Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L.
Ano de defesa: | 2017 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , , , |
Tipo de documento: | Tese |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas |
Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química
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Departamento: |
Química
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País: |
Brasil
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Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/13375 |
Resumo: | In this paper, two methods using LC-MS/MS were developed for the chemical characterization of Amazonian medicinal plants and evaluated the anticonvulsive response in vivo. An analytical method using LC-APPI-MS/MS with toluene as a dopant was developed for the determination of 12 triterpenes that demonstrated biological activity in extracts of medicinal plants. The limits of detection and quantification ranged from 0.4 to 157.9 μg L-1 and 1.3 to 526.4 μg L-1, respectively. The method was validated and applied to extracts of 7 species of medicinal plants (Mansoa alliacea, Bauhinia variegata var variegata, Bauhinia variegata var alboflava, Cecropia obtuse Trécul, Cecropia palmate Willd, Connarus perrotettii var angustifolius e Jatropha gossypiifolia L.) from the Amazon region. Ten triterpenic compounds were determined (arjunic acid, betulinic acid, ursolic acid, maslinic acid, α-amirin, β-amirin, erythrodiol, friedelin, lupeol and sitosterol) in all species studied in hydroethanolic extracts, acetate fraction and butanolic fraction. The species with the highest number of triterpenic compounds were Bauhinia variegata and Cecropia obtuse, and the species with the highest concentration of compounds was Jatropha gossypiifolia. Triterpenic markers were: α-amirin, β-amirin, lupeol, sitosterol and ursolic acid. A second analytical method was developed for the determination of prostaglandins (PGs) using LC-ESI-MS/MS. The following compounds were identified: thromboxane B2, prostaglandin E2, prostaglandin D2, 6-keto-prostaglandin F1 alpha and prostaglandin F2 alpha. The limits of detection ranged from 0.25 to 1.09μg L-1, and the limits of quantification ranged from 0.83 to 3.64μg L-1. The method was validated and applied to samples of brain tissue. Since the species Jatropha gossypiifolia presented higher concentration of terpene compounds, its anticonvulsant activity was evaluated. Male Swiss mice (25 to 30 g) were used. Animals were kindled by intraperitoneal injection with PTZ three times a week for 5 weeks. The animals that have reached the kindling criterion and non-kindling animals were then treated with hydroethanolic extract of Jatropha gossypiifolia. The neuroprotective capacity of the hydroethanolic extract of Jatropha gossypiifolia at a dose of 10mg kg-1 was observed in kindling and non-kindling mice, as it increased the latency for generalized seizures (F=4.97 e P=0.033). With the determination of prostaglandins levels brain tissues it is possible to infer that the action of the hydroethanolic extract of Jatropha gossypiifolia, reduces the levels of prostaglandins and is able to reverse the acute PTZ effect. The extract itself increases basal level of prostaglandins and this may occur due to snitrosylation/ activation of COX-2, that initiates the generation of prostaglandins. It can also be assumed that the extract potentiates the action of the enzyme isomerase towards the formation of PGD2, since this prostaglandin has an anticonvulsive activity against seizures triggered by PTZ. |
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2018-06-12T21:46:51Z2018-06-12T21:46:51Z2017-08-17http://repositorio.ufsm.br/handle/1/13375In this paper, two methods using LC-MS/MS were developed for the chemical characterization of Amazonian medicinal plants and evaluated the anticonvulsive response in vivo. An analytical method using LC-APPI-MS/MS with toluene as a dopant was developed for the determination of 12 triterpenes that demonstrated biological activity in extracts of medicinal plants. The limits of detection and quantification ranged from 0.4 to 157.9 μg L-1 and 1.3 to 526.4 μg L-1, respectively. The method was validated and applied to extracts of 7 species of medicinal plants (Mansoa alliacea, Bauhinia variegata var variegata, Bauhinia variegata var alboflava, Cecropia obtuse Trécul, Cecropia palmate Willd, Connarus perrotettii var angustifolius e Jatropha gossypiifolia L.) from the Amazon region. Ten triterpenic compounds were determined (arjunic acid, betulinic acid, ursolic acid, maslinic acid, α-amirin, β-amirin, erythrodiol, friedelin, lupeol and sitosterol) in all species studied in hydroethanolic extracts, acetate fraction and butanolic fraction. The species with the highest number of triterpenic compounds were Bauhinia