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天然糖苷Cleistanthin-B的合成
引用本文:赵育,惠捷,朱俐.天然糖苷Cleistanthin-B的合成[J].南通大学学报(自然科学版),2009,8(2).
作者姓名:赵育  惠捷  朱俐
作者单位:南通大学,航海医学研究所,江苏,南通,226001
基金项目:江苏省教育厅资助项目 
摘    要:天然萘基木脂素糖苷Cleistanthin-B具有升高白细胞的活性,为深入研究其药理作用机制,完成了Cleis-tanthin-B的化学全合成.采用Adol反应和Diels-Alder反应合成了萘基木脂素山荷叶素,然后以溴代乙酰葡萄糖为供体,四丁基溴化铵为催化剂,采用相转移催化法进行了山荷叶素的糖苷化反应,弱碱条件脱除乙酰基,以7步反应30.3%的总产率得到了Cleistanthin-B,并采用核磁共振氢谱、碳谱和高分辨质谱对目标化合物的结构进行了表征,谱图数据与天然产物的一致.

关 键 词:葡萄糖苷  相转移催化法  山荷叶素  合成

Total Synthesis of Cleistanthin-B
Authors:ZHAO Yu  HUI Jie  ZHU Li
Institution:Institute of Navigation Medicine;Nantong University;Nantong 226001;China
Abstract:The naturally occurring diphyllin glucoside cleistanthin-B can increase the activity of leucocyte.It was synthesized to investigate the mechanism of its pharmacological action.First,Diphyllin was prepared under Adol reaction and Diels-Alder reaction.Then,Cleistanthin-B was synthesized by the glycosylation of diphyllin with peracetylglucosyl bromides under phase transfer catalysis conditions in seven steps at gross production rate of 30.3%.The structure of the composite was identified by 1H NMR,13C NMR and H...
Keywords:Chistanthin-B
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