Synthesis of triazole-oxazolidinones via a one-pot reaction and evaluation of their antimicrobial activity |
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Authors: | Demaray Jeffrey A Thuener Jason E Dawson Matthew N Sucheck Steven J |
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Affiliation: | aThe University of Toledo, Department of Chemistry, 2801 W. Bancroft Street, Toledo, OH 43606, USA |
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Abstract: | C-5-substituted triazole-oxazolidinones were synthesized using a bromide catalyzed cycloaddition between aryl isocyanates and epibromohydrin followed by a three-component Huisgen cycloaddition. The library of compounds was screened for antibacterial activity against Mycobacterium smegmatis ATCC 14468, Bacillus subtilis ATCC 6633, and Enterococcus faecalis ATCC 29212. Notably, the 3-(4-acetyl-phenyl)-5-(1H-1,2,3-triazol-1-yl)methyl)-oxazolidin-2-one (18) showed an MIC of 1 μg/mL against M. smegmatis ATCC 14468, fourfold lower than the MIC measured for isoniazid. |
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Keywords: | Antimycobacterial Antibacterial Oxazolidinone One-pot |
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