Synthesis and antibacterial activity of new Sulfamethoxazole derivative. | ||
| Tikret Journal of Pharmaceutical Sciences | ||
| Article 1, Volume 8, Issue 1, June 2012, Pages 50-59 | ||
| Authors | ||
| Marua HD. AL-Hammoshi; Yasser F. Mustafa; Jehan Thannon | ||
| Abstract | ||
| In the present work, diazonium salt was synthesized by treatment of the primary aromatic amine of sulfomethoxazole with sodium nitrite, which is directly coupled with m-cresol to give a new sulfamethxazole derivative. Chemical structure of the new derivative was characterized by physical and spectroscopic techniques as UV, FTIR, 1H NMR and 13C NMR spectra. The new derivative [4-(salycilic acid-5”-azo-yl)-N-(5`-methyl-3`-isoxazolyl)benzene-sulfonamide] is characterized by its it is lack of the primary aromatic amine in its structure with no possibility to form hydroxylamine metabolite; which is responsible for allergic reactions; In addition, the new derivative is more water soluble due to the presence of azo- linkage. The new sulfomethoxazole derivative proved to have no antibacterial activity against Pathogenic isolates of G- bacteria (E. coli) used in the present work, and reliable in vitro antibacterial activity against G+ bacteria (Staphyllococcus aureus). Mean IC50 against pathogenic Staph aureus isolates used in the study was about 12µg/ml whereas the mean MIC was 20 µg/ml. Presence of azo-bond may change the mode of action of sulfamethoxazole, make it possible to test this a new compound as new antibacterial agent against G+ bacteria. | ||
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