Mohamad Arshad, Ahmad Saifuddin and Chear, Nelson Jeng Yeou and Ezzat, Mohammed Oday and Hanapi, Nur Aziah and Meesala, Ramu and Arshad, Suhana and Mansor, Sharif Mahsufi and Mordi, Mohd Nizam (2020) Synthesis, characterization and crystal structure of new tetrahydro-β-carboline as acetylcholinesterase inhibitor. Journal of Molecular Structure, 1200. p. 127070. ISSN 0022-2860, DOI https://doi.org/10.1016/j.molstruc.2019.127070.
Full text not available from this repository.Abstract
In this study, a new tetrahydro-β-carboline derivative, 2-benzoyl-6-methoxy-9-methyl-1-phenyl-1,2,3,4-tetrahydro-β-carboline has been synthesized through a three-steps reaction in good yield (76%). The structure of this compound was characterized by different spectroscopic methods including NMR (1D and 2D), UV, IR and MS. Molecular structure of the synthesized compound was also confirmed by single crystal X-ray diffraction technique. Further, evaluation of in vitro acetylcholinesterase (AChE) inhibitory activity showcased the potential of this compound as AChE inhibitor with an IC50 value of 26.52 ± 0.79 μM. In addition, this compound showed minimal toxicological profile at cellular level. Docking simulation illustrated a highly selective binding at peripheral side of AChE via hydrophobic interactions. In silico prediction of blood-brain barrier (BBB) permeation and ADMET properties of the compound was also reported. © 2019 Elsevier B.V.
| Item Type: | Article |
|---|---|
| Funders: | Research University (RUT) Grant Scheme (1001/CDADAH/855005) and Research University (RUI) Grant Scheme (1001/CDADAH/8011075), Universiti Sains Malaysia, Malaysia, Ministry of Higher Education of Malaysia under the HICoE Programme (311/CDADAH/4401009) |
| Uncontrolled Keywords: | Tetrahydro-β-carboline; Single crystal; Acetylcholinesterase; Molecular docking; Cytotoxicity; ADMET |
| Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Department of Chemistry |
| Depositing User: | Mr. Faizal Hamzah |
| Date Deposited: | 23 Jul 2011 01:43 |
| Last Modified: | 11 Nov 2019 08:08 |
| URI: | http://eprints.um.edu.my/id/eprint/1835 |
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