Microwave-Accelerated Click Chemistry: Expeditious Synthesis of Novel Triazole-linked Salicylic beta-D-O-Glycosides with PTP1B Inhibitory Activity
Yang, Jin-Wei1,5; Li, Cui2; He, Xiao-Peng2,3; Zhao, Hong1,5; Gao, Li-Xin4; Zhang, Wei4; Shi, Xiao-Xin2; Tang, Yun2; Li, Jia4; Chen, Guo-Rong1,5
刊名BULLETIN OF THE KOREAN CHEMICAL SOCIETY
2010-11-20
卷号31期号:11页码:3359-3365
关键词Click chemistry Microwave irradiation Carbohydrate-based drug discovery PTP1B inhibitor Docking simulation
ISSN号0253-2964
DOI10.5012/bkcs.2010.31.11.3359
文献子类Article
英文摘要The incorporation of microwave irradiation with the prevalent "click chemistry" is currently of considerable synthetic interest We describe here the introduction of such laboratorial shortcut into carbohydrate-based drug discovery, resulting in the rapid formation of a series of triazole-linked salicylic beta-D-O-glycosides with biological activities All "clicked" products were achieved in excellent yields (approximate to 90%) within only a quarter In addition, based on the structural characteristics of the afforded glycomimetics, their inhibitory activities were evaluated toward protein tyrosine phosphatases 1B (PTP1B) and a panel of homologous protein tyrosine phosphatases (PTPs) Docking simulation A as also conducted to plausibly propose binding modes of this glycosyl salicylate series with the enzymatic target
资助项目National Natural Science Foundation of China[20876045] ; National Science & Technology Major Project of China[2009 ZX09302-001] ; Shanghai Science and Technology Community[10410702700] ; Shanghai Science and Technology Community[08DZ2291300] ; Chinese Academy of Sciences[KSCX2-YW-R-168] ; French Embassy in China[00000000]
WOS关键词TYROSINE-PHOSPHATASE 1B ; MEDICAL APPLICATIONS ; ACID ; DISCOVERY ; SCAFFOLDS ; DRUGS
WOS研究方向Chemistry
语种英语
出版者KOREAN CHEMICAL SOC
WOS记录号WOS:000284794100055
内容类型期刊论文
源URL[http://119.78.100.183/handle/2S10ELR8/278716]  
专题国家新药筛选中心
药物安全性评价中心
通讯作者Li, Jia
作者单位1.E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;
2.E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;
3.CNRS, ENS Cachan, PPSM, F-94230 Cachan, France
4.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai Inst Biol Sci, Natl Ctr Drug Screening, Shanghai 201203, Peoples R China;
5.E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;
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GB/T 7714
Yang, Jin-Wei,Li, Cui,He, Xiao-Peng,et al. Microwave-Accelerated Click Chemistry: Expeditious Synthesis of Novel Triazole-linked Salicylic beta-D-O-Glycosides with PTP1B Inhibitory Activity[J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY,2010,31(11):3359-3365.
APA Yang, Jin-Wei.,Li, Cui.,He, Xiao-Peng.,Zhao, Hong.,Gao, Li-Xin.,...&Chen, Guo-Rong.(2010).Microwave-Accelerated Click Chemistry: Expeditious Synthesis of Novel Triazole-linked Salicylic beta-D-O-Glycosides with PTP1B Inhibitory Activity.BULLETIN OF THE KOREAN CHEMICAL SOCIETY,31(11),3359-3365.
MLA Yang, Jin-Wei,et al."Microwave-Accelerated Click Chemistry: Expeditious Synthesis of Novel Triazole-linked Salicylic beta-D-O-Glycosides with PTP1B Inhibitory Activity".BULLETIN OF THE KOREAN CHEMICAL SOCIETY 31.11(2010):3359-3365.
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