Abstract
Considering the promising antimicrobial potential of carbonic anhydrase inhibitors and heterocyclic compounds some heterocyclic derivatives of sulfanilamide (2a-e) were synthesized. The diazotisation of sulfanilamide followed by substitution with ethylacetoacetate and further condensation yielded compounds 2a-c. Schiff base of sulfanilamide with salicylaldehyde on reaction with thioglycollic acid and chloroacetyl chloride resulted in compound 2d-e. The susceptibility of Staphylococcus aureus, Enterococcus faecalis, Escherichia coli and Pseudomonas aeruginosa to the title compounds (300 mg/disc) was investigated and compared to that of nitrofurantoin (300 mg/disc) and ciprofloxacin (25 mg/disc). The title compounds showed good antimicrobial activity. KEY WORDS: Carbonic anhydrase, Sulfanilamide, Heterocyclic compounds, Antimicrobial activity Bull. Chem. Soc. Ethiop. 2012, 26(3), 455-460.DOI: http://dx.doi.org/10.4314/bcse.v26i3.15
Highlights
The field of research on development of carbonic anhydrase inhibitor based antimicrobials has shown promising results due to presence of carbonic anhydrases in a multitude of bacteria and protozoa [1,2,3]
It is envisageable that conjugation of heterocyclic compounds with sulfanilamide will be able to enhance the antibacterial action of sulfanilamide leading to novel types of pharmacological agents useful in the fight against infections
The compounds were dissolved in dimethyl formamide (6%), which was previously tested for antibacterial activity against all test bacteria and found to have no antibacterial activity
Summary
The field of research on development of carbonic anhydrase inhibitor based antimicrobials has shown promising results due to presence of carbonic anhydrases in a multitude of bacteria and protozoa [1,2,3]. Conjugations of heterocyclic groups reportedly enhance antibacterial action of the original compound [6]. It was cooled to 0 oC in an ice bath and a cold aqueous solution of sodium nitrite (0.03 mol) was added. The resulting solid was washed with water and recrystallised from alcohol to yield ethyl-3-oxo-2-(2-(4-sulfamoylphenyl) hydrazono) butanoate (1).
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