Alcaloides de Psychotria capitata Ruiz & Pav. (Rubiaceae): determinação estrutural e atividade biológica

Detalhes bibliográficos
Autor(a) principal: Wakui, Vinícius Galvão
Data de Publicação: 2014
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Repositório Institucional da UFG
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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spelling 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/4512Regarding 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). 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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
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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
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.
url http://repositorio.bc.ufg.br/tede/handle/tede/4512
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dc.relation.sponsorship.fl_str_mv 2075167498588264571
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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
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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
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