Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca)
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Tipo de documento: | Tese |
Idioma: | por |
Título da fonte: | Repositório Institucional da UFSCAR |
Texto Completo: | https://repositorio.ufscar.br/handle/ufscar/10482 |
Resumo: | The search for new compounds from natural products with high biological activity is an arduous task that has improved due to the evolution of instrumental analytical techniques. In addition, the use of medicinal herbs for the treatment of diseases is still used for generations and the pharmacological studies of these drugs evidences their biological activity. In spite of this, deforestation still grows in Brazil. The Bauhinia (pata-de-vaca), with more than 60 native species, are extensively used in Brazilian popular medicine for the control of diabetes. Thus, in 2009 B. forficata, B. variegata and/or B. affinis were included in the National List of Medicinal Plants of Interest to SUS (RENISUS). In this context, the present work reports the results of LC-HRMS and LC-SPE / NMR identification of compounds in leaves of Bauhinia longifolia, a species with few phytochemical studies, and the chemical differentiation of B. forficata, variegata, longifolia and affinis using LC-HRMS and unsupervised chemometric tools. Chromatographic conditions were developed using full factorial design and liquid chromatographic knowledge. With this method it was possible to characterize 74 (seventy-four) compounds in Bauhinia longifolia. Most of these were first identified in this species, namely phenolic acids, flavonoids O-glycosylated and proanthocyanidins. In addition, 6 (six) were isolated by LC-SPE and identified by NMR in which four (miricitrin, juglanin, afzelin, bauhiniastatin 2) are unknown for this species, especially bauhiniastatin 2 reported in the literature with anticancer properties. Futhermore, the chemical profile by LC-HRMS analyzed by hierarchical cluster analysis and principal component analysis differentiated the 4 species of Bauhinia and 24 other compounds were inferred. Thus, 99 (ninety-nine) compounds were identified in this thesis by providing important information that can be used in the quality control of ethanolic extracts of Bauhinia leaves, as well as to explain ethnotherapeutic properties, pharmacological and toxicological actions. |
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Aquino, Amanda JordanoCass, Quezia Bezerrahttp://lattes.cnpq.br/9197210255594409Ferreira, Antonio Gilbertohttp://lattes.cnpq.br/3676462220401452http://lattes.cnpq.br/6601636992092317efaf58c7-0ae6-431f-b6f5-7b6d16c945812018-09-19T19:38:57Z2018-09-19T19:38:57Z2018-06-15AQUINO, Amanda Jordano. Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca). 2018. Tese (Doutorado em Química) – Universidade Federal de São Carlos, São Carlos, 2018. Disponível em: https://repositorio.ufscar.br/handle/ufscar/10482.https://repositorio.ufscar.br/handle/ufscar/10482The search for new compounds from natural products with high biological activity is an arduous task that has improved due to the evolution of instrumental analytical techniques. In addition, the use of medicinal herbs for the treatment of diseases is still used for generations and the pharmacological studies of these drugs evidences their biological activity. In spite of this, deforestation still grows in Brazil. The Bauhinia (pata-de-vaca), with more than 60 native species, are extensively used in Brazilian popular medicine for the control of diabetes. Thus, in 2009 B. forficata, B. variegata and/or B. affinis were included in the National List of Medicinal Plants of Interest to SUS (RENISUS). In this context, the present work reports the results of LC-HRMS and LC-SPE / NMR identification of compounds in leaves of Bauhinia longifolia, a species with few phytochemical studies, and the chemical differentiation of B. forficata, variegata, longifolia and affinis using LC-HRMS and unsupervised chemometric tools. Chromatographic conditions were developed using full factorial design and liquid chromatographic knowledge. With this method it was possible to characterize 74 (seventy-four) compounds in Bauhinia longifolia. Most of these were first identified in this species, namely phenolic acids, flavonoids O-glycosylated and proanthocyanidins. In addition, 6 (six) were isolated by LC-SPE and identified by NMR in which four (miricitrin, juglanin, afzelin, bauhiniastatin 2) are unknown for this species, especially bauhiniastatin 2 reported in the literature with anticancer properties. Futhermore, the chemical profile by LC-HRMS analyzed by hierarchical cluster analysis and principal component analysis differentiated the 4 species of Bauhinia and 24 other compounds were inferred. Thus, 99 (ninety-nine) compounds were identified in this thesis by providing important information that can be used in the quality control of ethanolic extracts of Bauhinia leaves, as well as to explain ethnotherapeutic properties, pharmacological and toxicological actions.A busca de compostos