Estudo químico e atividade biológica de Garcinia xanthochymus (Clusiaceae)
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Data
2010-04-09
Autores
Fernandes, Daniara Cristina [UNESP]
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Editor
Universidade Estadual Paulista (Unesp)
Resumo
A espécie Garcinia xanthochymus, comumente conhecida como Gamboja, é uma árvore nativa da Índia com aproximadamente 8-10 metros, utilizada extensamente na medicina popular como antidiarréica. Este trabalho descreve o estudo químico e biológico das folhas e frutos de G. xanthochymus. Dentre as substâncias isoladas, podemos destacar 3 triterpenos obtidos do extrato hexânico das folhas: friedelina (1), lanosta-8,24-dien-3-ol (2) e lanosta-7,24-dien-3-ol (3), sendo as substâncias 2 e 3 relatadas pela primeira vez na literatura da espécie. A prospecção química da fase acetato de etila das folhas revelou uma abundante presença de biflavonóides, sendo as substâncias saharanflavona (4), I3, II8-biapigenina (5), GB1a (6), (+)-morelloflavona (8), GB2a (11), volkensiflavona (12), GB2 (14), xantochimusídeo (15) e fukugisídeo (16), caracterizadas pela ligação interflavonoídica do tipo 38’’, e as substâncias podocarpusflavona (7) e amentoflavona (9), pela ligação do tipo 3’8’’. Merece destaque a substância 4, isolada pela primeira vez de fontes naturais. A composição química de G. xanthochymus constituiu-se ainda das substâncias diidrokaempferol (10), ácido vanílico (13), cinco derivados de ácidos fenilpropanoídicos: ácido 3-O-cafeoilquínico (17), ácido 5-O-cafeoilquínico (18), ácido 3-p-coumaroilquínico (21), ácido 4-O-cafeoilquínico (22) e ácido 4-p-coumaroilquínico (23); e ainda a mistura binária das benzofenonas xantochimol (19) e cicloxantochimol (20). Todas as substâncias foram relatadas pela primeira vez nas folhas de G. xanthochymus, com exceção da substância 7 e as substâncias 10, 13, 17, 18, 21, 22 e 23 ainda não haviam sido identificadas na espécie. Através da técnica CG-DIC foram identificados 15 triterpenos e/ou esteróides nos extratos de baixa polaridade e através das técnicas hifenadas, como CLAE-UV e CLAE-EM, foi...
The species Garcinia xanthochymus, known as Gamboja is a native Indian tree ca. 8-10 m high, which is extensively used as folk medicine for treating diarrhea and dysentery. This work describes the study of the chemical profile of G. xanthochymus leaves and fruits. Among the isolated substances three triterpenes were obtained from the hexane extract of the leaves: friedelin (1), lanosta-8,24-dien-3-ol (2) e lanosta-7,24-dien-3-ol (3), with compounds (2) and (3) described for the first time in the literature of this species. The chemical prospection of the ethyl acetate extract of the leaves revealed an abundant amount of biflavonoids, with compounds saharanflavone (4), I3,II8-biapigenin (5), GB1a (6), (+)-morelloflavone (8), GB2a (11), volkensiflavone (12), GB2 (14), xanthochymuside (15) and fukugiside (16) characterized by the interflavonoid 38” bond, and compounds podocarpusflavone (7) and amentoflavone (9), by the interflavonoid 3’8’’ bond. Substance 4 was isolated for the first time from a natural source. The chemical composition of G. xanthochymus included additionally dihydrokaempferol (10), vanillic acid (13), and five phenylpropanoid acid derivatives: 3-O-caffeoylquinic acid (17), 5-O-caffeoylquinic acid (18), 3-p-coumaroylquinic acid (21), 4-O-caffeoylquinic acid (22) and 4-p-coumaroylquinic acid (23); as well a binary mixture of xanthochymol (19) and cycle-xanthochymol (20) benzophenones. All the compounds were reported for the first time in the leaves of G. xanthochymus, with the exception of compound 7, and compounds 10, 13, 17, 18, 21, 22 e 23, which had not yet been identified in this species. By CG-FID technique fifteen triterpenes and/or steroids were identified in the low polarity extracts. Hyphenated techniques such as HPLC-UV and HPLC-MS were used to locate previously isolated compounds from different fractions and/or isolated substances from other works... (Complete abstract click electronic access below)
The species Garcinia xanthochymus, known as Gamboja is a native Indian tree ca. 8-10 m high, which is extensively used as folk medicine for treating diarrhea and dysentery. This work describes the study of the chemical profile of G. xanthochymus leaves and fruits. Among the isolated substances three triterpenes were obtained from the hexane extract of the leaves: friedelin (1), lanosta-8,24-dien-3-ol (2) e lanosta-7,24-dien-3-ol (3), with compounds (2) and (3) described for the first time in the literature of this species. The chemical prospection of the ethyl acetate extract of the leaves revealed an abundant amount of biflavonoids, with compounds saharanflavone (4), I3,II8-biapigenin (5), GB1a (6), (+)-morelloflavone (8), GB2a (11), volkensiflavone (12), GB2 (14), xanthochymuside (15) and fukugiside (16) characterized by the interflavonoid 38” bond, and compounds podocarpusflavone (7) and amentoflavone (9), by the interflavonoid 3’8’’ bond. Substance 4 was isolated for the first time from a natural source. The chemical composition of G. xanthochymus included additionally dihydrokaempferol (10), vanillic acid (13), and five phenylpropanoid acid derivatives: 3-O-caffeoylquinic acid (17), 5-O-caffeoylquinic acid (18), 3-p-coumaroylquinic acid (21), 4-O-caffeoylquinic acid (22) and 4-p-coumaroylquinic acid (23); as well a binary mixture of xanthochymol (19) and cycle-xanthochymol (20) benzophenones. All the compounds were reported for the first time in the leaves of G. xanthochymus, with the exception of compound 7, and compounds 10, 13, 17, 18, 21, 22 e 23, which had not yet been identified in this species. By CG-FID technique fifteen triterpenes and/or steroids were identified in the low polarity extracts. Hyphenated techniques such as HPLC-UV and HPLC-MS were used to locate previously isolated compounds from different fractions and/or isolated substances from other works... (Complete abstract click electronic access below)
Descrição
Palavras-chave
Produtos naturais, Estudo fitoquímico, Biflavonóides, Desreplicação, Phytochemical study, Biflavonoid
Como citar
FERNANDES, Daniara Cristina. Estudo químico e atividade biológica de Garcinia xanthochymus (Clusiaceae). 2010. 260 f. Dissertação (mestrado) - Universidade Estadual Paulista, Instituto de Química., 2010.