A facile synthesis of isoflavone 7-O-glucuronides

被引:30
作者
Al-Maharik, Nawaf [1 ]
Botting, Nigel P. [1 ]
机构
[1] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland
关键词
isoflavones; glucuronides; phytoestrogens; glycosylation;
D O I
10.1016/j.tetlet.2006.10.034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method is presented for the synthesis of isoflavone 7-glucuronides using a N-(4-methoxyphenyl)-trifluoroacetimidate glucuronsyl donor. A 4-hexanoyl derivative of the isoflavone is used in the coupling reaction, both for protection and to improve solubility. These glucuronides are the human metabolites of estrogenic dietary isotlavones, but their biological activity and pharmacokinetics have yet to be established as until now there were no good methods for their synthesis. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8703 / 8706
页数:4
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