Synthesis of 1,2,3-benzotriazin-4(3H)-one derivatives as α-glucosidase inhibitor and their in-silico study

α-Glucosidase inhibition is considered as an effective strategy for the treatment of diabetes mellitus. Currently, three α-glucosidase inhibitors are being used as drugs; Acarbose, Voglibose and Miglitol. The side effects of these drugs are forcing researchers to search for new and effective molecules. In this research work, novel 1,2,3-benzotriazin-4(3H)-one sulfonamides were synthesized and investigated for their α-glucosidase inhibition activity. 2,4,6-Trichloro-1,3,5-triazine: N,N-dimethylformamide (TCT : DMF) adduct have been utilized for the direct synthesis of targeted sulfonamides. All reactions were performed at room temperature under mild conditions. In-vitro enzyme inhibition studies led us to discover many potent inhibitors demonstrating good to excellent activity. The compound 5c with dimethyl substituent was found to be a more potent inhibitor than acarbose with the IC50 value of 29.75 ± 0.14 μM. Compounds 5a, 5b, 5d, 5e, 5f, and 5m showed good inhibition results with IC50 value 31.97 ± 0.03, 33.24 ± 0.01, 33.76 ± 1.05, 35.98 ± 0.03, 30.87 ± 0.51, and 37.24 ± 0.04 µM respectively. Further structure activity relationship was analyzed by molecular docking studies.