Schiff’s Base Of Sulphonamide with Para Fluoro Benzaldehyde: Novel Potential Antimicrobial Agent

Antibacterial and antifungal diseases are very common all over the world. Currently used antimicrobial agents are not very useful due to the resistance developed by the microbes against them. In continuation to this, the present study was aimed at synthesizing Schiff”s base of sulphonamide nucleus incorporated with parasubstituted benzaldehyde showing good activity, with parasulphonamido group playing a key role, and evaluating the potential of this agent as antimicrobial.The improvement achieved in potency of sulfonamide by introducing electron-withdrawing groups at the N¹-position, which produced such highly potent drug as sulfadiazine, established the power of molecular modification in drug discovery. For the accomplishment of the proposed objective, the established method of synthesis with some modification was adopted, i.e. reacting sulphonamide and para substituted derivative of benzaldehyde resulting in formation of Schiff base or imine . Imine formation is acid catalysed, generally takes place fastest between pH 4 -5 and is slow at very low or very high pH. In methodology a mixture of p- amido sulphonamide and p-fluoro benzaldehyde was refluxed in absolute ethanol for 12-14 hours in water bath in Dean Stark Apparatus, then Schiff’s base was filtered, dried and recrystallised from absolute ethanol. The synthesized compound was subjected to physicochemical and spectral characterization. Antimicrobial activity of the compound was performed against microbes E.coli and Aspergillus niger. A concentration dependent increase in activity was observed which was due to molecular modification i.e. para fluoro benzaldehyde incorporated in sulphonamide nucleus forming Schiff’s base or imine. From the results it is evident that this research resulted in producing novel potential schiff’s base of sulphonamide with enhanced antimicrobial activity.

Author(s): Smriti Sahu

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