Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Repositório Institucional da UFG |
dARK ID: | ark:/38995/001300000f2wh |
Texto Completo: | http://repositorio.bc.ufg.br/tede/handle/tede/4512 |
Resumo: | Regarding that Psychotria species are described as sources of alkaloids, mainly β-carboline type with potential biological activity, this work focused on the phytochemical study of Psychotria capitata Ruiz & Pav. (Rubiaceae) leaves with widely occurrence on Cerrado Biome. The study of this specie led to the isolation and structural elucidation of the alkaloids: bufotenine and bufotenine-N-oxide and coumarin iso-scopelletin. These alkaloids were found mostly in all studied fractions. Furthermore, two alkaloids were identified in misture: 6-hydroxide-2-methyl-1,2,3,4-tetrahydro-β- carboline and 7-carboxyl-2-methyl-dihydro-β-carbolinium. Last one is novel alkaloid which however still in structural elucidation. Additionally, considering the great bioactive potential of indol alkaloids, particularly those found in Psychotria species regarding to central nervous system biological activity, we have submitted fractions and isolated compounds of P. capitata to in vitro evaluation with monoamineoxidases MAO-A and MAO-B as bio targets. These biological essays was realized in collaboration with research group of FF/UFRGS that develops studies searching for enzymatic inhibitors involved in neurodegenerative disease such as Parkinson´s disease and Alzheimer. Thus, search of compounds that interact with cholinesterase (AChE and BCHE) and monoamineoxidases (MAO-A and MAO-B) enzymes are important to the comprehension of neurochemical bases of these diseases. The alkaloidal fractions of P. capitata (10 mg/mL) showed inhibition rates between 60 and 89 %, which demonstrate the potential of these fractions. Bufotenine showed selective inhibiton (89 μM) to MAO-A, while bufotenine-Noxide didn´t showed inhibition to none of the enzymes. Therefore, this work contributes to the study of the species of Rubiaceae family, confirming the great potential of this family as source of indol alkaloids with a β- carboline nucleous, which show biological activity of great interest. |
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Kato, Luciliahttp://lattes.cnpq.br/1362891438631386Oliveira, Cecilia Maria Alves deKato, LuciliaOliveira, Cecilia Maria Alves deSeverino, Richele PriscilaSantos, Suzana da Costahttp://lattes.cnpq.br/7960380478203410Wakui, Vinícius Galvão2015-05-13T11:04:59Z2014-10-09WAKUI, V. G. Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica. 2014. 91 f. Dissertação (Mestrado em Química) - Universidade Federal de Goiás, Goiânia, 2015.http://repositorio.bc.ufg.br/tede/handle/tede/4512ark:/38995/001300000f2whRegarding that Psychotria species are described as sources of alkaloids, mainly β-carboline type with potential biological activity, this work focused on the phytochemical study of Psychotria capitata Ruiz & Pav. (Rubiaceae) leaves with widely occurrence on Cerrado Biome. The study of this specie led to the isolation and structural elucidation of the alkaloids: bufotenine and bufotenine-N-oxide and coumarin iso-scopelletin. These alkaloids were found mostly in all studied fractions. Furthermore, two alkaloids were identified in misture: 6-hydroxide-2-methyl-1,2,3,4-tetrahydro-β- carboline and 7-carboxyl-2-methyl-dihydro-β-carbolinium. Last one is novel alkaloid which however still in structural elucidation. Additionally, considering the great bioactive potential of indol alkaloids, particularly those found in Psychotria species regarding to central nervous system biological activity, we have submitted fractions and isolated compounds of P. capitata to in vitro evaluation with monoamineoxidases MAO-A and MAO-B as bio targets. These biological essays was realized in collaboration with research group of FF/UFRGS