Synthesis and α-Glycosidase Inhibitory Activity of Three Ascorbic Acid Glycosides

doi:10.6023/cjoc201612037

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (6): 1426-1432.DOI: 10.6023/cjoc201612037 Previous Articles Next Articles

Articles

三种抗坏血酸糖苷的合成及其α-糖苷酶抑制活性

马济美, 谢凌云, 王龙文, 陈杭炜, 曾贞, 陈浩, 江洪

华中农业大学理学院化学系武汉 430070

收稿日期:2016-12-11 修回日期:2017-01-20 发布日期:2017-02-20
通讯作者: 马济美,江洪 E-mail:majimei@mail.hzau.edu.cn;jianghong@mail.hzau.edu.cn
基金资助:
国家自然科学基金（No.21402056）和中央高校基本科研业务费专项资金（No.2014QC007）资助项目.

Synthesis and α-Glycosidase Inhibitory Activity of Three Ascorbic Acid Glycosides

Ma Jimei, Xie Lingyun, Wang Longwen, Chen Hangwei, Zeng Zhen, Chen Hao, Jiang Hong

Department of Chemistry, College of Science, Huazhong Agricultural University, Wuhan 430070

Received:2016-12-11 Revised:2017-01-20 Published:2017-02-20
Contact: 10.6023/cjoc201612037 E-mail:majimei@mail.hzau.edu.cn;jianghong@mail.hzau.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21402056) and the Fundamental Research Funds for the Central Universities (No. 2014QC007).

1. Synthesis and α-Glycosidase Inhibitory Activity of Three Ascorbic Acid Glycosides.PDF(694KB)

Abstract

2-O-(β-D-Glucopyranosyl)-L-ascorbic acid, a natural β-glycoside with ascorbic acid moiety present in Lycium barbarum, and its two analogues were chemically synthesized. Their inhibitory effect on yeast α-glucosidase and α-amylase were investigated with commercially available acarbose as positive control. The biological assays demonstrated the distinct inhibitory effect of these compounds on α-glucosidase activity and weak inhibitory activity against pancreatic α-amylase. The kinetic study indicated that these compounds were competitive inhibitors. These results imply that these three β-glycosides have the potential to be developed as α-glucosidase inhibitors.

Key words: 2-O-(β-D-glucopyranosyl)-L-ascorbic acid, analogue, synthesis, α-glucosidase, α-amylase, inhibitor

Cite this article

Ma Jimei, Xie Lingyun, Wang Longwen, Chen Hangwei, Zeng Zhen, Chen Hao, Jiang Hong. Synthesis and α-Glycosidase Inhibitory Activity of Three Ascorbic Acid Glycosides[J]. Chin. J. Org. Chem., 2017, 37(6): 1426-1432.

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三种抗坏血酸糖苷的合成及其α-糖苷酶抑制活性

Synthesis and α-Glycosidase Inhibitory Activity of Three Ascorbic Acid Glycosides

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