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Novel thiosemicarbazone derivatives were synthesized  via  condensation reactions between the corresponding thiosemicarbazides and 4-(methylsulfonyl)acetophenone. The chemical structures of all compounds were elucidated by infrared (IR),  1 H-NMR and  13 C-NMR spectroscopy and mass spectrometry. Antioxidant studies of all compounds were performed by using CUPRAC, FRAP, DPPH methods. 2-{1-[4-(Methylsulfonyl)phenyl]ethylidene}- N -phenylhydrazinecarbothioamide ( 1 ) possessed good antioxidant activity with an SC 50  value of 15.70 µM which also is higher than standard drug, ascorbic acid. All compounds were evaluated for their antidiabetic properties as α-glycosidase and α-amylase inhibitors. Compound  1  was found to be the most active compound against α-glucosidase and α-amylase with IC 50  values of 1.58 µM and 3.24 µM, respectively. The enzyme kinetic studies demonstrated that compound  1  has a competitive mode of binding. Furthermore, molecular docking studies have elucidated the binding mechanism at the molecular level by examining the molecular interactions between compound  1  and these enzymes.

Synthesis of novel thiosemicarbazone derivatives as antidiabetic agent with enzyme kinetic studies and antioxidant activity