that develops studies searching for enzymatic inhibitors involved in neurodegenerative disease such as Parkinson´s disease and Alzheimer. Thus, search of compounds that interact with cholinesterase (AChE and BCHE) and monoamineoxidases (MAO-A and MAO-B) enzymes are important to the comprehension of neurochemical bases of these diseases. The alkaloidal fractions of P. capitata (10 mg/mL) showed inhibition rates between 60 and 89 %, which demonstrate the potential of these fractions. Bufotenine showed selective inhibiton (89 μM) to MAO-A, while bufotenine-Noxide didn´t showed inhibition to none of the enzymes. Therefore, this work contributes to the study of the species of Rubiaceae family, confirming the great potential of this family as source of indol alkaloids with a β- carboline nucleous, which show biological activity of great interest.Tendo em vista que espécies do gênero Psychotria são descritas como fontes de alcalóides, principalmente do tipo β-carbolínicos, com potencial atividade biológica, focamos neste trabalho o estudo fitoquímico das folhas de Psychotria capitata Ruiz & Pav. (Rubiaceae) de vasta ocorrência no Cerrado goiano. O estudo desta espécie levou ao isolamento e elucidação estrutural dos alcaloides: bufotenina e N-óxido de bufotenina e da cumarina iso-escopoletina. Esses alcaloides foram encontrados majoritariamente em todas as frações estudadas. Além disso, foi identificado em mistura, dois alcaloides: o 6-hidroxi- 2-metil-1,2,3,4-tetraidro-β-carbolínico e o 7-carboxil-2-metil-3,4-diidro-β- carbolínium. Este último inédito, contudo ainda em fase de elucidação estrutural. Adicionalmente, considerando o grande potencial bioativo dos alcaloides indólicos, particularmente os isolados de Psychotria no que diz respeito à atividade biológica no sistema nervoso central, submetemos as frações e compostos isolados de P. capitata à avaliação in vitro tendo como alvo biológico as isoenzimas monoaminoxidases MAO-A e MAO-B. Essa avaliação foi realizada em colaboração com o grupo de pesquisas da FF/UFRGS que desenvolve estudos na busca de inibidores das enzimas envolvidas em doenças neurodegenerativas tais como doença de Parkinson e de Alzheimer, sendo que a busca de compostos que possam interagir com as enzimas colinesterase (AChE e BChE) e monoaminooxidases (MAO-A e MAOB) são consideradas importantes para a compreensão das bases neuroquímicas dessas doenças. As frações alcaloídica de P. capitata (10 μg/mL) apresentaram taxas de inibição entre 60 e 89%, mostrando o potencial destas frações. A bufotenina (86 μM), apresentou inibição para MAO-A, sendo seletiva para a mesma, enquanto que o N-óxido de bufotenina não apresentou inibição para essas enzimas. Dessa forma contribui-se para o estudo de espécies da família Rubiaceae, confirmando o grande potencial da mesma como fonte de alcaloides indólicos com núcleo β-carbolinicos com atividade biológica de grande interesse.Submitted by Luciana Ferreira (lucgeral@gmail.com) on 2015-05-13T11:03:13Z No. of bitstreams: 2 Dissertação - Vinícius Galvão Wakui - 2015.pdf: 3450182 bytes, checksum: b120e55647cd9345fddea778ab2c1f4c (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5)Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2015-05-13T11:04:59Z (GMT) No. of bitstreams: 2 Dissertação - Vinícius Galvão Wakui - 2015.pdf: 3450182 bytes, checksum: b120e55647cd9345fddea778ab2c1f4c (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5)Made available in DSpace on 2015-05-13T11:04:59Z (GMT). No. of bitstreams: 2 Dissertação - Vinícius Galvão Wakui - 2015.pdf: 3450182 bytes, checksum: b120e55647cd9345fddea778ab2c1f4c (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) Previous issue date: 2014-10-09Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfhttp://repositorio.bc.ufg.br/tede/retrieve/19672/Disserta%c3%a7%c3%a3o%20-%20Vin%c3%adcius%20Galv%c3%a3o%20Wakui%20-%202015.pdf.jpgporUniversidade Federal de GoiásPrograma de Pós-graduação em Química (IQ)UFGBrasilInstituto de Química - IQ (RG)http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessProdutos naturaisPsychotria capitataAlcaloides indólicosMonoamina oxidaseNatural productsPsychotria capitataIndolalkaloidsMonoamineoxidasesCIENCIAS EXATAS E DA TERRA::QUIMICAAlcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológicaAlkaloids from Psychotria capitata Ruiz & Pav. 