Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular Docking
Crataegus oxyacantha is an important herbal supplement and famous for its antioxidant potential. The antioxidant in combination with anticholinesterase activity can be considered as an important target in the management of Alzheimer’s disease. The compounds isolated from C. oxyacantha were evaluated...
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2017-06-01
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| Series: | Frontiers in Pharmacology |
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| Online Access: | http://journal.frontiersin.org/article/10.3389/fphar.2017.00327/full |
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| author | Mumtaz Ali Sultan Muhammad Muhammad R. Shah Ajmal Khan Ajmal Khan Umer Rashid Umar Farooq Farhat Ullah Abdul Sadiq Muhammad Ayaz Majid Ali Manzoor Ahmad Abdul Latif |
| author_facet | Mumtaz Ali Sultan Muhammad Muhammad R. Shah Ajmal Khan Ajmal Khan Umer Rashid Umar Farooq Farhat Ullah Abdul Sadiq Muhammad Ayaz Majid Ali Manzoor Ahmad Abdul Latif |
| author_sort | Mumtaz Ali |
| collection | DOAJ |
| description | Crataegus oxyacantha is an important herbal supplement and famous for its antioxidant potential. The antioxidant in combination with anticholinesterase activity can be considered as an important target in the management of Alzheimer’s disease. The compounds isolated from C. oxyacantha were evaluated for cholinesterases inhibitory activity using Ellman’s assay with Galantamine as standard drug. Total of nine (1–9) compounds were isolated. Compounds 1 and 2 were isolated for the first time from natural source. Important natural products like β-Sitosterol-3-O-β-D-Glucopyranoside (3), lupeol (4), β-sitosterol (5), betulin (6), betulinic acid (7), oleanolic acid (8), and chrysin (9) have also been isolated from C. oxyacantha. Overall, all the compounds exhibited an overwhelming acetylcholinesterase (AChE) inhibition potential in the range 5.22–44.47 μM. The compound 3 was prominent AChE inhibitor with IC50 value of 5.22 μM. Likewise, all the compounds were also potent in butyrylcholinesterase (BChE) inhibitions with IC50s of up to 0.55–15.36 μM. All the compounds, except 3, were selective toward BChE. Mechanism of the inhibition of both the enzymes were further studied by docking procedures using Genetic Optimization for Ligand Docking suit v5.4.1. Furthermore, computational blood brain barrier prediction of the isolated compounds suggest that these are BBB+. |
| first_indexed | 2024-12-13T09:57:54Z |
| format | Article |
| id | doaj.art-6ab2e229bf7649dea8116d44fd498492 |
| institution | Directory Open Access Journal |
| issn | 1663-9812 |
| language | English |
| last_indexed | 2024-12-13T09:57:54Z |
| publishDate | 2017-06-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Pharmacology |
| spelling | doaj.art-6ab2e229bf7649dea8116d44fd4984922022-12-21T23:51:45ZengFrontiers Media S.A.Frontiers in Pharmacology1663-98122017-06-01810.3389/fphar.2017.00327251041Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular DockingMumtaz Ali0Sultan Muhammad1Muhammad R. Shah2Ajmal Khan3Ajmal Khan4Umer Rashid5Umar Farooq6Farhat Ullah7Abdul Sadiq8Muhammad Ayaz9Majid Ali10Manzoor Ahmad11Abdul Latif12Department of Chemistry, University of MalakandChakdara, PakistanDepartment of Chemistry, University of MalakandChakdara, PakistanInternational Center for Chemical and Biological Sciences, University of KarachiKarachi, PakistanCOMSATS Institute of Information TechnologyAbbottabad, PakistanUoN Chair of Oman Medicinal Plants and Marine Products, University of NizwaNizwa, OmanCOMSATS Institute of Information TechnologyAbbottabad, PakistanCOMSATS Institute of Information TechnologyAbbottabad, PakistanDepartment of Pharmacy, University of MalakandChakdara, PakistanDepartment of Pharmacy, University of MalakandChakdara, PakistanDepartment of Pharmacy, University of MalakandChakdara, PakistanCOMSATS Institute of Information TechnologyAbbottabad, PakistanDepartment of Chemistry, University of MalakandChakdara, PakistanDepartment of Chemistry, University of MalakandChakdara, PakistanCrataegus oxyacantha is an important herbal supplement and famous for its antioxidant potential. The antioxidant in combination with anticholinesterase activity can be considered as an important target in the management of Alzheimer’s disease. The compounds isolated from C. oxyacantha were evaluated for cholinesterases inhibitory activity using Ellman’s assay with Galantamine as standard drug. Total of nine (1–9) compounds were isolated. Compounds 1 and 2 were isolated for the first time from natural source. Important natural products like β-Sitosterol-3-O-β-D-Glucopyranoside (3), lupeol (4), β-sitosterol (5), betulin (6), betulinic acid (7), oleanolic acid (8), and chrysin (9) have also been isolated from C. oxyacantha. Overall, all the compounds exhibited an overwhelming acetylcholinesterase (AChE) inhibition potential in the range 5.22–44.47 μM. The compound 3 was prominent AChE inhibitor with IC50 value of 5.22 μM. Likewise, all the compounds were also potent in butyrylcholinesterase (BChE) inhibitions with IC50s of up to 0.55–15.36 μM. All the compounds, except 3, were selective toward BChE. Mechanism of the inhibition of both the enzymes were further studied by docking procedures using Genetic Optimization for Ligand Docking suit v5.4.1. Furthermore, computational blood brain barrier prediction of the isolated compounds suggest that these are BBB+.http://journal.frontiersin.org/article/10.3389/fphar.2017.00327/fullCrataegus oxyacanthaAlzheimer’s diseaseacetylcholinesterase (AChE) inhibitionbutyrylcholinesterase (BChE) inhibitionmolecular dockingpharmacokinetic properties |
| spellingShingle | Mumtaz Ali Sultan Muhammad Muhammad R. Shah Ajmal Khan Ajmal Khan Umer Rashid Umar Farooq Farhat Ullah Abdul Sadiq Muhammad Ayaz Majid Ali Manzoor Ahmad Abdul Latif Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular Docking Frontiers in Pharmacology Crataegus oxyacantha Alzheimer’s disease acetylcholinesterase (AChE) inhibition butyrylcholinesterase (BChE) inhibition molecular docking pharmacokinetic properties |
| title | Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular Docking |
| title_full | Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular Docking |
| title_fullStr | Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular Docking |
| title_full_unstemmed | Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular Docking |
| title_short | Neurologically Potent Molecules from Crataegus oxyacantha; Isolation, Anticholinesterase Inhibition, and Molecular Docking |
| title_sort | neurologically potent molecules from crataegus oxyacantha isolation anticholinesterase inhibition and molecular docking |
| topic | Crataegus oxyacantha Alzheimer’s disease acetylcholinesterase (AChE) inhibition butyrylcholinesterase (BChE) inhibition molecular docking pharmacokinetic properties |
| url | http://journal.frontiersin.org/article/10.3389/fphar.2017.00327/full |
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