Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla
Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla
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DOI：
10.1016/j.fitote.2015.05.008
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发表时间：
2015-07-01
期刊：
影响因子：
3.4
通讯作者：
Hatano, Tsutomu
中科院分区：
文献类型：
--
作者：
Orabi, Mohamed A. A.;Yoshimura, Mono;Hatano, Tsutomu
用凝胶对无叶柽柳瘿的丙酮水提取物进行色谱分离，分离出一种鞣花单宁，phyllagallin M1（13），一种没食子鞣花单宁，phyllagallin D1（14），和四种没食子单宁，phyllagallin M2（15）和phyllagallins D2-D4（16-18），除了四种已知的鞣花单宁和三种结构上与可水解单宁相关的较低分子量的酚类之外。根据光谱和化学数据鉴定了6个新单宁的结构。在酚类化合物中，黄没食子酸二内酯（8）被认为是通过鞣花酸单元与没食子酸残基的C-C氧化偶联生物产生的，它在Tamaricaceae植物中显示出特殊的没食子酸残基氧化模式。尽管有报道称鞣花单宁罗望子鞣花酸（4）是T.无叶植物的单宁中，DHDG部分在吡喃葡萄糖核心上的O-3处具有异常位置的此类化合物尚未在罗望子科植物的单宁中观察到。(C)2015 Elsevier B. V.版权所有。
Chromatographic separation of an aqueous acetone extract of the galls from Tamarix aphylla using gels resulted in isolation of an ellagitannin, phyllagallin M1 (13), a gallo-ellagitannin, phyllagallin D1 (14), and four gallotannins, phyllagallin M2 (15) and phyllagallins D2-D4 (16-18), in addition to four known ellagitannins and three phenolics of lower molecular weight structurally related to hydrolyzable tannins. The structures of the six new tannins were elucidated based on spectroscopic and chemical data. Among the phenolics, flavogallonic acid dilactone (8), which is presumed to be biogenetically produced by C-C oxidative coupling of an ellagic acid unit with a galloyl residue, shows an exceptional oxidative pattern of gallic acid residues in plants of the family Tamaricaceae. Although the ellagitannin tamarixellagic acid (4) was reported to be a constituent of the galls of T. aphylla, such compounds with anomalous location of the DHDG moiety at O-3 on the glucopyranose core have not been observed among the tannins of tamaricaceous plants. (C) 2015 Elsevier B.V. All rights reserved.