4.2 Article

Synthesis and antimicrobial evaluation of sulfanilamide- and carbohydrate-derived 1,4-disubstitued-1,2,3-triazoles via click chemistry

期刊

MEDICINAL CHEMISTRY RESEARCH
卷 26, 期 7, 页码 1497-1505

出版社

SPRINGER BIRKHAUSER
DOI: 10.1007/s00044-017-1864-3

关键词

Azidosugar; 1,2,3-Triazole; Sulfanilamide; Antimicrobial; Click reaction

资金

  1. Manisa Celal Bayar University [BAP-2014-054]

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4-Sulfanilamido substitued-1,2,3-triazoles conjugated with monosaccharides (8-17) including d-glucose, d-galactose, d-mannose, and d-fructose were synthesized in good yields from azidosugars with propargyl sulfanilamides using copper catalyst 1,3-dipolar cycloaddition reaction (CuAAC). The structures of new compounds were elucidated by liquid chromatography-mass spectrometry, infrared, one-dimensional- and two-dimensional-nuclear magnetic resonance techniques. All of the new compounds were tested in vitro against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Salmonella typhimurium, Klebsiella pneumoniae, Enterococcus faecalis, Pseudomonas aeruginosa, and Candida albicans for their antibacterial and antifungal activities. Experimental results showed antimicrobial activity with minimum inhibitory concentrations values a ranging from 0.078 to 5.0 mg/mL against test microorganisms.

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