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dc.title.por.fl_str_mv |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica |
dc.title.alternative.eng.fl_str_mv |
Alkaloids from Psychotria capitata Ruiz & Pav. (Rubiaceae): structural determination and biological activity |
title |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica |
spellingShingle |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica Wakui, Vinícius Galvão Produtos naturais Psychotria capitata Alcaloides indólicos Monoamina oxidase Natural products Psychotria capitata Indolalkaloids Monoamineoxidases CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica |
title_full |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica |
title_fullStr |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica |
title_full_unstemmed |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica |
title_sort |
Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica |
author |
Wakui, Vinícius Galvão |
author_facet |
Wakui, Vinícius Galvão |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Kato, Lucilia |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/1362891438631386 |
dc.contributor.advisor-co1.fl_str_mv |
Oliveira, Cecilia Maria Alves de |
dc.contributor.referee1.fl_str_mv |
Kato, Lucilia |
dc.contributor.referee2.fl_str_mv |
Oliveira, Cecilia Maria Alves de |
dc.contributor.referee3.fl_str_mv |
Severino, Richele Priscila |
dc.contributor.referee4.fl_str_mv |
Santos, Suzana da Costa |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/7960380478203410 |
dc.contributor.author.fl_str_mv |
Wakui, Vinícius Galvão |
contributor_str_mv |
Kato, Lucilia Oliveira, Cecilia Maria Alves de Kato, Lucilia Oliveira, Cecilia Maria Alves de Severino, Richele Priscila Santos, Suzana da Costa |
dc.subject.por.fl_str_mv |
Produtos naturais Psychotria capitata Alcaloides indólicos Monoamina oxidase |
topic |
Produtos naturais Psychotria capitata Alcaloides indólicos Monoamina oxidase Natural products Psychotria capitata Indolalkaloids Monoamineoxidases CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
Natural products Psychotria capitata Indolalkaloids Monoamineoxidases |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
Regarding that Psychotria species are described as sources of alkaloids, mainly β-carboline type with potential biological activity, this work focused on the phytochemical study of Psychotria capitata Ruiz & Pav. (Rubiaceae) leaves with widely occurrence on Cerrado Biome. The study of this specie led to the isolation and structural elucidation of the alkaloids: bufotenine and bufotenine-N-oxide and coumarin iso-scopelletin. These alkaloids were found mostly in all studied fractions. Furthermore, two alkaloids were identified in misture: 6-hydroxide-2-methyl-1,2,3,4-tetrahydro-β- carboline and 7-carboxyl-2-methyl-dihydro-β-carbolinium. Last one is novel alkaloid which however still in structural elucidation. Additionally, considering the great bioactive potential of indol alkaloids, particularly those found in Psychotria species regarding to central nervous system biological activity, we have submitted fractions and isolated compounds of P. capitata to in vitro evaluation with monoamineoxidases MAO-A and MAO-B as bio targets. These biological essays was realized in collaboration with research group of FF/UFRGS that develops studies searching