Synthesis of enantiomerically pure unusual ellagitannins 1,4,6-tri-O-galloyl-2,3-(R)-hexahydroxydiphenoyl-β-D-glucopyranoside and 4,6-di-O-galloyl-2,3-(R)-hexahydroxydiphenoyl-D-glucoside.: The proposed chemical structures for cercidinin A and B must be revised

Synthesis of enantiomerically pure unusual ellagitannins 1,4,6-tri-O-galloyl-2,3-(R)-hexahydroxydiphenoyl-β-D-glucopyranoside and 4,6-di-O-galloyl-2,3-(R)-hexahydroxydiphenoyl-D-glucoside.: The proposed chemical structures for cercidinin A and B must be revised
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DOI:
10.1021/jo9805302
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发表时间:
1998-11-27
影响因子:
3.6
通讯作者:
Lötzerich, K
Lötzerich, K
中科院分区:
化学2区
文献类型:
--
作者:
Khanbabaee, K;Lötzerich, K

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报道了对映体纯的鞣花单宁1,4,6-三-O-没食子酰基-2,3-(R)-六羟基联苯酰基-β-D-葡萄糖苷(1)和4,6-二-O-没食子酰基-2,3-(R)-六羟基联苯酰基-D-葡萄糖苷(2)的全合成。合成的鞣花单宁1和2的NMR数据与所报道的尾果苷A和B的NMR数据不同。因此,必须修改cercidinin A和B的拟议结构。
The total syntheses of the enantiomerically pure unusual ellagitannins 1,4,6-tri-O-galloyl-2,3-(R)-hexahydroxydiphenoyl-beta-D-glucopyranoside (1) and 4, 6-di-O-galloyl-2,3-(R)-hexahydroxydiphenoyl-D-glucoside (2) are reported. The NMR data of the synthetic ellagitannins 1 and 2 are not identical with those reported for cercidinin A and B. Thus, the proposed structures for cercidinin A and B must be revised.