Secondary Sulfonamides as Effective Lactoperoxidase Inhibitors

Abstract

Secondary sulfonamides (4a–8h) incorporating acetoxybenzamide, triacetoxybenzamide, hydroxybenzamide, and trihydroxybenzamide and possessing thiazole, pyrimidine, pyridine, isoxazole and thiadiazole groups were synthesized. Lactoperoxidase (LPO, E.C.1.11.1.7), as a natural antibacterial agent, is a peroxidase enzyme secreted from salivary, mammary, and other mucosal glands. In the present study, the in vitro inhibitory effects of some secondary sulfonamide derivatives (4a–8h) were examined against LPO. The obtained results reveal that secondary sulfonamide derivatives (4a–8h) are effective LPO inhibitors. The Ki values of secondary sulfonamide derivatives (4a–8h) were found in the range of 1.096 × 10−3 to 1203.83 µM against LPO. However, the most effective inhibition was found for N-(sulfathiazole)-3,4,5-triacetoxybenzamide (6a), with Ki values of 1.096 × 10−3 ± 0.471 × 10−3 µM as non-competitive inhibition.

Special Issue: Sulfonamides

“…The next paper in the special issue [ 45 ] investigates another enzyme, lactoperoxidase, for its interaction with sulfonamides incorporating (poly)acetoxybenzamide and/or (poly)hydroxybenzamide scaffolds. These secondary sulfonamides were effective-medium potency lactoperoxidase inhibitors, with inhibition constants varying between the nano- to the micromolar range [ 45 ].…”

Synthesis and biological evaluation of phloroglucinol derivatives possessing α‐glycosidase, acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase inhibitory activity

“…For determination of the 50% inhibition concentration (IC 50 ) and inhibition constant ( K i ) of each novel phloroglucinol derivatives, three concentrations of each derivative were tested. The activities (%) were plotted against the concentrations in Lineweaver–Burk plots, as previously described . The IC 50 and K i values were calculated by curve fitting the data.…”

The in vivo effects of cefazolin, cefuroxime, and cefoperazon on the carbonic anhydrase in different rat tissues

“…For the determination of the protein amount, the Bradford procedure was used as described previously . Bovine serum albumin was used as the standard protein for this evaluation …”