Phenylpropanoid substituted flavan-3-ols from Trichilia catigua and their in vitro antioxidative activity

Journal of the Brazilian Chemical Society

Universidade Estadual de Maringá, Maringá, Brazil¹  Universidade Federal de São Carlos, São Carlos, Brazil¹  Petereit, Frank¹  Rodrigues-Filho, Edson¹  Resende, Flávia O.¹  Luftmann, Heinrich¹  Mello, João C. Palazzo de¹  Universität Münster, Münster, Germany¹ 

关键词: Trichilia catigua;    Meliaceae;    cinchonains;    proanthocyanidins;    antioxidative activity;   

DOI  :  10.1590/S0103-50532011001100010

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

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 1D 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.

【 授权许可】

Unknown