Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)

Detalhes bibliográficos
Autor(a) principal: Pereira, Helimarcos Nunes
Data de Publicação: 2017
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UEPB
Texto Completo: http://tede.bc.uepb.edu.br/jspui/handle/tede/4499
Resumo: The present work describes the first phytochemical studies, biological evaluation and physical-chemical characterization of Apodanthera congestiflora Cogn roots. This cucurbitacea popularly known as ―cabeça de negro‖ is cited in ethnobotanical studies for its analgesic, anti-inflammatory, depurative, antiparasitic and antimicrobial activities. The preparation of an aqueous extract by decoction (EAN-Ac) and others by accelerated extraction with the solvents hexane, acetate and ethanol (FH-Ac, FA-Ac, FE-Ac) was carried out. The vegetal drug (DV-Ac) and EAN-Ac were submitted to quality control through traditional pharmacopoeial methods and instrumental techniques. Both were within the parameters recommended by the official compendia. The extracts underwent a preliminary phytochemical evaluation, demonstrating the presence of saponins, polysaccharides and alkaloids. Specifically, EAN-Ac and FA-Ac presented quantification of polyphenols, flavonoids and tannins. In the evaluation of the biological activity and phytochemical prospecting the bioguided study model was followed, guided by the anti-inflammatory activity. EAN-AC-Ac and FA-Ac exhibited anti-inflammatory activity. The latter also presented antimicrobial activity against strains of S. aureus and C. albicans and presented a considerable toxicological potential. The FA-Ac was selected and isolated (through chromatographic techniques) and identified by spectroscopic techniques (IV, 1H and 13C) 2 esterified phenolic acids, 2- propenoic acid ferulate, 3- (4- hydroxy-3-methoxyphenyl) decyl ester (Ac-1) and p cinnamate 2-propenoic acid, 3- (4-hydroxyphenyl) decyl ester (Ac-2). In addition to the latter, 3 glycosylated triterpenoids of the norcucurbitacin class were purified: 29-nor 1,2,3,4,5,10-dehydro-25-O-acetyl-2-O-β-D-glucopyranosyl-3 , 16α, 20 (R) -trihydroxy 11,22-dioxocurbite-6.23, diene (Ac-3), known as Cayaponoside A; (R) -trihydroxy 11,22-dihydro-25-O-acetyl-2-O-β-D-glucopyranosyl-3,16α, 20β- (Ac-4), known as Fevicordine A and 19-norcolesta-1,3,5,10-6-tetraene-11,22-dione, 2- (β-D glucopyranosyl) -6- 3, 16, 20,25-tetrahydroxy-4,9,14-trimethyl- (9β, 16α), known as Cayaponoside C. The phenolic esters isolated in the present study are already widely known in the literature, but the triterpenes obtained belong to a class with few studies described and, in general, the isolation of these chemical compounds is pioneer in the mentioned species. In addition, the EAN-AC-Ac, obtained by decoction, did not present evidence of toxicity, inferring that A. congestiflora is safe for use by the population in the form of decoction, but with the proper criterion, since it presents in its constitution active principles potentially toxic.
