Synthesıs of Condensed 1,4-Dıhydropyrıdıne Derıvatıves and Evaluatıon of Theır Calcıum Channel Modulatıng and Antıoxıdant Actıvıtıes

Abstract

In this study, study, a pharmacophore model based on calcium channel blocker ligands was generated by LigandScout and nineteen 2-(methacryloyloxy)ethyl 4-aryl-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate derivatives were synthesized via multicomponent one pot Hantzsch reaction of 4,4-dimethylcyclohexane-1,3-dione, 2-(methacryloyloxy)ethyl acetoacetate, substituted benzaldehyde and ammonium acetate in methanol under microwave irradiation in a short time. The structures of the synthesized compounds were identified by IR, 1H-NMR, 13C-NMR and mass spectroscopy; and were proved by elemental analysis. The calcium modulating activity of the compounds were determined by testing their myorelaxant effect on isolated strips of rabbit gastric fundus smooth muscle by using nifedipine as standard and the antioxidant activity was determined by applying differential pulse voltammetry technique. The results showed the compounds exerted concentration-dependent relaxation responses on gastric fundus smooth muscle strips but the compounds were less potent than nifedipine; and some of the compounds exhibited good antioxidant activity.