Synthesis and Biological Evaluation of Schiff base of Dapsone and their derivative as Antimicrobial agents

A series of Schiff base and 2-azetidinones of 4,4’-diaminodiphenylsulphone have been synthesized. 4,4’-diaminodiphenylsulphone was condensed with various aromatic or heterocyclic aldehyde in ethanol in the presence of concentrated sulphuric acid as a catalyst to yield the Schiff base (Ia-e) . These Schiff’s bases on treatment with chloroacetylchloride in the presence of triethylamine gave substituted 2-azetidinone (IIae). The structure of synthesized compounds has been established on the basis of their spectral (IR, 1 H NMR and Mass) data. The purity of the compounds was confirmed by TLC. A number of molecular docking experiments were carried out to identify potential inhibitor of AmpC enzyme of E. Coli HKY28. All these compounds were evaluated for their in vitro activity against several microbes. Compound Ic , Ie , IIb and IIc exhibited potent antibacterial activity with the reference standard ciprofloxacin and fluconazol.