'Click' to bidentate bis-triazolyl sugar derivatives with promising biological and optical features

被引：33

作者：

Song, Zhuo ^{[2
,3
]}

He, Xiao-Peng ^{[2
,3
,4
]}

Jin, Xiao-Ping ^{[2
,3
]}

Gao, Li-Xin ^{[1
]}

Sheng, Li ^{[1
]}

Zhou, Yu-Bo ^{[1
]}

Li, Jia ^{[1
]}

Chen, Guo-Rong ^{[2
,3
]}

机构：

[1] Chinese Acad Sci, Natl Ctr Drug Screening, State Key Lab Drug Res, Shanghai Inst Mat Med,Shanghai Inst Biol Sci, Shanghai 201203, Peoples R China

[2] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China

[3] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

[4] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 08期

基金：

中国国家自然科学基金;

关键词：

Click reaction; PTP1B inhibitor; Ni2+ sensor; Glycosyl bis-triazole; Bidentate O-glucoside; TYROSINE-PHOSPHATASE; 1B; CYCLOADDITION; CHEMISTRY; INHIBITOR; GLYCOSYLATION; ANALOGS; DRUG;

D O I：

10.1016/j.tetlet.2010.12.055

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bidentate 1-O-methyl-alpha-D-pyranoglucosides bearing two triazolyl alpha-ketoester groups on the 2,6- or 3,4-positions of sugar scaffold were efficiently synthesized via Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (click reaction) in good yields. These newly featured sugar derivatives displayed favorable inhibitory activity on protein tyrosine phosphatase 1B (PTP1B) and unexpected selective fluorescence quenching in the presence of Ni2+. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：894 / 898

页数：5

共 9 条

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