Estudo fitoquímico e avaliação da atividade biológica in silico e in vitro de Bredemeyera brevifolia
| Ano de defesa: | 2023 |
|---|---|
| Autor(a) principal: | |
| Orientador(a): | |
| Banca de defesa: | |
| 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 From the chloroform fraction, the xanthone identified as 1-hydroxy-3,7-dimethoxyxanthone, hitherto unpublished in the genus, was isolated.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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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 |
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Universidade Estadual de Feira de Santana |
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Doutorado Acadêmico em Recursos Genéticos Vegetais |
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UEFS |
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Brasil |
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DEPARTAMENTO DE CIÊNCIAS BIOLÓGICAS |
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Universidade Estadual de Feira de Santana |
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UEFS |
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UEFS |
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Biblioteca Digital de Teses e Dissertações da UEFS |
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Biblioteca Digital de Teses e Dissertações da UEFS |
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