Synthesis and biological evaluation of new spirooxindoles with embedded pharmacophores

A regioselective synthesis of new mono and bisoxindoles containing bis spiro heterocyclic hybrids has been envisaged via 1,3-dipolar cycloaddition of azomethine ylides with the dipolarophile ( E )-3-((2-methoxyquinolin-3-yl)methylene)indolin-2-one, obtained through the base catalyzed condensation of indolin-2-one with substituted 2-methoxyquinoline-3-carbaldehyde. The regiochemistry and stereochemistry of the synthesized products were characterized by 1D and 2D NMR techniques and single crystal X-ray diffraction studies. Many of the compounds were found to show in vitro antioxidant, antidiabetic and acetylcholinesterase inhibitory activities. The newly synthesized spirooxindole derivatives have shown in vitro antioxidant, antidiabetic and acetylcholinesterase inhibitory activities.