Synthesis of purin-2-yl and purin-6-yl-aminoglucitols as C-nucleosidic ATP mimics and biological evaluation as FGFR3 inhibitors.

Tak Tak L; Barbault F; Maurel F; Busca P; Le Merrer Y

首页> 外文期刊>European Journal of Medicinal Chemistry: Chimie Therapeutique >Synthesis of purin-2-yl and purin-6-yl-aminoglucitols as C-nucleosidic ATP mimics and biological evaluation as FGFR3 inhibitors.

【24h】

Synthesis of purin-2-yl and purin-6-yl-aminoglucitols as C-nucleosidic ATP mimics and biological evaluation as FGFR3 inhibitors.

机译：嘌呤-2-基和嘌呤-6-基-氨基葡萄糖醇的合成（作为C-核苷ATP模拟物）和作为FGFR3抑制剂的生物学评估。

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

Two new series of C-nucleosidic ATP mimics have been synthesized using an efficient and versatile synthetic pathway. These compounds were designed as FGFR3 inhibitors using purine as a central scaffold. The two substituents, a polyhydroxylated ribose mimic and a lipophilic moiety, were linked either in position 2 or 6 of the purine ring in order to explore any possible binding mode. All the compounds were able to inhibit FGFR3 kinase activity at a concentration of 50 muM. Unexpectedly, the best inhibitor was found to be one of the synthetic intermediates 13 bearing an iodine atom in position 2. Docking studies have confirmed its location in the ATP binding site and revealed halogen bonding among key interactions.

机译：使用高效且通用的合成途径合成了两个新的C-核苷ATP模拟物系列。使用嘌呤作为中心支架，将这些化合物设计为FGFR3抑制剂。为了研究任何可能的结合方式，两个取代基，即多羟基化核糖模拟物和亲脂性部分，在嘌呤环的2或6位连接。所有化合物都能够在浓度为50μM的情况下抑制FGFR3激酶活性。出乎意料的是，发现最好的抑制剂是位置2上带有碘原子的合成中间体13之一。对接研究已证实其在ATP结合位点的位置，并揭示了关键相互作用之间的卤素键。

著录项

来源
《European Journal of Medicinal Chemistry: Chimie Therapeutique》 |2011年第4期|共9页
作者
Tak Tak L; Barbault F; Maurel F; Busca P; Le Merrer Y;
展开▼
作者单位

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类药学;
关键词

相似文献

外文文献
中文文献
专利

1. Synthesis of purin-2-yl and purin-6-yl-aminoglucitols as C-nucleosidic ATP mimics and biological evaluation as FGFR3 inhibitors. [J] . Tak Tak L, Barbault F, Maurel F, European Journal of Medicinal Chemistry: Chimie Therapeutique . 2011,第4期

机译：嘌呤-2-基和嘌呤-6-基-氨基葡萄糖醇的合成（作为C-核苷ATP模拟物）和作为FGFR3抑制剂的生物学评估。
2. Synthesis and biological evaluation of a triazole-based library of pyrido[2,3-d]pyrimidines as FGFR3 tyrosine kinase inhibitors [J] . Laurent Le Corre, Anne-Lise Girard, Johannes Aubertin, Organic & biomolecular chemistry . 2010,第9期

机译：吡啶并[2,3-d]嘧啶作为FGFR3酪氨酸激酶抑制剂的基于三唑的文库的合成和生物学评估
3. Scaffold oriented synthesis. Part 2: Design, synthesis and biological evaluation of pyrimido-diazepines as receptor tyrosine kinase inhibitors. [J] . Gracias V, Ji Z, Akritopoulou-Zanze I, Bioorganic and Medicinal Chemistry Letters . 2008,第8期

机译：支架导向的合成。第2部分：作为受体酪氨酸激酶抑制剂的嘧啶二氮卓类药物的设计，合成和生物学评估。
4. Design, synthesis and biological evaluation of small heparin mimics as potential inhibitors of the complex HGF/SF-cMet [C] . Roman Lagoutte, Eun-Ang Raiber, Sylvie Ducki European Symposium on Organic Chemistry . 2009

机译：小肝素模拟物的设计，合成及生物学评价，作为复合HGF / SF-COME的潜在抑制剂
5. Studies in synthetic organic chemistry: Part I. The synthesis of novel antimalarial artmeisinin dimers. Part II. Electronically stabilized versions of antimalarial acetal trioxanes. Part III. Novel analogs of natural hormone 1-alpha, 25-dihdroxyvitamin D3: Design, synthesis and biological evaluation of CYP24 inhibitors. Part IV. New silicon mediated ring expansions of N-sized 2-cycloalkenones into homoallylic N+3 sized lactones. [D] . Kalinda, Alvin Solomon. 2009

机译：合成有机化学研究：第一部分。新型抗疟药青蒿素二聚体的合成。第二部分电子稳定版的抗疟缩醛三恶烷。第三部分天然激素1-α，25-二羟维生素D3的新型类似物：CYP24抑制剂的设计，合成和生物学评估。第四部分新的硅介导的N尺寸的2-环烯酮的环扩环成均烯丙基N + 3尺寸的内酯。
6. Structure‐Based Design Synthesis and Biological Evaluation of Bis‐Tetrahydropyran Furan Acetogenin Mimics Targeting the Trypanosomatid F1 Component of ATP Synthase [O] . Marija K. Zacharova, Lindsay B. Tulloch, Eoin R. Gould, -1

机译：以结构为基础的双四氢吡喃呋喃呋喃产乙酸原模拟物的设计合成和生物学评估
7. Structure-Based Design, Synthesis and Biological Evaluation of Bis-Tetrahydropyran Furan Acetogenin Mimics Targeting the Trypanosomatid F1 Component of ATP Synthase [O] . Marija K. Zacharova, Lindsay B. Tulloch, Eoin R. Gould, 2019

机译：基于结构的设计，合成和生物学评估双 - 四氢呋喃醋酸纤维原模拟物，其靶向ATP合酶的锥虫F1组分

Synthesis of purin-2-yl and purin-6-yl-aminoglucitols as C-nucleosidic ATP mimics and biological evaluation as FGFR3 inhibitors.

摘要

著录项

相似文献

相关主题

期刊订阅