variegata and Cecropia obtuse, and the species with the highest concentration of compounds was Jatropha gossypiifolia. Triterpenic markers were: α-amirin, β-amirin, lupeol, sitosterol and ursolic acid. A second analytical method was developed for the determination of prostaglandins (PGs) using LC-ESI-MS/MS. The following compounds were identified: thromboxane B2, prostaglandin E2, prostaglandin D2, 6-keto-prostaglandin F1 alpha and prostaglandin F2 alpha. The limits of detection ranged from 0.25 to 1.09μg L-1, and the limits of quantification ranged from 0.83 to 3.64μg L-1. The method was validated and applied to samples of brain tissue. Since the species Jatropha gossypiifolia presented higher concentration of terpene compounds, its anticonvulsant activity was evaluated. Male Swiss mice (25 to 30 g) were used. Animals were kindled by intraperitoneal injection with PTZ three times a week for 5 weeks. The animals that have reached the kindling criterion and non-kindling animals were then treated with hydroethanolic extract of Jatropha gossypiifolia. The neuroprotective capacity of the hydroethanolic extract of Jatropha gossypiifolia at a dose of 10mg kg-1 was observed in kindling and non-kindling mice, as it increased the latency for generalized seizures (F=4.97 e P=0.033). With the determination of prostaglandins levels brain tissues it is possible to infer that the action of the hydroethanolic extract of Jatropha gossypiifolia, reduces the levels of prostaglandins and is able to reverse the acute PTZ effect. The extract itself increases basal level of prostaglandins and this may occur due to snitrosylation/ activation of COX-2, that initiates the generation of prostaglandins. It can also be assumed that the extract potentiates the action of the enzyme isomerase towards the formation of PGD2, since this prostaglandin has an anticonvulsive activity against seizures triggered by PTZ.Neste trabalho dois métodos utilizando LC-MS/MS foram desenvolvidos para a caracterização química de plantas medicinais da Amazônia sendo avaliada também a resposta in vivo. Um método analítico utilizando LC-APPI-MS/MS com tolueno como dopante foi desenvolvido para a determinação de 12 triterpenos que demonstraram atividade biológica em extratos de plantas medicinais. Os limites de detecção e quantificação variaram de 0,4 a 157,9 μg L-1 e 1,3 a 526,4 μg L-1, respectivamente. O método foi validado e aplicado a extratos de 7 espécies de plantas medicinais (Mansoa alliacea, Bauhinia variegata var variegata, Bauhinia variegata var alboflava, Cecropia obtusa Trécul, Cecropia palmata Willd, Connarus perrotettii var angustifolius e Jatropha gossypiifolia L.) da região amazônica. Foram determinados 10 compostos triterpênicos (ácido arjúnico, ácido betulínico, ácido ursólico, ácido maslínico, α- amirina, β-amirina, eritrodiol, friedelina, lupeol e sitosterol) em todas as espécies estudadas nos extratos hidroetanólicos, fração acetato e fração butanol. As espécies que apresentaram maior número de compostos triterpênicos foram a Bauhinia variegata e Cecropia obtusa e a espécie que apresentou maior concentração de compostos foi a Jatropha gossypiifolia. Os marcadores triterpênicos foram: α-amirina, β-amirina, lupeol, sitosterol e ácido ursólico. Um segundo método analítico foi desenvolvido para a determinação de prostaglandinas (PGs) utilizando LCESI- MS/MS. Foram identificados os seguintes compostos: tromboxano B2, prostaglandina E2, prostaglandina D2, 6-ceto-prostaglandina F1 alfa e prostaglandina F2 alfa. Os limites de detecção variaram de 0,25 a 1,09 μg L-1 e os limites de quantificação variaram de 0,83 a 3,64 μg L-1. Como a espécie Jatropha gossypiifolia apresentou maior concentração de compostos terpênicos, avaliou-se sua atividade anticonvulsivante em camundongos. Foram utilizados camundongos machos da raça Swiss (25 a 30g). Os animais foram abrasados através da injeção via intraperitoneal com PTZ três vezes por semana durante 5 semanas. Os animais que atingiram o critério de abrasamento e os animais não abrasados foram então tratados com o extrato hidroetanólico da Jatropha gossypiifolia. Observou-se capacidade neuroprotetora do extrato na dose de 10mg kg-1 em animais não-abrasados e abrasados, uma vez que este aumentou o tempo de latência para crises generalizadas (F=4,97 e P=0,033). A partir da determinação dos teores de prostaglandinas nos tecidos cerebrais dos animais estudados podese inferir que a ação do extrato hidroetanólico da Jatropha gossypiifolia, reduz de um modo geral os teores de prostaglandinas e é capaz de reverter o efeito agudo PTZ. O extrato por si só aumenta o teor basal de prostaglandinas, o que pode ocorrer devido a nitrozilação/ativação da COX-2 que desencadeia a formação de prostaglandinas. Pode-se supor também que o extrato potencializa a ação da enzima isomerase no sentido da formação de PGD2, a qual tem ação anticonvulsivante frente a crises desencadeadas por PTZ.