Synthesis, Anti-inflammatory Activity, and In Silico Studies of Some New 3-({P-Dimethylamino}benzylidenehydrazinylidene)-1,3-dihydro-2H-indole-2-one Derivatives.

Ten novel isatin Schiff base analogs have been designed using a combination of isatin, hydrazine hydrate, and para-dimethylaminobenzaldehyde. Molecular docking studies have been performed to study the binding interactions of the designed compounds with COX-2 protein as a target (PDB code: 3LN1). The ten novel 3-({p-dimethylamino}benzylidenehydrazinylidene)-1,3-dihydro-2H-indole-2-one derivatives (IIIa-IIIj) were synthesized. Structures of all compounds were elucidated by using IR, 1H NMR, and mass spectra. The compounds which have docked to the COX-2 protein with good score have been investigated for their anti-inflammatory activity using carrageenan-induced rat paw edema method. Compounds IIIe, IIIf, IIIg, IIIh, and IIIi showed anti-inflammatory activity at 100 mg/kg compared with the standard drug indomethacin at 10 mg/kg. Out of these compounds, IIIe, IIIf, and IIIg showed a good anti-inflammatory activity. Thus, the synthesized compounds could be considered as a new anti-inflammatory hit for further lead optimization.