Quantum computational, spectroscopic investigation, molecular docking, and in vitro pharmacological studies of sulfonamide Schiff base

Synthesis, quantum chemical calculations, in silico and in vitro bioactivity of a sulfonamide-Schiff base derivative

“…The electronic spectrum of the Schiff base was recorded in the range of 200–800 nm. Electronic transition bands appeared at 225 and 250 nm, which were assigned to the π — π * transition of the aromatic rings and azomethine group [ 7 , 8 ]. Theoretically, these electronic transition bands were obtained at 288, and 313 nm, respectively.…”

“…Theoretically, these electronic transition bands were obtained at 288, and 313 nm, respectively. An electronic transition peak was obtained at 278 nm in the spectrum, which can be referred to as n — π * electronic transition [ 8 ]. Computationally, this band appeared at 362 nm.…”

“…The N−(CH3)2 protons signal appeared in the range of 2.03–3.18 ppm [ 7 , 26 ], whereas computationally, it was found at 2.66–3.56 ppm. The aromatic protons signal was found in the range of 6.15–7.80 ppm [ 8 , 26 ]. A signal at 11.28 ppm was found due to the presence of secondary amine group proton [ 26 ].…”

“…These compounds have been widely used in the medicinal and industrial fields [ 5 , 6 ]. Numerous Schiff bases exhibit a wide range of pharmacological activities, such as antibacterial, antifungal, antimalarial, antiviral, antitumor, antiproliferative, antituberculosis, anticancer, and anti-inflammatory activities [ 1 , [7] , [8] , [9] , [10] , [11] ]. These compounds have also been used as corrosion inhibitors, catalysts, chemosensors, pigments, thermally stable materials, NLO materials, and powerful chelating agents in the formation of coordination compounds [ 5 , 12 , 13 ].…”

“…To the best of our knowledge, a comparative study, molecular electrostatic potential (MEP), Fukui function, drug likeness, and topology analyses, as well as anticancer and antioxidant assays of the query molecule have not been published yet. Moreover, computational approaches are increasingly being used to support experimental evidence in the field of chemical analysis today [ 8 , 20 ]. For the above investigations, a sulfonamide Schiff base (E)-4-((4-(dimethylamino)benzylidene)amino)-N-(5-methylisoxazol-3-yl)benzene was synthesized by the condensation method, and its experimental and computational analyses were performed.…”