Cholinesterase inhibitory activity of highly functionalized fluorinated spiropyrrolidine heterocyclic hybrids

Two series of dimethoxyindanone imbedded novel fluorinated spiropyrrolidine heterocyclic hybrids were synthesized employing two different less explored azomethine ylides and were measured for their efficiency as inhibitors for Alzheimer's disease. Among the spiropyrrolidine heterocyclic hybrids, the indole based fluorinated compound with a methoxy substituent at the metaposition of the aryl ring exhibited the utmost potent AChE and BChE inhibitory activities with an IC50 of 1.97 0.19 mM and 7.08 +/- 0.20 mM respectively. The plausible mechanism of inhibition on ChE receptors was unveiled via molecular docking studies. (C) 2020 The Authors. Published by Elsevier B.V. on behalf of King Saud University.

Automated summary

Novel fluorinated spiropyrrolidine heterocyclic hybrids were synthesized and tested for their inhibitory activities against AChE and BChE, with a compound bearing a methoxy substituent showing the highest potency. The possible inhibitory mechanism on ChE receptors was revealed through molecular docking studies.