Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia

Detalhes bibliográficos
Ano de defesa: 2023
Autor(a) principal: Barreto, Rubens Santos lattes
Orientador(a): Alves, Clayton Queiroz lattes
Banca de defesa: Não Informado pela instituição
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Estadual de Feira de Santana
Programa de Pós-Graduação: Doutorado Acadêmico em Recursos Genéticos Vegetais
Departamento: DEPARTAMENTO DE CIÊNCIAS BIOLÓGICAS
País: Brasil
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://tede2.uefs.br:8080/handle/tede/1547
Resumo: This work reports the phytochemical study of the hydromethanolic extract of Bredemeyera brevifolia and the bioactive potential of the extracts. For this, three different approaches were carried out, which are configured in the chapters of this thesis: 1) an integrative review on genus; 2) the phytochemical study and antifungal potential in silico and in vitro; and 3) a study of the application of the response surface methodology in the fractionation of the hexane fraction by CC and HPLC-DAD, in addition to the evaluation of the genotoxic potential of the hydromethanolic extract and hexane fraction by the Allium cepa protocol. The integrative review revealed that the species B. brevifolia, B. floribunda and B. laurifolia were studied from an ethnobotanical point of view, only the extracts and substances of B. floribunda were submitted to some biological assay, while phytochemical studies were carried out with B. brevifolia (where xanthones and fatty acids were identified), and B. floribunda (where xanthones, saponins and a flavonoid were identified). In the phytochemical study of the organic fractions of the leaf extract, from the hexane fraction of B. brevifolia, the methyl esters of the fatty acids were identified: palmitic, margaric, linolelaidic, oleic, stearic, dihomo-g-linolenic and arachidic acid. From the chloroform fraction, the xanthone identified as 1-hydroxy-3,7-dimethoxyxanthone, hitherto unpublished in the genus, was isolated. The hydromethanolic extract was tested for its in vitro antifungal potential against fungal strains from clinical samples resistant to azoles, and it was shown to be active against yeast, filamentous and dermatophyte fungi. In the in silico study, xanthone and fatty acids demonstrated pharmacokinetic potential for the development of phytopharmaceuticals and semi-synthetic analogues with antifungal action. In the study on the application of the response surface methodology, as a chemometric tool, an optimized mobile phase was obtained for the fractionation of the hexane fraction, allowing its semi-purification and subsequent separation of substances by semi-preparative HPLC-DAD. This strategy allowed the isolation of terpenes identified for the first time in the genus: oleanolic acid and ursolic acid, in addition to an unprecedented one, 3β,26,27-trihydroxyolean-12-en-23,28-dioic acid. In the evaluation of the genotoxicity, no abnormalities were observed, indicating that, according to the protocol used, the hydromethanolic extract and the hexane fraction do not present genotoxicity against the A. cepa species.
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spelling Alves, Clayton Queiroz75077523568https://orcid.org/0000-0002-3242-3230http://lattes.cnpq.br/9188574132632625Aguiar, Rosane Moura78699290500Santos Junior, Manoelito Coelho dos9890587254969708339504https://orcid.org/0000-0003-1893-3362http://lattes.cnpq.br/9217110762882538Barreto, Rubens Santos2023-09-25T17:25:38Z2023-07-27Barreto, Rubens Santos. Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia, 2023, 102f., Tese, Doutorado Acadêmico em Recursos Genéticos Vegetais, Universidade Estadual de Feira de Santana, Feira de Santana.http://tede2.uefs.br:8080/handle/tede/1547This work reports the phytochemical study of the hydromethanolic extract of Bredemeyera brevifolia and the bioactive potential of the extracts. For this, three different approaches were carried out, which are configured in the chapters of this thesis: 1) an integrative review on genus; 2) the phytochemical study and antifungal potential in silico and in vitro; and 3) a study of the application of the response surface methodology in the fractionation of the hexane fraction