Facile fabrication of promising protein tyrosine phosphatase (PTP) inhibitor entities based on 'clicked' serine/threonine-monosaccharide hybrids
文献类型：期刊论文
| 作者 | He, Xiao-Peng1,2,3,4; Deng, Qiong2,3,4; Gao, Li-Xin5; Li, Cui2,3,4; Zhang, Wei5; Zhou, Yu-Bo5 ; Tang, Yun2,3,4; Shi, Xiao-Xin2,3,4; Xie, Juan1; Li, Jia5
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| 刊名 | BIOORGANIC & MEDICINAL CHEMISTRY
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| 出版日期 | 2011-07-01 |
| 卷号 | 19期号:13页码:3892-3900 |
| 关键词 | Sugar template Click chemistry Amino acid PTP inhibitor MTT assay |
| ISSN号 | 0968-0896 |
| DOI | 10.1016/j.bmc.2011.05.049 |
| 文献子类 | Article |
| 英文摘要 | Protein tyrosine phosphatases (PTPs) are well-validated therapeutic targets for many human major diseases. The development of their potent inhibitors has therefore become a main focus of both academia and the pharmaceutical industry. We report herein a facile strategy toward the fabrication of new and competent PTP inhibitor entities by simply 'clicking' alkynyl amino acids onto diverse azido sugar templates. Triazolyl glucosyl, galactosyl, and mannosyl serine and threonine derivatives were efficiently synthesized via click reaction, which were then identified as potent CDC25B and PTP1B inhibitors selective over a panel of homologous PTPs tested. Their inhibitory activity and selectivity were found to largely lie on the structurally and configurationally diversified monosaccharide moieties whereon serinyl and threoninyl residues were introduced. In addition, MTT assay revealed the triazole-connected sugar-amino acid hybrids may also inhibit the growth of several human cancer cell lines including A549, Hela, and especially HCT-116. On the basis of such compelling evidence, we consider that this compound series could furnish promising chemical entities serving as new CDC25B and PTP1B inhibitors with potential cellular activity. Furthermore, the 'click' strategy starting from easily accessible and biocompatible amino acids and sugar templates would allow the modular fabrication of a rich library of new PTP inhibitors efficaciously and productively. (C) 2011 Elsevier Ltd. All rights reserved. |
| WOS关键词 | C-GLYCOSYL ; CDC25 PHOSPHATASES ; TERMINAL ALKYNES ; AMINO-ACIDS ; 1B ; DISCOVERY ; CHEMISTRY ; DERIVATIVES ; CANCER ; DRUG |
| 资助项目 | National Natural Science Foundation of China[20876045] ; National Natural Science Foundation of China[30801405] ; National Basic Research Program of China[2007CB914201] ; Shanghai Science and Technology Community[10410702700] ; Chinese Academy of Sciences[KSCX2-EW-R-15] ; Fundamental Research Funds for the Central Universities[WK1013002] ; French Embassy in PR China[00000000] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Pharmacology & Pharmacy ; Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000291934700002 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/278487]  |
| 专题 | 国家新药筛选中心 中科院受体结构与功能重点实验室 新药研究国家重点实验室 药物发现与设计中心 药物安全性评价中心 |
| 通讯作者 | Xie, Juan |
| 作者单位 | 1.CNRS, ENS Cachan, PPSM, Inst Alembert,UMR 8531, F-94235 Cachan, France; 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; 5.Chinese Acad Sci, Shanghai Inst Biol Sci, Shanghai Inst Mat Med, State Key Lab Drug Res,Natl Ctr Drug Screening, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | He, Xiao-Peng,Deng, Qiong,Gao, Li-Xin,et al. Facile fabrication of promising protein tyrosine phosphatase (PTP) inhibitor entities based on 'clicked' serine/threonine-monosaccharide hybrids[J]. BIOORGANIC & MEDICINAL CHEMISTRY,2011,19(13):3892-3900. |
| APA | He, Xiao-Peng.,Deng, Qiong.,Gao, Li-Xin.,Li, Cui.,Zhang, Wei.,...&Chen, Kaixian.(2011).Facile fabrication of promising protein tyrosine phosphatase (PTP) inhibitor entities based on 'clicked' serine/threonine-monosaccharide hybrids.BIOORGANIC & MEDICINAL CHEMISTRY,19(13),3892-3900. |
| MLA | He, Xiao-Peng,et al."Facile fabrication of promising protein tyrosine phosphatase (PTP) inhibitor entities based on 'clicked' serine/threonine-monosaccharide hybrids".BIOORGANIC & MEDICINAL CHEMISTRY 19.13(2011):3892-3900. |
入库方式： OAI收割
来源：上海药物研究所
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