Synthesis and Hypoglycemic Activity of Novel Quercetin Conjugates

doi:10.6023/cjoc201608002

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (1): 133-140.DOI: 10.6023/cjoc201608002 Previous Articles Next Articles

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新型槲皮素缀合物的合成与降糖活性研究

潘国军^a, 肖娜^b, 沈棣^a, 陈明朗^a, 李屹^b, 芦逵^a, 杨杨^a, 孟欣^a, 郁彭^a

a 天津科技大学生物工程学院天津 300457;
b 中国药科大学中药学院南京 210000

收稿日期:2016-08-02 修回日期:2016-09-05 发布日期:2016-09-12
通讯作者: 孟欣, 郁彭 E-mail:mengxin@tust.edu.cn;yupeng@tust.edu.cn
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

Pan Guojun^a, Xiao Na^b, Shen Di^a, Chen Minglang^a, Li Yi^b, Lu Kui^a, Yang Yang^a, Meng Xin^a, Yu Peng^a

a College of Technology, Tianjin University of Science and Technology, Tianjin 300457;
b College of Traditional Chinese Medicine, China Pharmaceutical University, Nanjing 210000

Received:2016-08-02 Revised:2016-09-05 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).

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

Cite this article

Pan Guojun, Xiao Na, Shen Di, Chen Minglang, Li Yi, Lu Kui, Yang Yang, Meng Xin, Yu Peng. Synthesis and Hypoglycemic Activity of Novel Quercetin Conjugates[J]. Chin. J. Org. Chem., 2017, 37(1): 133-140.

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新型槲皮素缀合物的合成与降糖活性研究

Synthesis and Hypoglycemic Activity of Novel Quercetin Conjugates

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