by CC and HPLC-DAD, in addition to the evaluation of the genotoxic potential of the hydromethanolic extract and hexane fraction by the Allium cepa protocol. The integrative review revealed that the species B. brevifolia, B. floribunda and B. laurifolia were studied from an ethnobotanical point of view, only the extracts and substances of B. floribunda were submitted to some biological assay, while phytochemical studies were carried out with B. brevifolia (where xanthones and fatty acids were identified), and B. floribunda (where xanthones, saponins and a flavonoid were identified). In the phytochemical study of the organic fractions of the leaf extract, from the hexane fraction of B. brevifolia, the methyl esters of the fatty acids were identified: palmitic, margaric, linolelaidic, oleic, stearic, dihomo-g-linolenic and arachidic acid. From the chloroform fraction, the xanthone identified as 1-hydroxy-3,7-dimethoxyxanthone, hitherto unpublished in the genus, was isolated. The hydromethanolic extract was tested for its in vitro antifungal potential against fungal strains from clinical samples resistant to azoles, and it was shown to be active against yeast, filamentous and dermatophyte fungi. In the in silico study, xanthone and fatty acids demonstrated pharmacokinetic potential for the development of phytopharmaceuticals and semi-synthetic analogues with antifungal action. In the study on the application of the response surface methodology, as a chemometric tool, an optimized mobile phase was obtained for the fractionation of the hexane fraction, allowing its semi-purification and subsequent separation of substances by semi-preparative HPLC-DAD. This strategy allowed the isolation of terpenes identified for the first time in the genus: oleanolic acid and ursolic acid, in addition to an unprecedented one, 3β,26,27-trihydroxyolean-12-en-23,28-dioic acid. In the evaluation of the genotoxicity, no abnormalities were observed, indicating that, according to the protocol used, the hydromethanolic extract and the hexane fraction do not present genotoxicity against the A. cepa species.Este trabalho relata o estudo fitoquímico do extrato hidrometanólico de Bredemeyera brevifolia e o potencial bioativo dos extratos. Para isso foram realizadas três abordagens distintas, que se configuram nos capítulos desta tese: 1) uma revisão integrativa sobre o gênero; 2) o estudo fitoquímico e do potencial antifúngico in silico e in vitro; e 3) um estudo da aplicação da metodologia de superfícies de respostas no fracionamento da fração hexânica por CC e CLAE-DAD, além da avaliação do potencial genotóxico do extrato hidrometanólico e fração hexânica pelo protocolo Allium cepa. A revisão integrativa revelou que as espécies B. brevifolia, B. floribunda e B. laurifolia foram estudadas do ponto de vista etnobotânico, apenas os extratos e substâncias de B. floribunda foram submetidas a algum ensaio biológico, enquanto que estudos fitoquímicos foram feitos com B. brevifolia (onde foram identificados xantonas e ácidos graxos), e B. floribunda (identificando xantonas, saponinas e um flavonoide). No estudo fitoquímico das frações orgânicas do extrato das folhas, a partir da fração hexânica de B. brevifolia foram identificados os ésteres metílicos dos ácidos graxos: ácido palmítico, margárico, linolelaídico, oleico, esteárico, dihomo-g-linolênico e araquídico. Da fração clorofórmica foi isolada a xantona identificada como 1-hidroxi-3,7-dimetoxixantona, até então inédita no gênero. O extrato hidrometanólico foi testado quanto ao potencial antifúngico in vitro, frente a cepas de fungos de amostras clínicas resistentes a azóis, apresentando-se ativo contra fungos leveduriformes, filamentosos e dermatófitos. No estudo in silico, a xantona e os ácidos graxos demonstraram potencial farmacocinético para o desenvolvimento de fitofármacos e análogos semissintéticos com ação antifúngica. No estudo sobre a aplicação da metodologia de superfície de respostas, como ferramenta quimiométrica, se obteve uma fase móvel otimizada para o fracionamento da fração hexânica, possibilitando sua semipurificação e posterior separação de substâncias por CLAE-DAD semipreparativa. Tal estratégia permitiu o isolamento de terpenos identificados pela