Huang, Guozheng and Kling, Beata and Darras, Fouad H. and Hellmann, Joerg and Decker, Michael (2014) Identification of a neuroprotective and selective butyrylcholinesterase inhibitor derived from the natural alkaloid evodiamine. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 81. pp. 15-21. ISSN 0223-5234, 1768-3254
Full text not available from this repository. (Request a copy)Abstract
Two sets of carbamates based on the natural alkaloid evodiamine were designed, synthesized and evaluated as potential butyrylcholinesterase inhibitors. Although a set of carbamates of 3-hydroxyevodiamine (10a-f) is inactive both at AChE and BChE, carbamates of 5-deoxo-3-hydroxyevodiamine (11a-f) exhibit much better potency with selectivity toward BChE. The heptyl carbamate of 5-deoxo-3-hydroxyevodiamine (11c) shows the best potency with an IC50 value of 77 nM and very good selectivity over AChE. ORAC and cell-based assays indicate 11c owns pronounced antioxidant properties with 1.75 Trolox equivalents and strong neuroprotection even from 1 mu M onwards. These combined activities might enable compound 11c to be a potential candidate for treatment of Alzheimer's disease. (C) 2014 Elsevier Masson SAS. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | NEURONAL CELL-LINE; ALZHEIMERS-DISEASE; CHOLINESTERASE-INHIBITORS; ASSAY; QUINAZOLINIMINES; RUTAECARPINE; FLUORESCEIN; DERIVATIVES; PEPTIDE; Alzheimer's disease; Butyrylcholinesterase inhibitor; Neuroprotection; Evodiamine; Carbamates |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 17 Oct 2019 13:30 |
| Last Modified: | 17 Oct 2019 13:30 |
| URI: | https://pred.uni-regensburg.de/id/eprint/10012 |
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