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Contribuição ao estudo de espécies da família Rubiaceae: gênero amaioua

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Previous issue date: 2014-03-07 / Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPES / The Amaioua genus (Rubiaceae) is included in the subfamily Ixoroideae. The
genus comprises 10 species, ranging from Panama to Peru, Venezuela and Brazil, and
four of these species are found in Cerrado (DELPRET et al., 2004b). There are no
records in the literature on the popular use of the Amaioua genus. Amaioua guianensis
Aulb is a shrub up to 3 m or a 10-20 m tree, popularly known as marmelada-brava ou
marmelinho-vermelho. Phytochemical studies of leaves and twigs of this species led to
the isolation of several classes of secondary metabolites, such as coumarins, a
cyclopeptide alkaloid, pentacyclic triterpenes, proanthocyanidins and chlorogenic acids
(OLIVEIRA,2009).
Amaioua intermedia Mart, popularly known as carvoeiro, pau-carvão, cinzeiro,
canela-de-veado, guapeva-forte or marmelada-brava, presents itself as shrubs up to 3 m
or 15 m trees. Until the moment there are no records in the literature about a
phytochemical study of A. intermedia,. As part of our phytochemical research for new
compounds from higher plants, we studied the ethanolic extracts of A. guianensis and A.
intermedia, and evaluated the antioxidant activity of such extracts and fractions
obtained from them. Herein we describe the isolation and structural elucidation of a new
kaurane diterpene (compound 8), a new cyclopeptide alkaloid (compound 19), two new
secologanin iridoid (compounds 24 and 25, and seventeen known compounds: a
cyclopeptide alkaloid (compound 7), five iridoids (compounds 1, 13, 14, 15 and 16), a
ent-kaurane diterpene (compound 22), two dimeric proanthocyanidins (compounds 11
and 12), three pentacyclic triterpenes (compounds 9, 20 and 21), a sugar (compound 10)
and four steroids (compounds 3, 4, 5 and 6).
The antioxidant activity analysis of the raw extracts obtained from fruits, roots,
leaves and twigs of A. guianensis, as well as the raw extracts from the leaves and twigs
of A. Intermedia, showed that they reacted to the DPPH radical, leading to a loss of 50%
in its absorbance, on the following concentrations of 71.87, 7.55, 5.30, 7.48, 46.83 and
57.42 mg/mL. / O gênero Amaioua (Rubiaceae) é posicionado na subfamília Ixoroideae
Ecompreende cerca de 10 espécies encontradas do Panamá até o Peru, Venezuela e
Brasil, sendo que quatro destas espécies encontram-se no bioma Cerrado (DELPRET et
al., 2004b). Não há registro na literatura do uso na medicina popular para as espécies do
gênero.
Amaioua guianensis Aulb é um arbusto de até 3 m ou árvore de 10-20 m de altura
conhecido popularmente como marmelada-brava ou marmelinho-vermelho. O estudo
fitoquímico das folhas e dos galhos dessa espécie levou ao isolamento de diversas
classes de metabólitos secundários tais como: cumarinas, alcalóide ciclopeptídeo,
triterpenos pentacíclicos, proantocianidinas, e ácidos clorogênicos, (OLIVEIRA, 2009).
Amaioua intermedia Mart conhecida popularmente como carvoeiro, pau-carvão,
cinzeiro, canela-de-veado, guapeva-forte ou marmelada-brava, apresenta-se como
arbustos de até 3 m ou árvores de até 15 m de altura. Até o presente momento, não há
relatos na literatura sobre o estudo fitoquímico da espécie A. intermedia.
Como parte de nossa pesquisa fitoquímica em busca de novos metabólitos de
espécies da família Rubiaceae, nós investigamos os extratos etanólicos de A. guianensis
e A. intermedia, bem como a atividade antioxidante desses extratos e das frações obtidas
dos mesmos. No presente estudo descrevemos o isolamento e a elucidação estrutural de
um novo diterpeno kaurano (composto 8), um novo alcalóide ciclopeptídeo (composto
19), dois novos iridóides secologanínicos (compostos 24 e 25), além de outros dezessete
compostos já conhecidos: sendo um alcalóide ciclopeptídeo (composto 7), cinco
iridóides (compostos 1, 13, 14, 15 e 16), um diterpeno ent-kaurano (composto 22), duas
proantocianidinas diméricas (composto 11 e 12), três triterpenos pentacíclicos
(compostos 9, 20 e 21), um açúcar (composto 10), além de quatro esteróides (compostos
3, 4, 5 e 6).
A análise da atividade antioxidante dos extratos brutos dos frutos, raízes, folhas e
galhos da espécie A. guianensis, bem como dos extratos brutos das folhas e galhos da
espécie A. intermedia, mostrou que os mesmos reagiram com o radica DPPH levando a
uma perda de 50% na absorbância do mesmo em concentrações de 71,87; 7,55; 5,30;
7,48; 46,83 e 57,42 μg/mL, respectivamente.

Identiferoai:union.ndltd.org:IBICT/oai:repositorio.bc.ufg.br:tde/3043
Date07 March 2014
CreatorsOliveira, Pollyanna Laurindo
ContributorsOliveira, Cecília Maria Alves, Oliveira, Cecília Maria Alves de, Garcez, Walmir Silva, Foglio, Mary Ann, Lião, Luciano Morais, Sabino, José Ricardo
PublisherUniversidade Federal de Goiás, Programa de Pós-graduação em Química (IQ), UFG, Brasil, Instituto de Química - IQ (RG)
Source SetsIBICT Brazilian ETDs
LanguagePortuguese
Detected LanguagePortuguese
Typeinfo:eu-repo/semantics/publishedVersion, info:eu-repo/semantics/doctoralThesis
Formatapplication/pdf
Sourcereponame:Biblioteca Digital de Teses e Dissertações da UFG, instname:Universidade Federal de Goiás, instacron:UFG
Rightshttp://creativecommons.org/licenses/by-nc-nd/4.0/, info:eu-repo/semantics/openAccess
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