inéditos a partir de produtos naturais com alta atividade biológica é uma tarefa árdua que foi aprimorada devido a evolução das técnicas analíticas instrumentais. Adicionalmente, o uso de ervas medicinais para o tratamento de doenças persiste por gerações e o estudo farmacológico destes fármacos evidencia a sua atividade biológica. No entanto, apesar de ser reconhecido o valor dos produtos naturais o desmatamento ainda cresce no Brasil. As Bauhinias (pata-de-vaca), com mais de 60 espécies nativas, são extensivamente utilizadas na medicina popular brasileira para o controle de diabetes. Desta maneira, em 2009 B. forficata, B. variegata e/ou B. affinis foram incluídas na Relação Nacional de Plantas Medicinais de Interesse ao SUS (RENISUS). Inserido neste contexto, este trabalho relata os resultados obtidos da identificação por LC-HRMS e LC-SPE/NMR de compostos em extratos etanólicos de folhas de Bauhinia longifolia, espécie fitoquimicamente pouco estudada, e a diferenciação química de B. forficata, variegata, longifolia e affinis utilizando análise/caracterização por LC-HRMS e ferramentas quimiométricas não supervisionadas de classificação. As condições cromatográficas foram desenvolvidas utilizando planejamento fatorial completo e conhecimentos físico-químicos cromatográficos. Com este método foi possível caracterizar 74 (setenta e quatro) compostos em Bauhinia longifolia, a maioria destes foram identificados pela primeira vez nesta espécie, sendo eles ácidos fenólicos, proantocianidinas e flavonoides O-glicosilados. Além disso, foram isolados 6 (seis) metabólitos por LC-SPE (time slice) e identificados por NMR, destes compostos quatro (miricitrina, juglanina, afzelina, bauhiniastatina 2) são inéditos para B. longifolia, destacando-se a bauhiniastatina 2 relatada na literatura com propriedades anticancerígenas. Adicionalmente, o perfil químico (LC-HRMS) analisado por análise hierárquica de grupos (HCA) e análise de componentes principais diferenciou as 4 espécies de Bauhinia e outros 24 compostos foram inferidos. Assim, 99 (noventa e nove) compostos foram identificados nesta tese fornecendo informações importantes que podem ser utilizadas no controle de qualidade de extratos etanólicos de folhas de Bauhinia, como também para explicar propriedades etnoterapêuticas, ações farmacológicas e toxicológicas,Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)CNPq: 140469/2013-3porUniversidade Federal de São CarlosCâmpus São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarEspectrometria de massasQuimiometriaEspectrometria de massas de alta resoluçãoCromatografia líquidaRessonância magnética nuclearMass spectrometryChemometricsHigh resolution mass spectrometryLiquid chromatographyNuclear magnetic resonanceCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICA::SEPARACAOCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAISCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICADiferenciação química de quatro espécies de Bauhinia (pata-de-vaca)Chemical differentiation of four species of Bauhinia (cow’s paw)info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisOnline600600867fc213-f339-49e1-a669-a1e54cf68bf1info:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARLICENSElicense.txtlicense.txttext/plain; charset=utf-81957https://repositorio.ufscar.br/bitstream/ufscar/10482/3/license.txtae0398b6f8b235e40ad82cba6c50031dMD53ORIGINALAQUINO_Amanda_2018vf.pdfAQUINO_Amanda_2018vf.pdfapplication/pdf6902046https://repositorio.ufscar.br/bitstream/ufscar/10482/4/AQUINO_Amanda_2018vf.pdfb0ccd0663f3ff657f32b42f21e5d5d8fMD54THUMBNAILAQUINO_Amanda_2018vf.pdf.jpgAQUINO_Amanda_2018vf.pdf.jpgIM Thumbnailimage/jpeg9140https://repositorio.ufscar.br/bitstream/ufscar/10482/5/AQUINO_Amanda_2018vf.pdf.jpg1e472c72276552728ca43669f1f4ae89MD55ufscar/104822023-09-18 18:31:22.518oai:repositorio.ufscar.br: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Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-09-18T18:31:22Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
dc.title.por.fl_str_mv |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) |
dc.title.alternative.eng.fl_str_mv |
Chemical differentiation of four species of Bauhinia (cow’s paw) |
title |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) |
spellingShingle |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) Aquino, Amanda Jordano Espectrometria de massas Quimiometria Espectrometria de massas de alta resolução Cromatografia líquida Ressonância magnética nuclear Mass spectrometry Chemometrics High resolution mass spectrometry Liquid chromatography Nuclear magnetic resonance CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICA::SEPARACAO CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICA |
title_short |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) |
title_full |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) |
title_fullStr |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) |
title_full_unstemmed |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) |
title_sort |
Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca) |
author |
Aquino, Amanda Jordano |
author_facet |
Aquino, Amanda Jordano |
author_role |
author |
dc.contributor.authorlattes.por.fl_str_mv |
http://lattes.cnpq.br/6601636992092317 |
dc.contributor.author.fl_str_mv |
Aquino, Amanda Jordano |
dc.contributor.advisor1.fl_str_mv |
Cass, Quezia Bezerra |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/9197210255594409 |
dc.contributor.advisor-co1.fl_str_mv |
Ferreira, Antonio Gilberto |
dc.contributor.advisor-co1Lattes.fl_str_mv |
http://lattes.cnpq.br/3676462220401452 |
dc.contributor.authorID.fl_str_mv |
efaf58c7-0ae6-431f-b6f5-7b6d16c94581 |
contributor_str_mv |
Cass, Quezia Bezerra Ferreira, Antonio Gilberto |
dc.subject.por.fl_str_mv |
Espectrometria de massas Quimiometria Espectrometria de massas de alta resolução Cromatografia líquida Ressonância magnética nuclear |
topic |
Espectrometria de massas Quimiometria Espectrometria de massas de alta resolução Cromatografia líquida Ressonância magnética nuclear Mass spectrometry Chemometrics High resolution mass spectrometry Liquid chromatography Nuclear magnetic resonance CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICA::SEPARACAO CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICA |
dc.subject.eng.fl_str_mv |
Mass spectrometry Chemometrics High resolution mass spectrometry Liquid chromatography Nuclear magnetic resonance |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICA::SEPARACAO CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ANALITICA |
description |
The search for new compounds from natural products with high biological activity is an arduous task that has improved due to the evolution of instrumental analytical techniques. In addition, the use of medicinal herbs for the treatment of diseases is still used for generations and the pharmacological studies of these drugs evidences their biological activity. In spite of this, deforestation still grows in Brazil. The Bauhinia (pata-de-vaca), with more than 60 native species, are extensively used in Brazilian popular medicine for the control of diabetes. Thus, in 2009 B. forficata, B. variegata and/or B. affinis were included in the National List of Medicinal Plants of Interest to SUS (RENISUS). In this context, the present work reports the results of LC-HRMS and LC-SPE / NMR identification of compounds in leaves of Bauhinia longifolia, a species with few phytochemical studies, and the chemical differentiation of B. forficata, variegata, longifolia and affinis using LC-HRMS and unsupervised chemometric tools. Chromatographic conditions were developed using full factorial design and liquid chromatographic knowledge. With this method it was possible to characterize 74 (seventy-four) compounds in Bauhinia longifolia. Most of these were first identified in this species, namely phenolic acids, flavonoids O-glycosylated and proanthocyanidins. In addition, 6 (six) were isolated by LC-SPE and identified by NMR in which four (miricitrin, juglanin, afzelin, bauhiniastatin 2) are unknown for this species, especially bauhiniastatin 2 reported in the literature with anticancer properties. Futhermore, the chemical profile by LC-HRMS analyzed by hierarchical cluster analysis and principal component analysis differentiated the 4 species of Bauhinia and 24 other compounds were inferred. Thus, 99 (ninety-nine) compounds were identified in this thesis by providing important information that can be used in the quality control of ethanolic extracts of Bauhinia leaves, as well as to explain ethnotherapeutic properties, pharmacological and toxicological actions. |
publishDate |
2018 |
dc.date.accessioned.fl_str_mv |
2018-09-19T19:38:57Z |
dc.date.available.fl_str_mv |
2018-09-19T19:38:57Z |
dc.date.issued.fl_str_mv |
2018-06-15 |
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.citation.fl_str_mv |
AQUINO, Amanda Jordano. Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca). 2018. Tese (Doutorado em Química) – Universidade Federal de São Carlos, São Carlos, 2018. Disponível em: https://repositorio.ufscar.br/handle/ufscar/10482. |
dc.identifier.uri.fl_str_mv |
https://repositorio.ufscar.br/handle/ufscar/10482 |
identifier_str_mv |
AQUINO, Amanda Jordano. Diferenciação química de quatro espécies de Bauhinia (pata-de-vaca). 2018. Tese (Doutorado em Química) – Universidade Federal de São Carlos, São Carlos, 2018. Disponível em: https://repositorio.ufscar.br/handle/ufscar/10482. |
url |
https://repositorio.ufscar.br/handle/ufscar/10482 |
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por |
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openAccess |
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Universidade Federal de São Carlos Câmpus São Carlos |
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Programa de Pós-Graduação em Química - PPGQ |
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UFSCar |
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Universidade Federal de São Carlos Câmpus São Carlos |
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