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Structural insights to investigate Conypododiol as a dual cholinesterase inhibitor from Asparagus adscendens.

Title: Structural insights to investigate Conypododiol as a dual cholinesterase inhibitor from Asparagus adscendens.
Authors: Khan I; Department of Pharmacy, University of Peshawar, Peshawar 25120, Pakistan. inam_marwat333@yahoo.com; Nisar M; Khan N; Saeed M; Nadeem S; Fazal-ur-Rehman; Ali F; Karim N; Kaleem WA; Qayum M; Ahmad H; Khan IA
Source: Fitoterapia [Fitoterapia] 2010 Dec; Vol. 81 (8), pp. 1020-5. Date of Electronic Publication: 2010 Jun 28.
Publication Type: Journal Article
Language: English
Journal Info: Publisher: Elsevier Country of Publication: Netherlands NLM ID: 16930290R Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-6971 (Electronic) Linking ISSN: 0367326X NLM ISO Abbreviation: Fitoterapia Subsets: MEDLINE
Imprint Name(s): Publication: 1999- : [Amsterdam] : Elsevier; Original Publication: Milano : Inverni & Della Beffa S.p.A.
MeSH Terms: Alkenes/*chemistry ; Alkenes/*pharmacology ; Asparagus Plant/*chemistry ; Cholinesterase Inhibitors/*chemistry ; Cholinesterase Inhibitors/*pharmacology ; Furans/*chemistry ; Furans/*pharmacology; Acetylcholinesterase/metabolism ; Alkenes/metabolism ; Butyrylcholinesterase/metabolism ; Cholinesterase Inhibitors/metabolism ; Furans/metabolism ; Animals ; Mice ; Molecular Structure
Abstract: The main aim of the current study was to explore molecular insights for potentially new dual cholinesterase inhibitor(s) from Asparagus adscendens via molecular docking. This medicinal plant is traditionally used as a nerve tonic and remedy for memory impairments. Conypododiol was isolated from the chloroform fraction of methanolic extract of A. adscendens, based on bioactivity guided isolation. Conypododiol exhibited significant inhibition of both acetylcholinesterase and butyrylcholinesterase, having the IC(50) values 2.17 ± 0.1 μM and 11.21 ± 0.1 μM, respectively. IC(50) values of the standard compound Galanthamine for both the enzymes were 0.537 ± 0.018 μM and 8.6 ± 0.27 μM, respectively. Based on MTT cytotoxicity assay, Conypododiol was found safe against LCMK-2 monkey kidney epithelial cells and mice hepatocytes. Molecular docking studies revealed the hydrogen bonding interactions of Conypododiol with His440 and Ser200 at esteratic site (ES), and also with Tyr334 at peripheral anionic site (PAS) of the aromatic gorge of acetylcholinesterase. Simultaneous contacts of Conypododiol with PAS and ES shows its significance as a bivalent ligand. This preliminary study highlighted the potential of Conypododiol to be further developed and modified as new lead compound identified by its folk use.; (Copyright © 2010 Elsevier B.V. All rights reserved.)
Substance Nomenclature: 0 (Alkenes); 0 (Cholinesterase Inhibitors); 0 (Furans); 0 (conypododiol); EC 3.1.1.7 (Acetylcholinesterase); EC 3.1.1.8 (Butyrylcholinesterase)
Entry Date(s): Date Created: 20100706 Date Completed: 20110329 Latest Revision: 20220316
Update Code: 20260130
DOI: 10.1016/j.fitote.2010.06.022
PMID: 20600681
Database: MEDLINE

Journal Article