Introduction: A series of (R)-(-)-4-Phenyl-2 oxazolidinone based azetidinones (4a-i) were
synthesized from the reaction of (2-Oxo-4-phenyl-oxazolidin-3-yl) acetic acid with aromatic imines (3a-i)
in the presence of Thionyl chloride and Triethylamine as a base.
Methods: The transformation proceeds through the formation of acid chloride to ketene which finally
forms the azetidinones through [2+2] cycloaddition with aromatic imines. Products obtained were
screened to evaluate their antibacterial activity with respect to known bacteria like Escherichia Coli (E.
Coli) and Bacillus subtilis.
Results and Conclusion: In most of the cases, azetidinones were found to exhibit superior antimicrobial
properties than oxazolidinones. They were found to be a good inhibitor of gram-positive and gramnegative
bacteria. Enhancement of antibacterial property can be attributed to the presence of azetidinone
ring and hydrophobic alkyl side chain in the scaffolds.
Keywords: (R)-(-)-4-Phenyl-2-oxazolidinone, Azetidinone, Antibacterial, Drug-resistant, Gram-positive, Gram-negative.
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