Fractionation and Structural Characterization of Polyphenolic Antioxidants from Seed Shells of Japanese Horse Chestnut (Aesculus turbinata BLUME)

Fractionation and Structural Characterization of Polyphenolic Antioxidants from Seed Shells of Japanese Horse Chestnut (Aesculus turbinata BLUME)
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DOI:
10.1021/jf802506r
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发表时间:
2008-12-24
影响因子:
6.1
通讯作者:
Yokota, Kazushige
Yokota, Kazushige
中科院分区:
农林科学1区
文献类型:
--
作者:
Ogawa, Satoshi;Kimura, Hideto;Yokota, Kazushige

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日本七叶树 (Aesculus turbinata BLUME) 的种壳含有高含量的多酚抗氧化剂。这些化合物被提取、分馏,最后根据其聚合度分为三个部分:F1、F2 和 F3。通过结合质谱分析来表征分离馏分的结构。 F1主要含有低分子量酚类物质,包括原花青素三聚体。主要部分F2和F3由聚合原花青素组成,其具有一系列杂多黄烷-3-醇、(+)-儿茶素/(-)-表儿茶素单元,聚合度分别为19和23。多酚聚合物除了没有没食子酸酯化的单B型键外,还具有双连接的A型黄烷间键。分离的多酚化合物表现出与单体(+)-儿茶素和(-)-表儿茶素相当的有效抗氧化活性,或者比这些单体更有效。结果表明,种子壳中的多酚聚合物作为营养保健因子的来源具有潜在的用途。
Seed shells of the Japanese horse chestnut (Aesculus turbinata BLUME) contain high levels of polyphenolic antioxidants. These compounds were extracted, fractionated, and finally separated into three fractions, F1, F2, and F3, according to their degrees of polymerization. The structures of the isolated fractions were characterized by a combination of mass spectrometric analyses. F1 contained mainly low molecular weight phenolic substances, including procyanidin trimers. The predominant fractions F2 and F3 consisted of polymeric proanthocyanidins having a series of heteropolyflavan-3-ols, (+)-catechin/(-)-epicatechin units, and polymerization degrees of 19 and 23, respectively. The polyphenol polymers had doubly linked A-type interflavan linkages in addition to single B-type bonds without gallic acid esterified to them. The isolated polyphenolic compounds exhibited potent antioxidative activities comparable to monomeric (+)-catechin and (-)-epicatechin, or more efficacious than those monomers. The results suggest the potential usefulness of polyphenol polymers from seed shells as a source for nutraceutical factors.