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二聚原花青素:从白柳树皮(Salix alba)的聚合原花青素级分中筛选 B1 至 B8,并半合成制备 B3、B4、B6 和 B8。

Dimeric procyanidins: screening for B1 to B8 and semisynthetic preparation of B3, B4, B6, And B8 from a polymeric procyanidin fraction of white willow bark (Salix alba).

机构信息

Institute of Food Chemistry, Technische Universität Braunschweig, Schleinitzstrasse 20, 38106 Braunschweig, Germany.

出版信息

J Agric Food Chem. 2010 Jul 14;58(13):7820-30. doi: 10.1021/jf101023e.

DOI:10.1021/jf101023e
PMID:20533825
Abstract

Fifty-seven samples have been analyzed with regard to the occurrence of dimeric procyanidins B1-B8 as well as the composition of polymeric procyanidins. Fifty-two samples were found to contain polymeric procyanidins. In most of the samples, (-)-epicatechin was the predominant unit present. In white willow bark (Salix alba), however, large amounts of (+)-catechin (81.0%) were determined by means of phloroglucinolysis. White willow bark has therefore been used for the semisynthetic formation of dimeric procyanidins B3 [(+)-C-4alpha --> 8-(+)-C)], B4 [(+)-C-4alpha --> 8-(-)-EC)], B6 [(+)-C-4alpha --> 6-(+)-C)], and B8 [(+)-C-4alpha --> 6-(-)-EC)]. The reaction mixtures of the semisynthesis were successfully fractionated with high-speed countercurrent chromatography (HSCCC), and dimeric procyanidins B3, B4, B6, and B8 were obtained on a preparative scale.

摘要

对 57 个样品进行了分析,以研究二聚原花青素 B1-B8 的存在情况以及聚合原花青素的组成。发现 52 个样品含有聚合原花青素。在大多数样品中,(-)-表儿茶素是主要存在的单元。然而,在白柳树皮(Salix alba)中,通过间苯三酚法测定出大量的(+)-儿茶素(81.0%)。因此,白柳树皮被用于二聚原花青素 B3[(+)-C-4alpha --> 8-(+)-C)],B4[(+)-C-4alpha --> 8-(-)-EC)],B6[(+)-C-4alpha --> 6-(+)-C)]和 B8[(+)-C-4alpha --> 6-(-)-EC)]的半合成形成。半合成的反应混合物通过高速逆流色谱(HSCCC)成功地进行了分离,并在制备规模上获得了二聚原花青素 B3、B4、B6 和 B8。

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