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Natural cholinesterase inhibitors from Myristica cinnamomea King

A new acylphenol, malabaricone E (1) together with the known malabaricones A-C (2–4), maingayones A and B (5 and 6) and maingayic acid B (7) were isolated from the ethyl acetate extract of the fruits of Myristica cinnamomea King. Their structures were determined by 1D and 2D NMR techniques and LCMS-...

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Main Authors:	Wahab, S.M.A., Sivasothy, Y., Liew, Sook Yee, Litaudon, M., Mohamad, Jamaludin, Awang, Khalijah
Format:	Article
Published:	Elsevier 2016
Subjects:	QD Chemistry QH301 Biology
Online Access:	http://eprints.um.edu.my/17980/ http://dx.doi.org/10.1016/j.bmcl.2016.05.046
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spelling	my.um.eprints.179802019-03-01T09:14:10Z http://eprints.um.edu.my/17980/ Natural cholinesterase inhibitors from Myristica cinnamomea King Wahab, S.M.A. Sivasothy, Y. Liew, Sook Yee Litaudon, M. Mohamad, Jamaludin Awang, Khalijah QD Chemistry QH301 Biology A new acylphenol, malabaricone E (1) together with the known malabaricones A-C (2–4), maingayones A and B (5 and 6) and maingayic acid B (7) were isolated from the ethyl acetate extract of the fruits of Myristica cinnamomea King. Their structures were determined by 1D and 2D NMR techniques and LCMS-IT-TOF analysis. Compounds 3 (1.84 ± 0.19 and 1.76 ± 0.21 μM, respectively) and 4 (1.94 ± 0.27 and 2.80 ± 0.49 μM, respectively) were identified as dual inhibitors, with almost equal acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes inhibiting potentials. The Lineweaver–Burk plots of compounds 3 and 4 indicated that they were mixed-mode inhibitors. Based on the molecular docking studies, compounds 3 and 4 interacted with the peripheral anionic site (PAS), the catalytic triad and the oxyanion hole of the AChE. As for the BChE, while compound 3 interacted with the PAS, the catalytic triad and the oxyanion hole, compound 4 only interacted with the catalytic triad and the oxyanion hole. Elsevier 2016 Article PeerReviewed Wahab, S.M.A. and Sivasothy, Y. and Liew, Sook Yee and Litaudon, M. and Mohamad, Jamaludin and Awang, Khalijah (2016) Natural cholinesterase inhibitors from Myristica cinnamomea King. Bioorganic & Medicinal Chemistry Letters, 26 (15). pp. 3785-3792. ISSN 0960-894X http://dx.doi.org/10.1016/j.bmcl.2016.05.046 doi:10.1016/j.bmcl.2016.05.046
institution	Universiti Malaya
building	UM Library
collection	Institutional Repository
continent	Asia
country	Malaysia
content_provider	Universiti Malaya
content_source	UM Research Repository
url_provider	http://eprints.um.edu.my/
topic	QD Chemistry QH301 Biology
spellingShingle	QD Chemistry QH301 Biology Wahab, S.M.A. Sivasothy, Y. Liew, Sook Yee Litaudon, M. Mohamad, Jamaludin Awang, Khalijah Natural cholinesterase inhibitors from Myristica cinnamomea King
description	A new acylphenol, malabaricone E (1) together with the known malabaricones A-C (2–4), maingayones A and B (5 and 6) and maingayic acid B (7) were isolated from the ethyl acetate extract of the fruits of Myristica cinnamomea King. Their structures were determined by 1D and 2D NMR techniques and LCMS-IT-TOF analysis. Compounds 3 (1.84 ± 0.19 and 1.76 ± 0.21 μM, respectively) and 4 (1.94 ± 0.27 and 2.80 ± 0.49 μM, respectively) were identified as dual inhibitors, with almost equal acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes inhibiting potentials. The Lineweaver–Burk plots of compounds 3 and 4 indicated that they were mixed-mode inhibitors. Based on the molecular docking studies, compounds 3 and 4 interacted with the peripheral anionic site (PAS), the catalytic triad and the oxyanion hole of the AChE. As for the BChE, while compound 3 interacted with the PAS, the catalytic triad and the oxyanion hole, compound 4 only interacted with the catalytic triad and the oxyanion hole.
format	Article
author	Wahab, S.M.A. Sivasothy, Y. Liew, Sook Yee Litaudon, M. Mohamad, Jamaludin Awang, Khalijah
author_facet	Wahab, S.M.A. Sivasothy, Y. Liew, Sook Yee Litaudon, M. Mohamad, Jamaludin Awang, Khalijah
author_sort	Wahab, S.M.A.
title	Natural cholinesterase inhibitors from Myristica cinnamomea King
title_short	Natural cholinesterase inhibitors from Myristica cinnamomea King
title_full	Natural cholinesterase inhibitors from Myristica cinnamomea King
title_fullStr	Natural cholinesterase inhibitors from Myristica cinnamomea King
title_full_unstemmed	Natural cholinesterase inhibitors from Myristica cinnamomea King
title_sort	natural cholinesterase inhibitors from myristica cinnamomea king
publisher	Elsevier
publishDate	2016
url	http://eprints.um.edu.my/17980/ http://dx.doi.org/10.1016/j.bmcl.2016.05.046
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score	13.211869

Natural cholinesterase inhibitors from Myristica cinnamomea King

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