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spelling Alves, Harley da SilvaTôrres, Maria da Conceição de MenezesPortela, Alyne da SilvaPereira, Helimarcos Nunes2023-03-31T23:15:20Z2017-09-06PEREIRA, Helimarcos Nunes. Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae). 2017. 146f. Dissertação (Programa de Pós-Graduação em Ciências Farmacêuticas - PPGCF) - Universidade Estadual da Paraíba, Campina Grande, 2022.http://tede.bc.uepb.edu.br/jspui/handle/tede/4499The present work describes the first phytochemical studies, biological evaluation and physical-chemical characterization of Apodanthera congestiflora Cogn roots. This cucurbitacea popularly known as ―cabeça de negro‖ is cited in ethnobotanical studies for its analgesic, anti-inflammatory, depurative, antiparasitic and antimicrobial activities. The preparation of an aqueous extract by decoction (EAN-Ac) and others by accelerated extraction with the solvents hexane, acetate and ethanol (FH-Ac, FA-Ac, FE-Ac) was carried out. The vegetal drug (DV-Ac) and EAN-Ac were submitted to quality control through traditional pharmacopoeial methods and instrumental techniques. Both were within the parameters recommended by the official compendia. The extracts underwent a preliminary phytochemical evaluation, demonstrating the presence of saponins, polysaccharides and alkaloids. Specifically, EAN-Ac and FA-Ac presented quantification of polyphenols, flavonoids and tannins. In the evaluation of the biological activity and phytochemical prospecting the bioguided study model was followed, guided by the anti-inflammatory activity. EAN-AC-Ac and FA-Ac exhibited anti-inflammatory activity. The latter also presented antimicrobial activity against strains of S. aureus and C. albicans and presented a considerable toxicological potential. The FA-Ac was selected and isolated (through chromatographic techniques) and identified by spectroscopic techniques (IV, 1H and 13C) 2 esterified phenolic acids, 2- propenoic acid ferulate, 3- (4- hydroxy-3-methoxyphenyl) decyl ester (Ac-1) and p cinnamate 2-propenoic acid, 3- (4-hydroxyphenyl) decyl ester (Ac-2). In addition to the latter, 3 glycosylated triterpenoids of the norcucurbitacin class were purified: 29-nor 1,2,3,4,5,10-dehydro-25-O-acetyl-2-O-β-D-glucopyranosyl-3 , 16α, 20 (R) -trihydroxy 11,22-dioxocurbite-6.23, diene (Ac-3), known as Cayaponoside A; (R) -trihydroxy 11,22-dihydro-25-O-acetyl-2-O-β-D-glucopyranosyl-3,16α, 20β- (Ac-4), known as Fevicordine A and 19-norcolesta-1,3,5,10-6-tetraene-11,22-dione, 2- (β-D glucopyranosyl) -6- 3, 16, 20,25-tetrahydroxy-4,9,14-trimethyl- (9β, 16α), known as Cayaponoside C. The phenolic esters isolated in the present study are already widely known in the literature, but the triterpenes obtained belong to a class with few studies described and, in general, the isolation of these chemical compounds is pioneer in the mentioned species. In addition, the EAN-AC-Ac, obtained by decoction, did not present evidence of toxicity, inferring that A. congestiflora is safe for use by the population in the form of decoction, but with the proper criterion, since it presents in its constitution active principles potentially toxic.O presente trabalho descreve os primeiros estudos fitoquímicos, avaliação biológica e caracterização físico-química das raízes da Apodanthera congestiflora Cogn. Essa cucurbitácea conhecida popularmente como cabeça de negro é citada em estudos etnobotânicos pelas suas atividades analgésica, anti-inflamatória, depurativa, antiparasitária e antimicrobiana. Foi realizada a preparação de um extrato aquoso por decocção (EAN-Ac) e outros por extração acelerada com os solventes hexano, acetato e etanol (FH-Ac, FA-Ac, FE-Ac). A droga vegetal (DV-Ac) e o EAN-Ac foram submetidos ao controle de qualidade através de métodos farmacopeicos tradicionais e por técnicas instrumentais. Ambos se mostraram dentro dos parâmetros preconizados pelos compêndios oficiais. Os extratos passaram por uma avaliação fitoquímica preliminar, demonstrando a presença de saponinas, polissacarídeos e alcaloides e, especificamente, o EAN-Ac e o FA-Ac apresentaram na quantificação teores significativos de polifenóis, flavonoides e taninos. Na avaliação da atividade biológica e prospecção fitoquímica foi seguido o modelo de estudo bioguiado, norteado pela atividade anti-inflamatória. O EAN-AC-Ac e