Synthesis of novel selenium and tellurium-containing tetrazoles: a class of chalcogen compounds with antifungal activity

被引:26
|
作者
Libero, Francieli M. [1 ]
Xavier, Mauricio C. D. [1 ]
Victoria, Francine N. [2 ]
Nascente, Patricia S. [3 ]
Savegnago, Lucielli [4 ]
Perin, Gelson [1 ]
Alves, Diego [1 ]
机构
[1] Univ Fed Pelotas, UFPel, LASOL, CCQFA, BR-96010900 Pelotas, RS, Brazil
[2] Univ Fed Pelotas, UFPel, Fac Agron Eliseu Maciel, DCTA, BR-96010900 Pelotas, RS, Brazil
[3] Univ Fed Pelotas, UFPel, Inst Biol, BR-96010900 Pelotas, RS, Brazil
[4] Univ Fed Pelotas, Unidade Biotecnol, CDTec, UFPel, BR-96010900 Pelotas, RS, Brazil
关键词
Organochalcogen compounds; Nitriles; Cycloaddition; 1H-Tetrazoles; Antifungal; NITROGEN-RICH SALTS; 5-SUBSTITUTED; 1H-TETRAZOLES; HETEROGENEOUS CATALYST; NITRILES; ORGANOSELENIUM; CYCLOADDITION; DERIVATIVES; INHIBITORS; CHEMISTRY; ANALOGS;
D O I
10.1016/j.tetlet.2012.04.040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe herein the synthesis and antifungal activity of new 5-arylchalcogenoalkyl-1H-tetrazoles 4. Arylchalcogenoalkyl-1H-tetrazoles 4 have been synthesized in high yields by reaction of arylchalcogenolate anions with chloronitriles 2, and subsequent [2+3] cycloaddition of resulting arylchalcogenoalkylnitriles 3 with sodium azide by zinc catalysis in aqueous solution. The obtained compound 4a was screened for antifungal activity and presented inhibitory property against seven fungal strains. This protocol is an efficient method to produce new selenium-nitrogen compounds with antifungal activity. (C) 2012 Published by Elsevier Ltd.
引用
收藏
页码:3091 / 3094
页数:4
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