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESporUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessLC-MS/MSTriterpenosMarcadores químicosPlantas medicinaisProstaglandinasTecidos cerebraisEfeitos anticonvulsivantes e abrasamentoLC-MS/MSTriterpenesChemical markersMedicinal plantsProstaglandinsBrain tissuesAnticonvulsant effects and kindlingCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICACaracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L.Chemical characterization of medicinal plants extracts by LCMS/ MS and in vivo response of the anticonvulsivant activity of Jatropha gossypiifolia L.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisCarvalho, Leandro Machado dehttp://lattes.cnpq.br/6652387343920028Lima, Juliane Venturahttp://lattes.cnpq.br/2685881081126266Boeck, Carina Rodrigueshttp://lattes.cnpq.br/3376750892363066Mello, Carlos Fernando dehttp://lattes.cnpq.br/3913887223894236Silva, Carine Vianahttp://lattes.cnpq.br/2004872342535591http://lattes.cnpq.br/1570268095521904Gobo, Luciana Assis1006000000006009da44f2c-6556-4846-9d66-386f290b802f9dbe88ef-1724-4500-945c-1447618a8192c809c61a-782f-41d0-ace4-aa8ed8e76d62e0fc16ed-0b7c-461b-a71f-4ad305c5ee6b7ac4d1f6-96f4-4f5e-876d-41e3bca643c2e8b5a2b6-bd46-4994-bc61-7e48d66aff90reponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALTES_PPGQUIMICA_2017_GOBO_LUCIANA.pdfTES_PPGQUIMICA_2017_GOBO_LUCIANA.pdfTese de Doutoradoapplication/pdf17348596http://repositorio.ufsm.br/bitstream/1/13375/1/TES_PPGQUIMICA_2017_GOBO_LUCIANA.pdf4e62ff11692e33db2685f64a0fbc6937MD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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dc.title.por.fl_str_mv |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. |
dc.title.alternative.eng.fl_str_mv |
Chemical characterization of medicinal plants extracts by LCMS/ MS and in vivo response of the anticonvulsivant activity of Jatropha gossypiifolia L. |
title |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. |
spellingShingle |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. Gobo, Luciana Assis LC-MS/MS Triterpenos Marcadores químicos Plantas medicinais Prostaglandinas Tecidos cerebrais Efeitos anticonvulsivantes e abrasamento LC-MS/MS Triterpenes Chemical markers Medicinal plants Prostaglandins Brain tissues Anticonvulsant effects and kindling CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. |
title_full |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. |
title_fullStr |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. |
title_full_unstemmed |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. |
title_sort |
Caracterização química de extratos de plantas medicinais por LC-MS/MS e resposta in vivo da atividade anticonvulsivante da Jatropha gossypiifolia L. |
author |
Gobo, Luciana Assis |
author_facet |
Gobo, Luciana Assis |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Carvalho, Leandro Machado de |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/6652387343920028 |
dc.contributor.referee1.fl_str_mv |
Lima, Juliane Ventura |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/2685881081126266 |
dc.contributor.referee2.fl_str_mv |
Boeck, Carina Rodrigues |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/3376750892363066 |
dc.contributor.referee3.fl_str_mv |
Mello, Carlos Fernando de |
dc.contributor.referee3Lattes.fl_str_mv |
http://lattes.cnpq.br/3913887223894236 |
dc.contributor.referee4.fl_str_mv |
Silva, Carine Viana |
dc.contributor.referee4Lattes.fl_str_mv |
http://lattes.cnpq.br/2004872342535591 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/1570268095521904 |
dc.contributor.author.fl_str_mv |
Gobo, Luciana Assis |
contributor_str_mv |
Carvalho, Leandro Machado de Lima, Juliane Ventura Boeck, Carina Rodrigues Mello, Carlos Fernando de Silva, Carine Viana |
dc.subject.por.fl_str_mv |
LC-MS/MS Triterpenos Marcadores químicos Plantas medicinais Prostaglandinas Tecidos cerebrais Efeitos anticonvulsivantes e abrasamento |
topic |
LC-MS/MS Triterpenos Marcadores químicos Plantas medicinais Prostaglandinas Tecidos cerebrais Efeitos anticonvulsivantes e abrasamento LC-MS/MS Triterpenes Chemical markers Medicinal plants Prostaglandins Brain tissues Anticonvulsant effects and kindling CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
LC-MS/MS Triterpenes Chemical markers Medicinal plants Prostaglandins Brain tissues Anticonvulsant effects and kindling |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
