期刊
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
卷 22, 期 11, 页码 2087-2093出版社
SOC BRASILEIRA QUIMICA
DOI: 10.1590/S0103-50532011001100010
关键词
Trichilia catigua; Meliaceae; cinchonains; proanthocyanidins; antioxidative activity
资金
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)
- Fundacao Araucaria
- Instituto Nacional de Ciencia e Tecnologia para Inovacao Farmaceutica (INCT_if)
- Financiadora de Estudos e Projetos (FINEP)
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)
The new phenylpropanoid substituted flavan-3-ol apocynin E, together with eight known compounds, epicatechin, procyanidin B2, procyanidin B4, procyanidin C1, cinchonain Ia, cinchonain Ib. cinchonain IIb, and cinchonain IIa were isolated from an acetone-H2O extract of the air-dried stem bark of Trichilia catigua. The cinchonain Ia e Ib were reevaluated to its estereochemistry. All the compounds were characterized by spectroscopic analysis including ID and 2D nuclear magnetic resonance (NMR) and mass spectrometry (MS) of their peracetate derivatives. The absolute configuration of the phenylpropanoid moiety was determined by circular dichroism (CD) spectra and by analyzing the anisotropic effects in the Dreiding model and nuclear Overhauser effect (NOESY NMR) experiments. The nine isolated compounds showed higher radical scavenging activity and reducing power than ascorbic acid and Trolox in the free-radical 2,2-diphenyl-1-picrylhydrazyl and Fe3+-Fe2+ reduction assay systems.
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