Click-based synthesis of triazolobithiazole ΔF508-CFTR correctors for cystic fibrosis

被引：16

作者：

Donald, Michael B. ^{[3
]}

Rodriguez, Kevin X. ^{[3
]}

Shay, Hannah ^{[3
]}

Phuan, Puay-Wah ^{[1
,2
]}

Verkman, A. S. ^{[1
,2
]}

Kurth, Mark J. ^{[1
,2
]}

机构：

[1] Univ Calif San Francisco, Dept Med, San Francisco, CA 94143 USA

[2] Univ Calif San Francisco, Dept Physiol, San Francisco, CA 94143 USA

[3] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2012年 / 20卷 / 17期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

CuAAC; Triazolobithiazole; Cystic fibrosis; CF corrector; TRANSMEMBRANE CONDUCTANCE REGULATOR;

D O I：

10.1016/j.bmc.2012.06.046

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Copper catalyzed azide-alkyne cycloaddition (CuAAC) chemistry is reported for the construction of previously unknown 5-(1H-1,2,3-triazol-1-yl)-4,5'-bithiazoles from 2-bromo-1-(thiazol-5-yl)ethanones. These novel triazolobithiazoles are shown to have cystic fibrosis (CF) corrector activity and, compared to the benchmark bithiazole CF corrector corr-4a, improved log P values (4.5 vs 5.96). (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：5247 / 5253

页数：7

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