o FA-Ac exibiram atividade anti inflamatória. Esse último também apresentou atividade antimicrobiana frente às cepas de S. aureus e C. albicans e apresentou um potencial toxicológico considerável. Diante disso, o FA-Ac foi selecionado e dele foram isolados (através de técnicas cromatográficas) e identificados através de técnicas espectroscópicas (IV, RMN 1H e 13C) 2 ácidos fenólicos esterificados, o ferulato 2-ácido propenóico, 3-(4-hidroxi-3- metoxifenil) decil éster (Ac-1) e o p-cinamato 2-ácido propenóico, 3-(4-hidroxifenil)- decil éster (Ac-2). Além desses últimos, foram purificados 3 triterpenoides glicosilados da classe das norcucurbitacinas: o 29-nor-1, 2, 3, 4, 5,10- dehidro-25- O- acetil- 2- O- β D- glicopiranosil-3,16 α, 20 (R)- trihidroxi-11,22-dioxocurbita- 6,23, dieno (Ac-3), conhecido como Cayaponosídeo A; o 29-nor-1, 2, 3, 4, 5,10-dehidro-25-O- acetil-2-O β-D-glicopiranosil-3,16 α, 20 (R)-trihidroxi-11, 22-dioxocurbita- 6- eno (Ac-4), conhecido como Fevicordina A e o 19-norcolesta-1, 3, 5, 10-6-tetraeno-11,22-diona, 2- (β-D-glicopiranosil)-3, 16, 20,25-tetrahidroxi-4, 9,14-trimetil-(9 β, 16 α), conhecido por Cayaponosídeo C. Os ésteres fenólicos isolados no presente estudo já são conhecidos amplamente na literatura, mas os triterpenos obtidos pertencem a uma classe com poucos estudos descritos e, de forma geral, o isolamento desses compostos químicos é pioneiro na referida espécie. Além disso, o EAN-AC-Ac, obtido por decocção, não apresentou evidências de toxicidade, inferindo que A. congestiflora é segura para o uso pela população na forma de decocto, mas com o devido critério, pois apresenta em sua constituição princípios ativos potencialmente tóxicos.Submitted by Jean Medeiros (jeanletras@uepb.edu.br) on 2022-11-23T14:41:24Z No. of bitstreams: 1 DS - Helimarcos Nunes Pereira.pdf: 7468189 bytes, checksum: 8f840db1ff834304bbbd1a07ddfffbf6 (MD5)Approved for entry into archive by Jean Medeiros (jeanletras@uepb.edu.br) on 2022-11-30T16:13:05Z (GMT) No. of bitstreams: 1 DS - Helimarcos Nunes Pereira.pdf: 7468189 bytes, checksum: 8f840db1ff834304bbbd1a07ddfffbf6 (MD5)Made available in DSpace on 2023-03-31T23:15:20Z (GMT). No. of bitstreams: 1 DS - Helimarcos Nunes Pereira.pdf: 7468189 bytes, checksum: 8f840db1ff834304bbbd1a07ddfffbf6 (MD5) Previous issue date: 2017-09-06Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfporUniversidade Estadual da ParaíbaPrograma de Pós-Graduação em Ciências Farmacêuticas - PPGCFUEPBBrasilPró-Reitoria de Pós-Graduação e Pesquisa - PRPGPAtividade anti-inflmatóriaCucurbitaceaePlantas medicinaisAnti-inflammatory activityCucurbitaceaeCIENCIAS DA SAUDE::FARMACIAEstudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. 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dc.title.por.fl_str_mv Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
title Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
spellingShingle Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
Pereira, Helimarcos Nunes
Atividade anti-inflmatória
Cucurbitaceae
Plantas medicinais
Anti-inflammatory activity
Cucurbitaceae
CIENCIAS DA SAUDE::FARMACIA
title_short Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
title_full Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
title_fullStr Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
title_full_unstemmed Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
title_sort Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae)
author Pereira, Helimarcos Nunes
author_facet Pereira, Helimarcos Nunes
author_role author
dc.contributor.advisor1.fl_str_mv Alves, Harley da Silva
dc.contributor.referee1.fl_str_mv Tôrres, Maria da Conceição de Menezes
dc.contributor.referee2.fl_str_mv Portela, Alyne da Silva
dc.contributor.author.fl_str_mv Pereira, Helimarcos Nunes
contributor_str_mv Alves, Harley da Silva
Tôrres, Maria da Conceição de Menezes
Portela, Alyne da Silva
dc.subject.por.fl_str_mv Atividade anti-inflmatória
Cucurbitaceae
Plantas medicinais
topic Atividade anti-inflmatória
Cucurbitaceae
Plantas medicinais
Anti-inflammatory activity
Cucurbitaceae
CIENCIAS DA SAUDE::FARMACIA
dc.subject.eng.fl_str_mv Anti-inflammatory activity
Cucurbitaceae
dc.subject.cnpq.fl_str_mv CIENCIAS DA SAUDE::FARMACIA
