Synthesis and characterization of some quinoline based azetidinones and thiazolidinones as antimicrobial agents 

By Bhupendra Mistry, Smita Jauhari, Bhupendra Mistry 

ABSTRACT

A series of potentially active quinoline based azetidinones and thiazolidinones analogues has been synthesized by simple and efficient synthetic protocol. The tetrazole nucleus formed from 2-chloroquinoline-3-carbaldehyde using p-toluenesulphonic acid and sodium azide followed by reaction with various substituted amine to form the corrosponding schiff base intermediates. Attempt made to derive final azitidinone and thiazolidinone analogues from Schiff base intermediates by using chloroacetyl chloride and 2-marcapto acetic acid respectively.  The newly synthsiszed analogues were then examined for antimicrobial activity against some human pathogenic bacterial and fungal strains as 2 gram –Ve bacteria (E. coli, P. aeruginosa), 2 gram +Ve bacteria (S. aerues, B. subtilis) and 2 fungal species (C. albicans, A. niger) to develop novel class of anti microbial agents with varied mode of action. The results of bioassay showed that some of the newly synthesized azetidinones and thiazolidinones analogues emerged as lead molecules with excellent MIC (mg/ml) values against mentioned organisms. The structure of the final analogues has been confirmed on the basis of IR, 1H NMR, 13C NMR and elemental analysis. 

Keywords: 2-Chloroquinoline-3-carbaldehyde, substituted anilines, azetidinones, thiazolidinones, antimicrobial activity. 

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