Wang-OSO3H catalyzed one-pot sonochemical synthesis of 1, 2, 4-benzothiadiazine-1, 1-dioxide derivatives: Their in silico/in vitro assessments against MtbCM

5 7 2023

Authors: Narender Addu, Hinuja Miriyala, Ravikumar Kapavarapu, Sunder Kumar Kolli, Manojit Pal

The sonochemical synthesis, in silico assessment and in vitro MtbCM inhibitory activities of a series of 1,2,4-benzothiadiazine-1,1-dioxide derivatives are described. These compounds were synthesized via a one-pot two-step sonochemical method involving the Wang-OSO3H catalyzed reaction of 2-aminobenzenesulfonamide with aldehydes followed by treatment with NaHSO3 in the same pot. The reaction proceeded at room temp in pure water affording the desired products in good yields. The use of heterogeneous catalyst, common oxidant, water as a solvent and ultrasound as the source of green energy in addition to the mild conditions, shorter reaction time and simple operational procedure are the key features of this methodology. In silico studies suggested that most of the synthesized compounds interacted with the external surface pockets of the MtbCM (PDB: 2FP2) active site cavity. Indeed, a curved loop …