Abstract
N-(benzothiazol-2-yl)benzenesulphonamide (BS2ABT) was synthesized by the condensation (by refluxing) of 2-aminobenzothiazole and benzenesulphonylchloride in acetone at 140ºC. The resulting crude precipitates were recrystallized from dimethylformamide (DMF). Five metal complexes of copper(I), nickel(II), manganese(II), cobalt(II) and zinc(II) of the ligands were synthesized. The compounds were characterized using magnetic susceptibility measurements, UV/VIS spectrophotometry, infra red, proton and13C nmr spectroscopies. The antimicrobial tests of the ligands and its metal complexes were carried out on both multi-resistant bacterial strains isolated under clinical conditions and cultured species using agar-well diffusion method. The multi-resistant bacterial strains used wereEscherichia coli, Proteusspecies,Pseudomonas aeroginosa and Staphylococcus aureuswhich were isolated from dogs. The culture species werePseudomonas aeruginosa(ATCC 27853),Escherichia Coli(ATCC 25922)Staphylococcus aureus(ATCC 25923), and the fungi,Candida krusei(ATCC 6258) andCandida albicans(ATCC 90028). The tests were bothin vitroandin vivo. Thus the Inhibition Zone Diameter (IZD), the Minimum Inhibitory Concentration (MIC), and the Lethal and Effective Concentrations (LC50and EC50) were determined. The antimicrobial activities of the compounds were compared with those of Ciprofloxacin and trimethoprim-sulphamethoxazole as antibacterial agents and Fluconazole as an antifungal drug. All the compounds showed varying activities against the cultured typed bacteria and fungi used. However, they were less active than the standard drugs used except Fluconazole which did not show any activity againstCandida krusei(ATCC 6258) but most of the compounds synthesized were very active against it. The Lethal Concentration (LC50) ranged from 26.25±4.9-1833.88±186.92 ppm. These are within the permissible concentrations.
Highlights
Interest in the coordination chemistry of thiazole and its derivatives with metal ions has risen due to the important role they play in biological systems[1]
The present work is aimed at synthesizing new derivative of 2-aminobenzothiazole and its metal(II) complexes, characterizing them, and investigating how their structural differences affects antimicrobial activities when compared with conventional sulfonamides
The equations of reactions for the syntheses of the ligand, BS2ABT and its metal complexes are represented in Schemes 1-6
Summary
Interest in the coordination chemistry of thiazole and its derivatives with metal ions has risen due to the important role they play in biological systems[1]. To a solution of N-(benzothiazol-2-yl) benzenesulphonamide (0.73 g; 3.00 mmole) in DMF (10ml) was added aqueous solution of cobalt(II) chloride hexahydrate (0.30 g; 1.00 mmole) This was refluxed for 30mins at 120oC during which a shiny blue precipitate was formed. To a solution of N-(benzothiazol-2-yl)benzenesulphonamide (0.73 g; 3.00 mmole) in DMF (10ml) was added aqueous solution of zinc(II) acetate dihydrate (0.29 g; 1.00 mmole) This was refluxed for 30mins at 120oC during which a white precipitate was formed. To a solution of N-(benzothiazol-2-yl)benzenesulphonamide (0.73 g; 3.00 mmole) in DMF (10ml) was added aqueous solution of copper(II) chloride dihydrate (0.25 g; 1.00 mmole) This was refluxed for 30mins at 120oC during which a dirty white precipitate was formed. Weak nauplii were noted as an indication of central nervous system depression
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