Abstract

Highly efficient one-pot solvent-free grinding method was reported for synthesis of chalcones 3a-j, 5a,b, 7 and bis-chalcones 9, 11. Cyclodehydration of bis-chalcones 9, 11 and chalcones 3 with hydrazine derivatives under solvent- free grinding method afforded bis-pyrazolines 12a,b, 13a,b and pyrazoline derivatives 14a-g, respectively. In a similar manner, grinding of bis-chalcones 9, 11 and chalcones 3 with hydroxylamine hydrochloride under the employed reaction conditions gave bis-isoxazolines 15, 16 and isoxazoline derivatives 17a-e, respectively. The antioxidant activity of the selected products was studied using 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) assay. Also, the antidiabetic activity of the selected products against normal and alloxan induced diabetic mice was evaluated.

Keywords: Anti-diabetic activity, antioxidant activity, bis-isoxazolines, bis-pyrazolines, enones, isoxazolines, pyrazolines, solvent-free grinding.

Graphical Abstract