Molecular interactions of an alkaloid euchrestifoline as a new acetylcholinesterase inhibitor
DOI:
https://doi.org/10.3329/bjp.v8i4.16417Keywords:
Acetylcholinestearse, Docking, EuchrestifolineAbstract
Acetylcholinesterase (AChE) inhibitors are well established therapeutic agents for clinical management of Alzheimer's Diseases and other disorders associated with deficient cholinergic neurotransmission. In the current investigation, a new inhibitor has been reported for its significant AChE inhibitory. euchrestifoline was isolated from the extract of Murraya paniculata. Isolated compound showed significant enzyme inhibitory activity (IC50 value: 93.1 ± 0.0 ?M). Molecular docking revealed structural insights behind its significant inhibitory activity. Various molecular interaction were found between euchrestifoline and Ache especially Ser122, Trp84 and Tyr121. This study indicated promising potential of euchrestifoline to be further developed and explored as potential lead compound.
Downloads
303
145 Read
3
References
Gaggeri R, Rossi D, Hajikarimian N, Martino E, Bracco F, Grisoli P, Dacarro C, Leoni F, Mascheroni G, Collina S, Azzolina O. Preliminary study on TNF?-blocker activity of Amygdalus lycioides Spach extracts. Open Nat Prod J. 2010; 3: 20-25.
Gaggeri R, Rossi D, Collina S, Mannucci B, Baierl M, Juza M. Quick development of an analytical enantioselective HPLC separation and preparative scale-up for the flavonoid Naringenin. J Chromatogr A. 2011; 1218: 5414-22.
Harel M, Quinn DM, Nair HK, Silman I, Sussman JL. The X-ray structures of transition state analog complex reveal that molecular origin of the catalytic power of the substrate specificity of acetylcholinesterase. J Am Chem Soc. 1996; 118: 2340-46.
Khan I, Nisar M, Khan N, Saeed M, Nadeem S, Rehman FU, Karim N, Kaleem WA, Qayum M, Ahmad H, Khan IA. Structural insights to investigate conypododiol as a dual cholinesterase inhibitor from Asparagus adscendens. Fitoterapea 2010; 81: 1020-25.
Khan I, Nisar M, Shah MR, Shah H, Gilani SN, Gul F, Abdullah SM, Ismail M, Khan N, Kaleem WA, Qayum M, Khan HO. Anti-inflammatory activities of Taxusabietane A isolated from Taxus wallichiana Zucc. Fitoterapea 2011; 82: 1003-07.
Kinoshita T, Tatara S, Sankawa U. Structures of paniculidines A and B: Novel prenylindoles from Murraya paniculata. Chem Pharmaceut Bull. 1985; 33: 1770-73.
Kinoshita T, Firman K. Myricetin 5,7,3',4', 5'-pentamethyl ether and other methylated flavonoids from Murraya paniculata. Phytochemistry 1997; 45: 179-81.
Langjae R, Bussarawit S, Yuenyongsawad S, Ingkaninan K, Plubrukarn A. Acetylcholinesterase-inhibiting steroidal alkaloid from the sponge Corticium sp. Steroids 2007; 72: 682-85.
Martino E, Ramaiola I, Urbano M, Bracco F, Collina S. Microwave-assisted extraction of coumarin and related compounds from melilotusofficinalis (l.) pallas as an alternative to soxhlet and ultrasound assisted extraction. J. Chromatogr A. 2006; 1125: 147-51.
Martino E, Collina S, Rossi D, Bazzoni D, Gaggeri R, Bracco F, Azzolina O. Influence of the extraction mode on the yield of hyperoside, vitexin and vitexin-2-O-rhamnoside from Crataegusmonogyna Jacq. [Hawthorn]. Phytochem Ana. 2008; 19: 534-40.
Nisar M, Kaleem WA, Khan I, Adhikari A, Khan N, Shah MR, Khan IA, Qayum M, Samiullah, Ismail M, Aman A. Molecular simulations probing Kushecarpin A as a new lipoxygenase inhibitor. Fitoterapea 2011; 82: 1008-11.
Proença Barros FA, Rodrigues-Filho E. Four spiroquinazoline alkaloids from Eupenicillium sp. isolated as an endophytic fungus from leaves of Murraya paniculata (Rutaceae). Biochem Systematics Ecol. 2005; 33: 257-68.
Sastri BN. The wealth of India. Publication and Information Directorate CSIR, New Delhi, India, 1962, p 448.
Szegletes T, Mallender WD, Rosenberry TL. Non-equilibrium analysis alters the mechanistic interpretation of inhibition of acetylcholinesterase by peripheral site ligands. Biochemistry 1998; 37: 4206-16.
Wu TS, Wang ML, Wu PL. Seasonal variations of carbazole alkaloids in murraya euchrestifolia. Phytochemistry 1996; 43: 785-89.
Zhang Y, Kua J, McCammon JA. Role of the catalytic triad and oxyanion hole in acetylcholinesterase catalysis: An ab initio QM/MM study. J Am ChemSoc. 2002; 124: 10572-77.
Zhang JY, Li N, Che YY, Zhang Y, Liang SX, Zhao MB, Jiang Y, Tu PF. Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry. J Pharm Biomed Anal. 2011; 56: 950-61.
Published
How to Cite
Issue
Section
License
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).