Synthesis and cytotoxicity evaluation of novel 1,4-disubstituted 1,2,3-triazoles via CuI catalysed 1,3-dipolar cycloaddition

被引：51

作者：

Vantikommu, Jyothi ^{[1
]}

Palle, Sadanandam ^{[2
]}

Reddy, Punganuru Surendra ^{[2
,3
]}

Ramanatham, Vinodkumar ^{[2
]}

Khagga, Mukkanti ^{[2
]}

Pallapothula, Venkateswara Rao ^{[1
]}

机构：

[1] Osmania Univ, Nizam Coll, Dept Chem, Hyderabad 500006, Andhra Pradesh, India

[2] JNT Univ, IST, Ctr Pharmaceut Sci, Hyderabad 500085, Andhra Pradesh, India

[3] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 11期

关键词：

beta-Keto 1,2,3-triazoles; 1,3-Dipolar cycloaddition; Cytotoxicity; Tosyloxyketones; Copper iodide; Terminal alkynes; ONE-POT SYNTHESIS; CLICK-CHEMISTRY; BIOLOGICAL EVALUATION; RAPID SYNTHESIS; V-TRIAZOLES; SOLID-PHASE; AZIDES; DERIVATIVES; PROLIFERATION; INHIBITORS;

D O I：

10.1016/j.ejmech.2010.08.012

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A facile and highly efficient method for the regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles (beta-keto 1,2,3-triazoles) in good to excellent yields from in-situ generated beta-ketoazides and terminal alkynes through Cu(I) catalyzed 1,3 dipolar cycloaddition is described. This reaction proceeds smoothly either in water or in a 1:1 mixture of water and acetone at room temperature without use of any additive. The synthesized compounds were screened for their cytotoxicity in A549 (Lung Cancer), HT-29 (Colon Cancer), He La (Cervical Cancer) using MIT assay that exhibited significant cytotoxicity at modest doses. (C) 2010 Elsevier Masson SAS. All rights reserved.

引用

页码：5044 / 5050

页数：7

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