primeira vez no gênero: ácidos oleanólico e ácido ursólico, além de um inédito, o ácido 3β,26,27-triidroxiolean-12-en-23,28-dióico. Na avaliação da genotoxicidade, não foram observadas anormalidades, indicando que pelo protocolo utilizado o extrato hidrometanólico e a fração hexânica não apresentam genotoxicidade frente a espécie A. cepa.Submitted by Daniela Costa (dmscosta@uefs.br) on 2023-09-25T17:25:38Z No. of bitstreams: 1 Tese_Rubens_S_Barreto__2_.pdf: 2483003 bytes, checksum: 35ed3f86c916ed1d87c7a9f47304d60d (MD5)Made available in DSpace on 2023-09-25T17:25:38Z (GMT). No. of bitstreams: 1 Tese_Rubens_S_Barreto__2_.pdf: 2483003 bytes, checksum: 35ed3f86c916ed1d87c7a9f47304d60d (MD5) Previous issue date: 202-07-27Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfhttp://tede2.uefs.br:8080/retrieve/6988/Tese_Rubens_S_Barreto__2_.pdf.jpgporUniversidade Estadual de Feira de SantanaDoutorado Acadêmico em Recursos Genéticos VegetaisUEFSBrasilDEPARTAMENTO DE CIÊNCIAS BIOLÓGICASB. brevifoliaXantonaTriterpenoÁcido graxoAtividade antifúngicaQuimiometriaB. brevifoliaXanthoneTriterpeneFatty acidantifungal activityChemometricsCIENCIAS BIOLOGICAS::BIOLOGIA GERALEstudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifoliainfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesis2074743607827725103600600600600-6971480722008537872-16345593859312446972075167498588264571info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UEFSinstname:Universidade Estadual de Feira de Santana (UEFS)instacron:UEFSTHUMBNAILTese_Rubens_S_Barreto__2_.pdf.jpgTese_Rubens_S_Barreto__2_.pdf.jpgimage/jpeg2146http://tede2.uefs.br:8080/bitstream/tede/1547/4/Tese_Rubens_S_Barreto__2_.pdf.jpgb3c9256fbc721f9c878fd7165095a86bMD54TEXTTese_Rubens_S_Barreto__2_.pdf.txtTese_Rubens_S_Barreto__2_.pdf.txttext/plain179189http://tede2.uefs.br:8080/bitstream/tede/1547/3/Tese_Rubens_S_Barreto__2_.pdf.txtf9b042143149399b6830d4702cfd7e28MD53ORIGINALTese_Rubens_S_Barreto__2_.pdfTese_Rubens_S_Barreto__2_.pdfapplication/pdf2483003http://tede2.uefs.br:8080/bitstream/tede/1547/2/Tese_Rubens_S_Barreto__2_.pdf35ed3f86c916ed1d87c7a9f47304d60dMD52LICENSElicense.txtlicense.txttext/plain; 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dc.title.por.fl_str_mv Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
title Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
spellingShingle Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
Barreto, Rubens Santos
B. brevifolia
Xantona
Triterpeno
Ácido graxo
Atividade antifúngica
Quimiometria
B. brevifolia
Xanthone
Triterpene
Fatty acid
antifungal activity
Chemometrics
CIENCIAS BIOLOGICAS::BIOLOGIA GERAL
title_short Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
title_full Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
title_fullStr Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
title_full_unstemmed Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
title_sort Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
author Barreto, Rubens Santos
author_facet Barreto, Rubens Santos
author_role author
dc.contributor.advisor1.fl_str_mv Alves, Clayton Queiroz
dc.contributor.advisor1ID.fl_str_mv 75077523568
https://orcid.org/0000-0002-3242-3230
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/9188574132632625
dc.contributor.advisor-co1.fl_str_mv Aguiar, Rosane Moura
dc.contributor.advisor-co1ID.fl_str_mv 78699290500
dc.contributor.advisor-co2.fl_str_mv Santos Junior, Manoelito Coelho dos
dc.contributor.advisor-co2ID.fl_str_mv 98905872549
dc.contributor.authorID.fl_str_mv 69708339504
https://orcid.org/0000-0003-1893-3362
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/9217110762882538
dc.contributor.author.fl_str_mv Barreto, Rubens Santos
contributor_str_mv Alves, Clayton Queiroz
Aguiar, Rosane Moura
Santos Junior, Manoelito Coelho dos
dc.subject.por.fl_str_mv B. brevifolia
Xantona
Triterpeno
Ácido graxo
Atividade antifúngica
Quimiometria
topic B. brevifolia
Xantona
Triterpeno
Ácido graxo
Atividade antifúngica
Quimiometria
B. brevifolia
Xanthone
Triterpene
Fatty acid
antifungal activity
Chemometrics
CIENCIAS BIOLOGICAS::BIOLOGIA GERAL
dc.subject.eng.fl_str_mv B. brevifolia
Xanthone
Triterpene
Fatty acid
antifungal activity
Chemometrics
dc.subject.cnpq.fl_str_mv CIENCIAS BIOLOGICAS::BIOLOGIA GERAL
