However, it had no effect at all in the test tube, exerting its antibacterial action only in live animals. Later, it was discovered by Bovet ,  Federico Nitti and J. This and nonexistent testing requirements led to the elixir sulfanilamide disaster in the fall of , during which at least people were poisoned with diethylene glycol.
As the first and only effective antibiotic available in the years before penicillin , sulfa drugs continued to thrive through the early years of World War II. American soldiers were issued a first-aid kit containing sulfa pills and powder, and were told to sprinkle it on any open wound. Preliminary identification of the formation of each ligand and its complexes was achieved using IR spectroscopy.
NMR spectra for 13a-i could not be recorded due to the paramagnetic complexes and poor solubility of the isolated products in the NMR solvents examined. All attempts to obtain a single crystal of the complexes suitable for X-ray crystallography failed.
Finally, the mode of coordination of the ligand complexes was supported by thermogravimetric studies in which the weight of the remaining residues coincided with the weight of the metal. Biology: Tetracycline, a broad-spectrum antibiotic was used as a positive control for the antimicrobial study. The results of the antimicrobial assessment of the thiadiazoline sulfonamide derivatives and metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide against Gram-negative E.
The Pb complex with N-phenyl 2-pyridine carbohydrazonoyl halide 13c had maximal antimicrobial activity based on inhibition zone diameters against P. The Cr, Cu, Co, Ni and Fe complexes with N-phenyl 2-pyridine carbohydrazonoyl halide 13d, 13e, 13g, 13a and 13h, respectively had considerable antimicrobial activity Table 2.
The thiadiazoline sulfonamide derivatives 3a, 4a, 7 and 9 series exhibited moderate antimicrobial activity with smaller inhibition zone diameters against the tested microorganisms compared to the metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide series Table 2.
All of the metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide had high antibacterial activity compared with the positive control. The increased antimicrobial activity of the metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide may be due to alterations in the structure as coordination and chelating tend to make metal complexes perform as more powerful bacteriostatic agents El-Ayaan et al.
Moreover, coordination decreases the polarity of the metal ion, mostly because of the partial distribution of its positive charge with the donor groups within the chelate ring system formed during the coordination. This process increases the lipophilic nature of the central metal atom, which favors its more efficient penetration through the lipid layer of the microorganism, thus destroying them more aggressively. The MIC of the thiadiazoline sulfonamide derivatives and metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide against different bacterial and fungal strains was established using the liquid dilution method.
The lowest concentration at which no growth was observed was defined as the MIC value Table 3. A possible explanation for this result is that the antibacterial activity of these compounds stems from the basic skeleton of the molecules as well as from the nature of the substituents such as oxygen, nitrogen and sulfur atoms. The SOD-like activity of the thiadiazoline sulfonamide derivatives and metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide is shown in Table 4. The Zn, Fe, Cu, Ni, Mn and Cr complexes with the N-phenyl 2-pyridine carbohydrazonoyl halide, 13i, 13h, 13e, 13a, 13f and 13d, respectively, exhibited significant SOD-like activity with a percentage of inhibition of Table 4: Superoxide SOD like activity of thiadiazoline, sulfonamides derivatives and the metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide as antioxidant enzyme Thiadiazoline sulfonamide derivatives 12b and 12a displayed significant SOD-like activity Table 4 with percentage of inhibition of In addition, Mg and Co complexes with N-phenyl 2-pyridine carbohydrazonoyl halide, 13b and 13g, respectively had moderate SOD-like activity Table 4 with percentage of inhibition of In the present study, the Zn, Fe, Cu, Ni, Mn and Cr complexes with N-phenyl 2-pyridine carbohydrazonoyl halide and the thiadiazoline sulfonamide derivatives 12b and 12a inhibited superoxide radical generation.
Serafino, M. Webb, R. Zhang, and J. Closel, V. Breu, K. Burri, J. Cassal, W. Fischli, G. Gray, G. Hirth, B. Loffler, M. Muller, W. Neidhart, and H. Cronin and K. Richardson, US Pat. Mange and M. Elina, I. Musatova, E. Padeiskaya, and G. Ohmori, S. Sakamoto, H. Kuboto, M. Shimzu-Sasamata, M. Okada, S. Kawasaki, K. Hidaka, J. Togami, T. Furuya, and K. Yatsugi, S. Kawasaki, M. Katoh, M. Takahashi, K. Koshiya, and M. Blood Flow Metab.
TenBrink, W. Im, V. Sethy, A. Tang, and D. Pelke, H. Im, B. Potentionl anticancer agents XL , synthesis of the B-anomer ef 9- D-arabino- furanosyl adinene. Sythesis of some new-p-cinnamoylamino pyrimidines and other related products of possible Anti- Schistosomal activity. Google Scholar Essawy, S. Convenient synthesis of heterocyclic compounds Bearing a succinimido moity. Google Scholar Fathalla, O. Synthesis of some 1,3-dimethyluracilsulphon- amide-p-derivatives with expected biological activity.
Synthesis and properties of 5-mercapto methyluracil and related derivatives. Synthesis by E-coli of a B- galadosidase- like protein under the influnce of thiouracil. Acta 33, —Briefly, 5 mL of 0. Tanimukai, M. Hesson, K. While the metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide with increased antioxidant activity.
Dickey, R. The drug has very low solubility and sometimes can crystallize in the kidneys, due to its first pKa of around 10[ clarification needed ]. Rothgery and H. Taylor, R.
Raiziene and A.
Download preview PDF. Kawasaki, K. Elina, I. Pezzuto, M. Hathout, and K. Biology: Tetracycline, a broad-spectrum antibiotic was used as a positive control for the antimicrobial study.
Bisaha, J. All of the complexes were stable at room temperature. The solid product was filtered, washed well with water and crystallized from methanol. Tang, and D.
Determination of antioxidant activities of each new thiadiazoline sulfonamide derivative and metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide using DPPH was carried out in triplicate.
Lee, E. Archives of Biochemistry and Biophysics, 66, — Sulfonamides contain a high density of hydrogen bond donor and acceptor sites, which allows them to coordinate to amino acid residues located at the active sites of enzymes Tozer et al. Key words This is a preview of subscription content, log in to check access. Masahiko, O.
The biological effects of some of the new synthesized compounds was also investigated.
McKeever, J. Synthesis of 4,4'-bithiazoles and 4- 2-thia-zolyl aminoquinolines and their antiamobic activity.
Padeiskaya, and G. The MIC of the thiadiazoline sulfonamide derivatives and metal complexes with N-phenyl 2-pyridine carbohydrazonoyl halide against different bacterial and fungal strains was established using the liquid dilution method. Preview Unable to display preview. Cassal, W.