新型槲皮素缀合物的合成与降糖活性研究
收稿日期: 2016-08-02
修回日期: 2016-09-05
网络出版日期: 2016-09-12
基金资助
国家自然科学基金（Nos. 21502139，21402140）及天津市科技特派员（No. 15JCTPJC56200）资助项目.
Synthesis and Hypoglycemic Activity of Novel Quercetin Conjugates
Received date: 2016-08-02
Revised date: 2016-09-05
Online published: 2016-09-12
Supported by
Project supported by the National Natural Science Foundation of China(Nos. 21502139, 21402140) and the Science and Technology Commissioner Foundation of Tianjin(No. 15JCTPJC56200).
潘国军 , 肖娜 , 沈棣 , 陈明朗 , 李屹 , 芦逵 , 杨杨 , 孟欣 , 郁彭 . 新型槲皮素缀合物的合成与降糖活性研究[J]. 有机化学, 2017 , 37(1) : 133 -140 . DOI: 10.6023/cjoc201608002
Eight novel quercetin conjugates 20~27 were successfully synthesized through a concise procedure with 15%~46% overall yields by using Rutin as the starting material.After O-benzylation,glycoside hydrolysis and O-propargylation,rutin was converted to the key intermediate 5,7,3',4'-tetrabenzyloxy-3-O-propargylquercetin,which subsequently ‘clicked’ with azido containing glycosides,poly(ethylene glycol)(PEG) or oligo(ethylene glycol)(OEG) to provide the fully protected quercetin conjugates 12~19.After global deprotection,the resulting quercetin conjugates were evaluated on hypoglycemic activities at 3T3-L1 adipocyte level.The results showed that conjugates 24,26 and 27 exhibited good hypoglycemic effects.
Key words： quercetin conjugate; click reaction; synthesis; hypoglycemic activity; adipocyte
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