Synthesis and Biological Activity of Novel Deoxynojirimycin Derivatives as Potent α-Glucosidase Inhibitors

被引：2
|
作者：
Yu, Dan [1 ]
Hu, Fangfang [2 ]
Zhang, Yu [1 ]
Zheng, Xiaorui [2 ]
Kuang, Chunxiang [2 ]
Yang, Qing [1 ]
机构：
[1] Fudan Univ, Sch Life Sci, Shanghai 200433, Peoples R China
[2] Tongji Univ, Dept Chem, Shanghai 200092, Peoples R China
来源：
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2013年 / 68卷 / 04期
关键词：
1-Deoxynojirimycin; alpha-Glucosidase Inhibitor; Diabetes Mellitus; DIABETES-MELLITUS; TYPE-2; MIGLITOL;
D O I：
10.5560/ZNB.2013-2318
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Thirteen 1-deoxynojirimycin (DNJ) derivatives of five different skeletal structures were designed and synthesized. The newly synthesized compounds were evaluated using an in vitro alpha-glucosidase assay, and kinetic parameters (Ki, IC50) were measured. Some DNJ derivatives showed weak alpha-glucosidase inhibitory activities, and the compounds 1-(3-benzyloxy-2-hydroxypropy1)2-hydroxymethyl-piperidine-3,4,5-triol (2a) and 1-{3[1-(4-fluoropheny1)-1H-[1,2,3]triazol-4-ylmethoxy]-2-hydroxypropyl}-2-hydroxymethyl-piperidine-3,4,5-triol (13d) showed activities comparable to that of DNJ. While 2a was found to be a reversible, non-competitive inhibitor of alpha-glucosidase with a Ki value of 1.56 x 10(-4) M and an IC50 value of 3.07 x 10(-4) M, 13d was a reversible, competitive inhibitor of alpha-glucosidase with a Ki value of 2.08 x 10(-4) M and an IC50 value of 3.31 x 10(-4) M.
引用
收藏
页码：383 / 390
页数：8
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