A biguanide derivative and its cyclic anologue: Structural chracterization, AChE inhibitory effect and docking studies

Abstract In the course of this work, a new biguanide derivative L 1 and its 1,3,5-triazine cyclic analogue L 2 were synthesized as hydrochloride or hydroperchlorate salts and their structures were characterized by spectroscopic and analytical methods. The solid state structures of L 1 .HCl and L 2 .2HClO 4 were determined by single crystal X-ray diffraction studies. X-ray data revealed that the asymmetric unit of L 1 .HCl contains two mono-protonated biguanidium units and two chloride anions as counter ions. The protonation of both independent molecules occurs at the terminal imino-group. The asymmetric unit of L 2 .2HClO 4 have a diprotonated 1,3,5-triazine analogue and two perchlorate anion as counter ions. The anticholinesterase activity of the synthesized compounds was performed against acetylcholinesterase (AChE) and the compounds showed considerable activities. Moreover, docking and in silico ADMET test were applied to investigate the binding modes, inhibitory mechanisms and drug likeness properties. The results of these analyses indicated that L 1 .HCl might be classified as AChE inhibitor molecule. Taken together, all results suggest that this compound that are biguanide derivative and its cyclic analogue, can be promising multipotent biological lead like Alzheimer disease by stopping a reduction in acetylcholine level by inhibition of the acetylcholine esterase enzyme.