In this paper, two methods using LC-MS/MS were developed for the chemical characterization of Amazonian medicinal plants and evaluated the anticonvulsive response in vivo. An analytical method using LC-APPI-MS/MS with toluene as a dopant was developed for the determination of 12 triterpenes that demonstrated biological activity in extracts of medicinal plants. The limits of detection and quantification ranged from 0.4 to 157.9 μg L-1 and 1.3 to 526.4 μg L-1, respectively. The method was validated and applied to extracts of 7 species of medicinal plants (Mansoa alliacea, Bauhinia variegata var variegata, Bauhinia variegata var alboflava, Cecropia obtuse Trécul, Cecropia palmate Willd, Connarus perrotettii var angustifolius e Jatropha gossypiifolia L.) from the Amazon region. Ten triterpenic compounds were determined (arjunic acid, betulinic acid, ursolic acid, maslinic acid, α-amirin, β-amirin, erythrodiol, friedelin, lupeol and sitosterol) in all species studied in hydroethanolic extracts, acetate fraction and butanolic fraction. The species with the highest number of triterpenic compounds were Bauhinia variegata and Cecropia obtuse, and the species with the highest concentration of compounds was Jatropha gossypiifolia. Triterpenic markers were: α-amirin, β-amirin, lupeol, sitosterol and ursolic acid. A second analytical method was developed for the determination of prostaglandins (PGs) using LC-ESI-MS/MS. The following compounds were identified: thromboxane B2, prostaglandin E2, prostaglandin D2, 6-keto-prostaglandin F1 alpha and prostaglandin F2 alpha. The limits of detection ranged from 0.25 to 1.09μg L-1, and the limits of quantification ranged from 0.83 to 3.64μg L-1. The method was validated and applied to samples of brain tissue. Since the species Jatropha gossypiifolia presented higher concentration of terpene compounds, its anticonvulsant activity was evaluated. Male Swiss mice (25 to 30 g) were used. Animals were kindled by intraperitoneal injection with PTZ three times a week for 5 weeks. The animals that have reached the kindling criterion and non-kindling animals were then treated with hydroethanolic extract of Jatropha gossypiifolia. The neuroprotective capacity of the hydroethanolic extract of Jatropha gossypiifolia at a dose of 10mg kg-1 was observed in kindling and non-kindling mice, as it increased the latency for generalized seizures (F=4.97 e P=0.033). With the determination of prostaglandins levels brain tissues it is possible to infer that the action of the hydroethanolic extract of Jatropha gossypiifolia, reduces the levels of prostaglandins and is able to reverse the acute PTZ effect. The extract itself increases basal level of prostaglandins and this may occur due to snitrosylation/ activation of COX-2, that initiates the generation of prostaglandins. It can also be assumed that the extract potentiates the action of the enzyme isomerase towards the formation of PGD2, since this prostaglandin has an anticonvulsive activity against seizures triggered by PTZ. |
publishDate |
2017 |
dc.date.issued.fl_str_mv |
2017-08-17 |
dc.date.accessioned.fl_str_mv |
2018-06-12T21:46:51Z |
dc.date.available.fl_str_mv |
2018-06-12T21:46:51Z |
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.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/13375 |
url |
http://repositorio.ufsm.br/handle/1/13375 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.cnpq.fl_str_mv |
100600000000 |
dc.relation.confidence.fl_str_mv |
600 |
dc.relation.authority.fl_str_mv |
9da44f2c-6556-4846-9d66-386f290b802f 9dbe88ef-1724-4500-945c-1447618a8192 c809c61a-782f-41d0-ace4-aa8ed8e76d62 e0fc16ed-0b7c-461b-a71f-4ad305c5ee6b 7ac4d1f6-96f4-4f5e-876d-41e3bca643c2 e8b5a2b6-bd46-4994-bc61-7e48d66aff90 |
dc.rights.driver.fl_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química |
dc.publisher.initials.fl_str_mv |
UFSM |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Química |
publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
dc.source.none.fl_str_mv |
reponame:Biblioteca Digital de Teses e Dissertações do UFSM instname:Universidade Federal de Santa Maria (UFSM) instacron:UFSM |
instname_str |
Universidade Federal de Santa Maria (UFSM) |
instacron_str |
UFSM |
institution |
UFSM |
reponame_str |
Biblioteca Digital de Teses e Dissertações do UFSM |
collection |
Biblioteca Digital de Teses e Dissertações do UFSM |
bitstream.url.fl_str_mv |
http://repositorio.ufsm.br/bitstream/1/13375/1/TES_PPGQUIMICA_2017_GOBO_LUCIANA.pdf http://repositorio.ufsm.br/bitstream/1/13375/2/license_rdf http://repositorio.ufsm.br/bitstream/1/13375/3/license.txt http://repositorio.ufsm.br/bitstream/1/13375/4/TES_PPGQUIMICA_2017_GOBO_LUCIANA.pdf.txt http://repositorio.ufsm.br/bitstream/1/13375/5/TES_PPGQUIMICA_2017_GOBO_LUCIANA.pdf.jpg |
bitstream.checksum.fl_str_mv |
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bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 MD5 MD5 |
repository.name.fl_str_mv |
Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM) |
repository.mail.fl_str_mv |
atendimento.sib@ufsm.br||tedebc@gmail.com |
_version_ |
1793240177153409024 |