Synthesis, characterization and antimicrobial activity of 4-((1-benzyl/phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzaldehyde analogues

被引：0
作者：
Kashmiri Lal
Pinki Yadav
Ashwani Kumar
机构：
[1] Guru Jambheshwar University of Science and Technology,Department of Chemistry
[2] Guru Jambheshwar University of Science and Technology,Department of Pharmaceutical Sciences
来源：
Medicinal Chemistry Research | 2016年 / 25卷
关键词：
1,4-Disubstituted 1,2,3-triazoles; Click chemistry; Antimicrobial activity; Docking studies;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A diverse series of 4-((1-benzyl/phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzaldehyde analogues has been synthesized in good yield by the click reaction between 4-O-propargylated benzaldehyde and various organic bromides/azides. All the synthesized compounds were tested in vitro for their antimicrobial activity against Gram-positive bacteria (Staphylococcus epidermidis and Bacillus subtilis), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) and fungi (Candida albicans and Aspergillus niger). Most of the compounds exhibited good-to-excellent antimicrobial activity. Compound 7b was found to be more potent than ciprofloxacin against B. subtilis, whereas it showed activity comparable to ciprofloxacin against E. coli. Compounds 4h and 4i showed activity comparable to fluconazole against A. niger. Further, the binding mode of compound 7b into the active site of E. coli topoisomerase II DNA gyrase B has also been investigated.
引用
收藏
页码：644 / 652
页数：8
相关论文
共 128 条
  • [1] Agalave SG(2011)Click chemistry: 1,2,3-triazoles as pharmacophores Chem Asian J 6 2696-2718
  • [2] Maujan SR(2007)1,2,3-Triazoles as peptide bond isosteres: synthesis and biological evaluation of cyclotetrapeptide mimics Org Biomol Chem 5 971-975
  • [3] Pore VS(2010)Click chemistry with DNA Chem Soc Rev 39 1388-1405
  • [4] Bock VD(2000)Substituent effects on the antibacterial activity of nitrogen-carbon-linked (azolylphenyl)oxazolidinones with expanded activity against the fastidious gram-negative organisms J Med Chem 43 953-970
  • [5] Speijer D(2013) and Curr Top Med Chem 13 2850-2865
  • [6] Hiemstra H(2014)Recent advances in the synthesis of new antimycobacterial agents based on the 1 Med Chem Res 23 2995-3004
  • [7] Maarseveen JH(2013)-1,2,3-triazoles Med Chem Res 22 5624-5631
  • [8] El-Sagheer AH(2014)Synthesis and biological evaluation of amino acid-linked 1,2,3-bistriazole conjugates as potential antimicrobial agents Eur J Med Chem 86 113-121
  • [9] Brown T(2014)Synthesis and antimicrobial activity of pyrimidine chalcones Med Chem Res 23 4404-4413
  • [10] Genin MJ(2012)1 Bioorg Med Chem Lett 22 4353-4357
12345678910