Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas

Detalhes bibliográficos
Ano de defesa: 2016
Autor(a) principal: Cunha, Sabrina Bassaldua da lattes
Orientador(a): Morel, Ademir Farias lattes
Banca de defesa: Mostardeiro, Marco Aurelio lattes, Maldaner, Graciela lattes
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Santa Maria
Programa de Pós-Graduação: Programa de Pós-Graduação em Química
Departamento: Química
País: BR
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.ufsm.br/handle/1/10622
Resumo: Luehea divaricata, known as açoita-cavalo , is a Brazilian native species and has few reported in the literature. Phytochemical investigation of the methanolic crude extract and its fractions (acid ethereal, basic ethereal, basic ethyl acetate, neutral dichloromethane, neutral ethyl acetate and neutral hexane) from stem bark of L. divaricata (Malvaceae) resulted in the isolation of seven compounds: bis (2-ethyl-heptyl) ftalate (26), one triterpene friedelin (28), mixture of the terpenes α- (27) and β-amyrin (1), two steroids β-sitosterol (29) and glycosyl β-sisotsterol (14), and two flavonoids known as catechin (22) and epicatechin (8), which are diasteroisomers, respectively. The compound friedelin (28), isolated from ethereal acid fraction, was identified for first time in genus Luehea. The structures of the isolated metabolites were elucidated by 1H and 13C NMR in one- and two-dimensional analysis, by X-ray diffraction, melting point, beyond comparison with standard samples where possible and data available from literature. The extract, fractions and isolated compounds were tested for their antimicrobial activity and antioxidant capacity. Crude methanolic extract, fractions and isolated compounds from acid-base fractionation showed effective antibacterial (Gram-positive and Gram-negative) and antifungal activities for the strains tested. Basic and neutral ethyl acetate fractions showed good antioxidant potential when tested against their capacity. Thus, the study of phytochemical and pharmacological activities of the identified compounds from stem bark of L. divaricata expands knowledge alluding to chemotaxonomy and justifies its use in ethnopharmacology because, to date, only studies with other aerial parts were performed.
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spelling 2017-05-252017-05-252016-06-24CUNHA, Sabrina Bassaldua da. Investigation of chemical components from stem bark of Luehea divaricata martius (malvaceae) and its potential biological activities. 2016. 161 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2016.http://repositorio.ufsm.br/handle/1/10622Luehea divaricata, known as açoita-cavalo , is a Brazilian native species and has few reported in the literature. Phytochemical investigation of the methanolic crude extract and its fractions (acid ethereal, basic ethereal, basic ethyl acetate, neutral dichloromethane, neutral ethyl acetate and neutral hexane) from stem bark of L. divaricata (Malvaceae) resulted in the isolation of seven compounds: bis (2-ethyl-heptyl) ftalate (26), one triterpene friedelin (28), mixture of the terpenes α- (27) and β-amyrin (1), two steroids β-sitosterol (29) and glycosyl β-sisotsterol (14), and two flavonoids known as catechin (22) and epicatechin (8), which are diasteroisomers, respectively. The compound friedelin (28), isolated from ethereal acid fraction, was identified for first time in genus Luehea. The structures of the isolated metabolites were elucidated by 1H and 13C NMR in one- and two-dimensional analysis, by X-ray diffraction, melting point, beyond comparison with standard samples where possible and data available from literature. The extract, fractions and isolated compounds were tested for their antimicrobial activity and antioxidant capacity. Crude methanolic extract, fractions and isolated compounds from acid-base fractionation showed effective antibacterial (Gram-positive and Gram-negative) and antifungal activities for the strains tested. Basic and neutral ethyl acetate fractions showed good antioxidant potential when tested against their capacity. Thus, the study of phytochemical and pharmacological activities of the identified compounds from stem bark of L. divaricata expands knowledge alluding to chemotaxonomy and justifies its use in ethnopharmacology because, to date, only studies with other aerial parts were performed.Luehea divaricata, conhecida como açoita-cavalo, é uma espécie nativa brasileira e com poucos relatos na literatura. A investigação fitoquímica do extrato bruto metanólico e de suas frações (etérea ácida, etérea básica, acetato de etila básica, diclorometano neutra, acetato de etila neutra e hexânica neutra) das cascas do caule de L. divaricata (Malvaceae) resultou no isolamento de sete compostos: Ftalato de bis (2-etil-heptila) (26), triterpeno friedelina (28), mistura triterpênica de α- (27) e β-amirina (1), dois esteroides β-sitosterol (29) e β-sisotsterol glicosilado (14), além de dois flavonoides conhecidos como Catequina (22) e epicatequina (8), estes sendo diasteroisômeros, respectivamente. O composto friedelina (28) isolado da fração etérea acida, foi identificado pela primeira vez no gênero Luehea. As estruturas dos metabólitos isolados foram elucidadas através de RMN 1H e 13C, uni e bidimensionais, por análise de difração de raio-X, ponto de fusão além de comparação com amostra padrão quando existente e dados disponíveis na literatura. O extrato, as frações e os compostos isolados foram testados quanto à sua atividade antimicrobiana e a sua capacidade antioxidante. Extrato bruto metanólico, suas frações e compostos isolados obtidos no fracionamento ácido-base apresentaram atividade antibacteriana (Gram-positivas e Gram-negativas) e antifúngica efetivas, para as cepas testadas. As frações acetato de etila básico e acetato de etila neutro quando testadas frente a sua capacidade antioxidante apresentaram um bom potencial. Dessa forma, o estudo fitoquímico e das atividades farmacológicas dos compostos identificados da casca do caule de L. divaricata amplia os conhecimentos alusivos à quimiotaxonomia, bem como justifica seu uso na etnofarmacologia