description This work reports the phytochemical study of the hydromethanolic extract of Bredemeyera brevifolia and the bioactive potential of the extracts. For this, three different approaches were carried out, which are configured in the chapters of this thesis: 1) an integrative review on genus; 2) the phytochemical study and antifungal potential in silico and in vitro; and 3) a study of the application of the response surface methodology in the fractionation of the hexane fraction by CC and HPLC-DAD, in addition to the evaluation of the genotoxic potential of the hydromethanolic extract and hexane fraction by the Allium cepa protocol. The integrative review revealed that the species B. brevifolia, B. floribunda and B. laurifolia were studied from an ethnobotanical point of view, only the extracts and substances of B. floribunda were submitted to some biological assay, while phytochemical studies were carried out with B. brevifolia (where xanthones and fatty acids were identified), and B. floribunda (where xanthones, saponins and a flavonoid were identified). In the phytochemical study of the organic fractions of the leaf extract, from the hexane fraction of B. brevifolia, the methyl esters of the fatty acids were identified: palmitic, margaric, linolelaidic, oleic, stearic, dihomo-g-linolenic and arachidic acid. From the chloroform fraction, the xanthone identified as 1-hydroxy-3,7-dimethoxyxanthone, hitherto unpublished in the genus, was isolated. The hydromethanolic extract was tested for its in vitro antifungal potential against fungal strains from clinical samples resistant to azoles, and it was shown to be active against yeast, filamentous and dermatophyte fungi. In the in silico study, xanthone and fatty acids demonstrated pharmacokinetic potential for the development of phytopharmaceuticals and semi-synthetic analogues with antifungal action. In the study on the application of the response surface methodology, as a chemometric tool, an optimized mobile phase was obtained for the fractionation of the hexane fraction, allowing its semi-purification and subsequent separation of substances by semi-preparative HPLC-DAD. This strategy allowed the isolation of terpenes identified for the first time in the genus: oleanolic acid and ursolic acid, in addition to an unprecedented one, 3β,26,27-trihydroxyolean-12-en-23,28-dioic acid. In the evaluation of the genotoxicity, no abnormalities were observed, indicating that, according to the protocol used, the hydromethanolic extract and the hexane fraction do not present genotoxicity against the A. cepa species.
publishDate 2023
dc.date.accessioned.fl_str_mv 2023-09-25T17:25:38Z
dc.date.issued.fl_str_mv 2023-07-27
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 Barreto, Rubens Santos. Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia, 2023, 102f., Tese, Doutorado Acadêmico em Recursos Genéticos Vegetais, Universidade Estadual de Feira de Santana, Feira de Santana.
dc.identifier.uri.fl_str_mv http://tede2.uefs.br:8080/handle/tede/1547
identifier_str_mv Barreto, Rubens Santos. Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia, 2023, 102f., Tese, Doutorado Acadêmico em Recursos Genéticos Vegetais, Universidade Estadual de Feira de Santana, Feira de Santana.
url http://tede2.uefs.br:8080/handle/tede/1547
dc.language.iso.fl_str_mv por
language por
dc.relation.program.fl_str_mv 2074743607827725103
dc.relation.confidence.fl_str_mv 600
600
600
600
dc.relation.department.fl_str_mv -6971480722008537872
dc.relation.cnpq.fl_str_mv -1634559385931244697
dc.relation.sponsorship.fl_str_mv 2075167498588264571
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 Estadual de Feira de Santana
dc.publisher.program.fl_str_mv Doutorado Acadêmico em Recursos Genéticos Vegetais
dc.publisher.initials.fl_str_mv UEFS
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv DEPARTAMENTO DE CIÊNCIAS BIOLÓGICAS
publisher.none.fl_str_mv Universidade Estadual de Feira de Santana
dc.source.none.fl_str_mv reponame:Biblioteca Digital de Teses e Dissertações da UEFS
instname:Universidade Estadual de Feira de Santana (UEFS)
instacron:UEFS
instname_str Universidade Estadual de Feira de Santana (UEFS)
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