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Molecules 2015, 20(2), 2296-2309; doi:10.3390/molecules20022296

A Facile Ionic Liquid Promoted Synthesis, Cholinesterase Inhibitory Activity and Molecular Modeling Study of Novel Highly Functionalized Spiropyrrolidines

1
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
2
School of Pharmaceutical Sciences, Universiti Sains Malaysia, Minden 11800, Malaysia
3
School of Chemical Sciences, Universiti Sains Malaysia, Minden 11800, Malaysia
4
Pharmacogenetic and Novel Therapeutic Institute for Research in Molecular Medicine, Universiti Sains Malaysia, Minden 11800, Malaysia
5
Institute of Pharmaceutical Science, King's College London, London SE1 9NH, UK
*
Author to whom correspondence should be addressed.
Academic Editor: Jean Jacques Vanden Eynde
Received: 17 November 2014 / Revised: 8 January 2015 / Accepted: 23 January 2015 / Published: 29 January 2015
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [758 KB, uploaded 29 January 2015]   |  

Abstract

A series of novel dimethoxyindanone embedded spiropyrrolidines were synthesized in ionic liquid, [bmim]Br and were evaluated for their inhibitory activities towards cholinesterases. Among the spiropyrrolidines, compound 4f exhibited the most potent activity with an IC50 value of 1.57 µM against acethylcholinesterase (AChE). Molecular docking simulation for the most active compound was employed with the aim of disclosing its binding mechanism to the active site of AChE receptor. View Full-Text
Keywords: acetylcholinesterase (AChE), butyrylcholinesterase (BChE), Alzheimer’s disease (AD), spiropyrrolidines, ionic liquid and molecular docking study acetylcholinesterase (AChE), butyrylcholinesterase (BChE), Alzheimer’s disease (AD), spiropyrrolidines, ionic liquid and molecular docking study
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Almansour, A.I.; Kumar, R.S.; Arumugam, N.; Basiri, A.; Kia, Y.; Ali, M.A.; Farooq, M.; Murugaiyah, V. A Facile Ionic Liquid Promoted Synthesis, Cholinesterase Inhibitory Activity and Molecular Modeling Study of Novel Highly Functionalized Spiropyrrolidines. Molecules 2015, 20, 2296-2309.

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