bronquite e asma. O presente trabalho teve como objetivo investigar o efeito de H. courbaril na contratilidade da musculatura lisa traqueal de ratos, bem como seu potencial antioxidante e anti-inflamatÃrio, atravÃs de um estudo farmacoquÃmico bioguiado pela atividade miorrelaxante do extrato etanÃlico das cascas do caule (EEHC). O tratamento cromatogrÃfico de EEHC resultou em fraÃÃes de polaridade crescente denominadas hexano (FH), hexano:diclorometano (FHD), diclorometano (FD), diclorometano:acetato de etila (FDAE), acetato de etila (FAE) e metanol (FM). EEHC, FD, FDAE, FAE e FM apresentaram potencial antioxidante atravÃs da atividade sequestradora de radicais livres, determinado pelo teste do DPPH. EEHC, FD, FDAE e FM relaxaram parcialmente anÃis de traqueia contraÃdos com CCh ou K+, enquanto FAE se mostrou mais bioativa, revertendo completamente as contraÃÃes induzidas por esses agentes. FAE reduziu contraÃÃes que dependiam do influxo de cÃtions bivalentes atravÃs de canais de Ca2+ operados por voltagem (VOCs) ou canais de Ca2+ operados por receptor (ROCs), sendo mais potente em inibir as contraÃÃes dependentes de VOC, em meio sem Ca2+ e na presenÃa de acetilcolina, evidenciando sua aÃÃo inibitÃria preferencial em eventos iniciados eletromecanicamente. O prÃ-tratamento de animais com FAE por via oral preveniu a hiperresponsividade das vias aÃreas Ãs contraÃÃes induzidas por KCl em traqueias de animais desafiados à ovalbumina, bem como reduziu a quantidade de cÃlulas brancas, em especial, eosinÃfilos e neutrÃfilos no lavado broncoalveolar de animais sob processo asmÃtico. A prospecÃÃo dos constituintes quÃmicos da fraÃÃo mais bioativa (FAE) foi realizada utilizando mÃtodos cromatogrÃficos e obtenÃÃo de espectros de RMN de 1H e 13C, resultando no isolamento e caracterizaÃÃo do flavonÃide astilbina e do Ãcido oleanÃlico, um composto triterpenÃide isolado pela primeira vez do gÃnero Hymenaea. Astilbina apresentou atividade relaxante sobre mÃsculo liso traqueal de ratos prÃ-contraÃdos com K+, sendo responsÃvel, pelo menos em parte, pela atividade apresentada por FAE. O presente estudo forneceu base cientÃfica de que H. courbaril apresenta potenciais atividades antioxidante, miorrelaxante e anti-inflamatÃria, respaldando o seu uso na medicina popular para o tratamento de doenÃas inflamatÃrias das vias aÃreas, tais como a asma.
description Hymenaea courbaril L. (Fabaceae), popularly known as "Jatoba", is used in folk medicine to treat respiratory diseases such as bronchitis and asthma. This study evaluated the effect of H. courbaril on the contractile of rat isolated trachea, as well as its potential antioxidant and anti-inflammatory, through an interdisciplinary study bioguided by myorelaxant activity of the ethanol extract from stem bark (EEHC). Chromatoghrafic fractionation of EEHC resulted in fractions of increasing polarity: hexane (HF), hexane:dichloromethane (HDF), dichloromethane (DF), dichloromethane:ethyl acetate (DEAF), ethyl acetate (EAF) and methanol (MF) fraction. EEHC, DF, DEAF, EAF and MF showed enhanced free radical scavenging in the DPPH test. EEHC, DF, DEAF and MF partially relaxed tracheal rings contracted with either CCh or K+, while EAF almost abolished such contractions. EAF was more potent to inhibit K+ than CCh-induced contractions. EAF reduced contractions that depended on divalent cation inflow through voltage-operated Ca2+ channels (VOCCs) or receptor-operated Ca2+ channels (ROCCs), but it was more potent to inhibit VOCC- than ROCC-dependent contraction in ACh-enriched Ca2+-free medium, indicating a preferential action in events mediated electromechanically. Oral pre-treatment of antigen-challenged animals with EAF prevented airways hyperresponsiveness on KCl-induced contractions and impaired the increase in the number of white cells, particularly eosinophils and neutrophils in bronchoalveolar lavage of these animals. Chemical investigation of the most bioactive fraction (EAF) was performed using chromatographic methods and 1H-NMR and 13C-NMR spectroscopic analysis, resulting in the isolation and identification of the flavonoid astilbin and oleanolic acid, a compound triterpenoid, which is isolated by the first time in Hymenaea. Astilbin showed myorelaxant activity on rat trachea rings contracted with K+, indicating that it may be partly responsible for the activity presented by EAF. This study provided scientific basis that H. courbaril presents potential antioxidant, anti-inflammatory and myorelaxant, which support its use in folk medicine to treat inflammatory airway diseases such as asthma.
publishDate 2013
dc.date.issued.fl_str_mv 2013-02-18
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dc.publisher.initials.fl_str_mv UFC
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publisher.none.fl_str_mv Universidade Federal do CearÃ
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