description The present work describes the first phytochemical studies, biological evaluation and physical-chemical characterization of Apodanthera congestiflora Cogn roots. This cucurbitacea popularly known as ―cabeça de negro‖ is cited in ethnobotanical studies for its analgesic, anti-inflammatory, depurative, antiparasitic and antimicrobial activities. The preparation of an aqueous extract by decoction (EAN-Ac) and others by accelerated extraction with the solvents hexane, acetate and ethanol (FH-Ac, FA-Ac, FE-Ac) was carried out. The vegetal drug (DV-Ac) and EAN-Ac were submitted to quality control through traditional pharmacopoeial methods and instrumental techniques. Both were within the parameters recommended by the official compendia. The extracts underwent a preliminary phytochemical evaluation, demonstrating the presence of saponins, polysaccharides and alkaloids. Specifically, EAN-Ac and FA-Ac presented quantification of polyphenols, flavonoids and tannins. In the evaluation of the biological activity and phytochemical prospecting the bioguided study model was followed, guided by the anti-inflammatory activity. EAN-AC-Ac and FA-Ac exhibited anti-inflammatory activity. The latter also presented antimicrobial activity against strains of S. aureus and C. albicans and presented a considerable toxicological potential. The FA-Ac was selected and isolated (through chromatographic techniques) and identified by spectroscopic techniques (IV, 1H and 13C) 2 esterified phenolic acids, 2- propenoic acid ferulate, 3- (4- hydroxy-3-methoxyphenyl) decyl ester (Ac-1) and p cinnamate 2-propenoic acid, 3- (4-hydroxyphenyl) decyl ester (Ac-2). In addition to the latter, 3 glycosylated triterpenoids of the norcucurbitacin class were purified: 29-nor 1,2,3,4,5,10-dehydro-25-O-acetyl-2-O-β-D-glucopyranosyl-3 , 16α, 20 (R) -trihydroxy 11,22-dioxocurbite-6.23, diene (Ac-3), known as Cayaponoside A; (R) -trihydroxy 11,22-dihydro-25-O-acetyl-2-O-β-D-glucopyranosyl-3,16α, 20β- (Ac-4), known as Fevicordine A and 19-norcolesta-1,3,5,10-6-tetraene-11,22-dione, 2- (β-D glucopyranosyl) -6- 3, 16, 20,25-tetrahydroxy-4,9,14-trimethyl- (9β, 16α), known as Cayaponoside C. The phenolic esters isolated in the present study are already widely known in the literature, but the triterpenes obtained belong to a class with few studies described and, in general, the isolation of these chemical compounds is pioneer in the mentioned species. In addition, the EAN-AC-Ac, obtained by decoction, did not present evidence of toxicity, inferring that A. congestiflora is safe for use by the population in the form of decoction, but with the proper criterion, since it presents in its constitution active principles potentially toxic.
publishDate 2017
dc.date.issued.fl_str_mv 2017-09-06
dc.date.accessioned.fl_str_mv 2023-03-31T23:15:20Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
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status_str publishedVersion
dc.identifier.citation.fl_str_mv PEREIRA, Helimarcos Nunes. Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae). 2017. 146f. Dissertação (Programa de Pós-Graduação em Ciências Farmacêuticas - PPGCF) - Universidade Estadual da Paraíba, Campina Grande, 2022.
dc.identifier.uri.fl_str_mv http://tede.bc.uepb.edu.br/jspui/handle/tede/4499
identifier_str_mv PEREIRA, Helimarcos Nunes. Estudo fitoquímico e atividade biológica das raízes de Apodanthera congestiflora Cogn. (Cucurbitaceae). 2017. 146f. Dissertação (Programa de Pós-Graduação em Ciências Farmacêuticas - PPGCF) - Universidade Estadual da Paraíba, Campina Grande, 2022.
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dc.relation.cnpq.fl_str_mv 6997636413449754996
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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dc.publisher.none.fl_str_mv Universidade Estadual da Paraíba
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Ciências Farmacêuticas - PPGCF
dc.publisher.initials.fl_str_mv UEPB
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Pró-Reitoria de Pós-Graduação e Pesquisa - PRPGP
publisher.none.fl_str_mv Universidade Estadual da Paraíba
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6052ae61e77222b2086e666b7ae213ce
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repository.name.fl_str_mv Biblioteca Digital de Teses e Dissertações da UEPB - Universidade Estadual da Paraíba (UEPB)
repository.mail.fl_str_mv bc@uepb.edu.br||
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