Journal
EUROPEAN JOURNAL OF PHARMACOLOGY
Volume 906, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.ejphar.2021.174234
Keywords
Juglans regia L; Anthraquinone; Acetylcholinesterase; Neurotoxicity; T-maze; Zebrafish
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Funding
- Council of Scientific and Industrial Research, New Delhi [31/GATE/54 (06) /2019EMRI]
- [MLP-0203]
- [MLP-0204]
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A new anthraquinone compound, 1-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-9,10-anthraquinone, isolated from ethylacetate extract of Juglans regia L., showed potent acetylcholinesterase inhibition activity and neuroprotective effects in various assays, suggesting its potential for ameliorating cognitive impairment.
An undescribed anthraquinone assigned as 1-Hydroxy-5,5-dimethyl-5,6,7,8-tetrahydro-9,10-anthraquinone (compound 1) was isolated from ethylacetate extract of Juglans regia L. The structure of the compound was established on the basis of 1D, 2D NMR (HSQC, HMBC, COSY), ESI-QTOF-MS/MS spectroscopy. The molecular docking studies of compound 1 indicated similar molecular interactions as that of co-crystalized inhibitor. Compound 1 showed hydrogen bonds with residues PHE295, GLY121, pi-sigma interactions with TYR 341, pi-pi interactions with HIS 447 residues, and pi-alkyl with TRP86 and TYR 337. On the basis of in-silico interaction studies of compound 1 with proteins, it was tested using acetylcholinesterase inhibition assay, acrylamideinduced neurotoxicity test of zebrafish larva, and scopolamine-induced cognitive deficit model of adult zebrafish. The compound 1 showed potent acetylcholinesterase inhibition activity, prevented acrylamide-induced neurotoxicity and improved learning and memory functions in T-maze test. The results established compound 1 to be a potential neuroprotective natural product for amelioration of cognitive impairment.
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