Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity

被引：64

作者：

Kumar, Dalip ^{[1
]}

Reddy, V. Buchi ^{[1
]}

Kumar, Anil ^{[1
]}

Mandal, Deendayal ^{[2
]}

Tiwari, Rakesh ^{[2
]}

Parang, Keykavous ^{[2
]}

机构：

[1] Birla Inst Technol & Sci, Chem Grp, Pilani 333031, Rajasthan, India

[2] Univ Rhode Isl, Coll Pharm, Dept Biomed & Pharmaceut Sci, Kingston, RI 02881 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 01期

基金：

美国国家科学基金会;

关键词：

Click chemistry; Triazoles; Src kinase; Protein tyrosine kinase; Structure-activity relationship; TYROSINE KINASE; IDENTIFICATION; ACTIVATION; DISCOVERY; ANALOGS; COMPLEX; FACILE;

D O I：

10.1016/j.bmcl.2010.10.121

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two classes of 1,4-disubstituted 1,2,3-triazoles were synthesized using one-pot reaction of alpha-tosyloxy ketones/alpha-halo ketones, sodium azide, and terminal alkynes in the presence of aq PEG (1: 1, v/v) using the click chemistry approach and evaluated for Src kinase inhibitory activity. Structure-activity relationship analysis demonstrated that insertion of C6H5- and 4-CH3C6H4- at position 4 for both classes and less bulkier aromatic group at position 1 in class 1 contribute critically to the modest Src inhibition activity (IC50 = 32-43 mu M) of 1,4-disubstituted 1,2,3-triazoles. (c) 2010 Elsevier Ltd. All rights reserved.

引用

页码：449 / 452

页数：4

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