for enzymatic inhibitors involved in neurodegenerative disease such as Parkinson´s disease and Alzheimer. Thus, search of compounds that interact with cholinesterase (AChE and BCHE) and monoamineoxidases (MAO-A and MAO-B) enzymes are important to the comprehension of neurochemical bases of these diseases. The alkaloidal fractions of P. capitata (10 mg/mL) showed inhibition rates between 60 and 89 %, which demonstrate the potential of these fractions. Bufotenine showed selective inhibiton (89 μM) to MAO-A, while bufotenine-Noxide didn´t showed inhibition to none of the enzymes. Therefore, this work contributes to the study of the species of Rubiaceae family, confirming the great potential of this family as source of indol alkaloids with a β- carboline nucleous, which show biological activity of great interest. |
publishDate |
2014 |
dc.date.issued.fl_str_mv |
2014-10-09 |
dc.date.accessioned.fl_str_mv |
2015-05-13T11:04:59Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
WAKUI, V. G. Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica. 2014. 91 f. Dissertação (Mestrado em Química) - Universidade Federal de Goiás, Goiânia, 2015. |
dc.identifier.uri.fl_str_mv |
http://repositorio.bc.ufg.br/tede/handle/tede/4512 |
dc.identifier.dark.fl_str_mv |
ark:/38995/001300000f2wh |
identifier_str_mv |
WAKUI, V. G. Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica. 2014. 91 f. Dissertação (Mestrado em Química) - Universidade Federal de Goiás, Goiânia, 2015. ark:/38995/001300000f2wh |
url |
http://repositorio.bc.ufg.br/tede/handle/tede/4512 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.program.fl_str_mv |
663693921325415158 |
dc.relation.confidence.fl_str_mv |
600 600 600 600 |
dc.relation.department.fl_str_mv |
7826066743741197278 |
dc.relation.cnpq.fl_str_mv |
1571700325303117195 |
dc.relation.sponsorship.fl_str_mv |
2075167498588264571 |
dc.rights.driver.fl_str_mv |
http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal de Goiás |
dc.publisher.program.fl_str_mv |
Programa de Pós-graduação em Química (IQ) |
dc.publisher.initials.fl_str_mv |
UFG |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Instituto de Química - IQ (RG) |
publisher.none.fl_str_mv |
Universidade Federal de Goiás |
dc.source.none.fl_str_mv |
reponame:Repositório Institucional da UFG instname:Universidade Federal de Goiás (UFG) instacron:UFG |
instname_str |
Universidade Federal de Goiás (UFG) |
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UFG |
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UFG |
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Repositório Institucional da UFG |
collection |
Repositório Institucional da UFG |
bitstream.url.fl_str_mv |
http://repositorio.bc.ufg.br/tede/bitstreams/b115ee52-b152-4021-83f4-27b01d2da434/download http://repositorio.bc.ufg.br/tede/bitstreams/031ddd7f-c988-43a6-9b41-e2bf472f6a33/download http://repositorio.bc.ufg.br/tede/bitstreams/24e878bc-9721-47e8-ab02-96300d1691d7/download http://repositorio.bc.ufg.br/tede/bitstreams/99864a65-ff1a-493c-b79e-04326ee7aea4/download http://repositorio.bc.ufg.br/tede/bitstreams/b85d9fbe-900f-4b1a-b4fe-a94f566233b7/download http://repositorio.bc.ufg.br/tede/bitstreams/52dea982-471c-4968-9584-5af392f727eb/download http://repositorio.bc.ufg.br/tede/bitstreams/6db20a3a-f0c5-4699-b1e1-3434f29e5d85/download |
bitstream.checksum.fl_str_mv |
bd3efa91386c1718a7f26a329fdcb468 4afdbb8c545fd630ea7db775da747b2f fda13080e892f3f68def2b8b70227968 9da0b6dfac957114c6a7714714b86306 b120e55647cd9345fddea778ab2c1f4c d40fd2de49aef0cf8610b7454d38832a c8e47cd3821d61765cf82754cf2c2e77 |
bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 MD5 MD5 MD5 MD5 |
repository.name.fl_str_mv |
Repositório Institucional da UFG - Universidade Federal de Goiás (UFG) |
repository.mail.fl_str_mv |
tasesdissertacoes.bc@ufg.br |
_version_ |
1815172649459908608 |