Synthesis, in vitro acetylcholinesterase, butyrylcholinesterase activities and molecular docking study of 1,3-oxathiol-2-imine derivatives

We have synthesized eleven derivatives of 1,3-oxathio-2-imine, characterized through NMR, HREI-MS and evaluated against acetylcholinesterase and butyrylcholinesterase enzymes. All synthesized derivative showed good inhibitory potential, having IC50 value ranged from 1.10 f 0.05 to 23.20 f 0.40 mu M (AChE) and 2.30 f 0.10 to 32.00 f 0.80 mu M (BuChE) as compare to standard drug Donepzil (IC50 = 2.16 f 0.12 & 4.5 f 0.11 mu M, respectively). In both case, derivative 7 (IC50 = 1.10 f 0.05 mu M & 2.30 f 0.10 mu M, respectively) was found the most potent among the series. Structure activity relationship was carried out which mainly depend upon the nature, position, number and electron donating/withdrawing effect of the substituent/s on phenyl ring. Molecular docking was carried out to determine the binding attraction of the most potent derivatives with the active site of enzymes.