pois, até o momento, apenas estudos com outras partes aéreas foram realizados.application/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaCatequinaTriterpenoEsteroideAntioxidanteAntimicrobianoCatechinsTriterpeneSteroidAntioxidantAntimicrobialCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICAInvestigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicasInvestigation of chemical components from stem bark of Luehea divaricata martius (malvaceae) and its potential biological activitiesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisMorel, Ademir Fariashttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783930A8Mostardeiro, Marco Aureliohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4785681E6Maldaner, Gracielahttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4706171T4http://lattes.cnpq.br/0418913324318445Cunha, Sabrina Bassaldua da1006000000004005003005005008c99befa-f1b3-4afb-98b8-7fab46c3d49366b13ae1-3591-41b0-87ff-c441858341586190e59b-afb1-46bf-8172-0091c1964025b662adc2-b8c5-40f5-9505-a588671e05dbinfo:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALCUNHA, SABRINA BASSALDUA DA.pdfapplication/pdf4447896http://repositorio.ufsm.br/bitstream/1/10622/1/CUNHA%2c%20SABRINA%20BASSALDUA%20DA.pdf0f0d7183c686c250416cdd5a9da965a1MD51TEXTCUNHA, SABRINA BASSALDUA DA.pdf.txtCUNHA, SABRINA BASSALDUA DA.pdf.txtExtracted texttext/plain301733http://repositorio.ufsm.br/bitstream/1/10622/2/CUNHA%2c%20SABRINA%20BASSALDUA%20DA.pdf.txtae8fdeac485f967c8a734c9affe68900MD52THUMBNAILCUNHA, SABRINA BASSALDUA DA.pdf.jpgCUNHA, SABRINA BASSALDUA DA.pdf.jpgIM Thumbnailimage/jpeg4497http://repositorio.ufsm.br/bitstream/1/10622/3/CUNHA%2c%20SABRINA%20BASSALDUA%20DA.pdf.jpgba2a0e9ba1617a4a89b8d0a859758316MD531/106222017-07-25 12:05:12.892oai:repositorio.ufsm.br:1/10622Repositório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132017-07-25T15:05:12Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
dc.title.alternative.eng.fl_str_mv Investigation of chemical components from stem bark of Luehea divaricata martius (malvaceae) and its potential biological activities
title Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
spellingShingle Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
Cunha, Sabrina Bassaldua da
Catequina
Triterpeno
Esteroide
Antioxidante
Antimicrobiano
Catechins
Triterpene
Steroid
Antioxidant
Antimicrobial
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
title_full Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
title_fullStr Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
title_full_unstemmed Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
title_sort Investigação de componentes químicos da casca do caule de Luehea divaricata martius (malvaceae) e suas potenciais atividades biológicas
author Cunha, Sabrina Bassaldua da
author_facet Cunha, Sabrina Bassaldua da
author_role author
dc.contributor.advisor1.fl_str_mv Morel, Ademir Farias
dc.contributor.advisor1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783930A8
dc.contributor.referee1.fl_str_mv Mostardeiro, Marco Aurelio
dc.contributor.referee1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4785681E6
dc.contributor.referee2.fl_str_mv Maldaner, Graciela
dc.contributor.referee2Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4706171T4
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/0418913324318445
dc.contributor.author.fl_str_mv Cunha, Sabrina Bassaldua da
contributor_str_mv Morel, Ademir Farias
Mostardeiro, Marco Aurelio
Maldaner, Graciela
dc.subject.por.fl_str_mv Catequina
Triterpeno
Esteroide
Antioxidante
Antimicrobiano
topic Catequina
Triterpeno
Esteroide
Antioxidante
Antimicrobiano
Catechins
Triterpene
Steroid
Antioxidant
Antimicrobial
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Catechins
Triterpene
Steroid
Antioxidant
Antimicrobial
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description Luehea divaricata, known as açoita-cavalo , is a Brazilian native species and has few reported in the literature. Phytochemical investigation of the methanolic crude extract and its fractions (acid ethereal, basic ethereal, basic ethyl acetate, neutral dichloromethane, neutral ethyl acetate and neutral hexane) from stem bark of L. divaricata (Malvaceae) resulted in the isolation of seven compounds: bis (2-ethyl-heptyl) ftalate (26), one triterpene friedelin (28), mixture of the terpenes α- (27) and β-amyrin (1), two steroids β-sitosterol (29) and glycosyl β-sisotsterol (14), and two flavonoids known as catechin (22) and epicatechin (8), which are diasteroisomers, respectively. The compound friedelin (28), isolated from ethereal acid fraction, was identified for first time in genus Luehea. The structures of the isolated metabolites were elucidated by 1H and 13C NMR in one- and two-dimensional analysis, by X-ray diffraction, melting point, beyond comparison with standard samples where possible and data available from literature. The extract, fractions and isolated compounds were tested for their antimicrobial activity and antioxidant capacity. Crude methanolic extract, fractions and isolated compounds from acid-base fractionation showed effective antibacterial (Gram-positive and Gram-negative) and antifungal activities for the strains tested. Basic and neutral ethyl acetate fractions showed good antioxidant potential when tested against their capacity. Thus, the study of phytochemical and pharmacological activities of the identified compounds from stem bark of L. divaricata expands knowledge alluding to chemotaxonomy and justifies its use in ethnopharmacology because, to date, only studies with other aerial parts were performed.
publishDate 2016
dc.date.issued.fl_str_mv 2016-06-24
dc.date.accessioned.fl_str_mv 2017-05-25
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dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/10622
identifier_str_mv CUNHA, Sabrina Bassaldua da. Investigation of chemical components from stem bark of Luehea divaricata martius (malvaceae) and its potential biological activities. 2016. 161 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2016.
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