Staff View: Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies

Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies

Diabetes mellitus stands as a metabolic ailment marked by heightened blood glucose levels due to inadequate insulin secretion. The primary aims of this investigative inquiry encompassed the isolation of phytochemical components from the bark of Kopsia teoi, followed by the assessment of their alpha-...

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Main Authors:	Muhammad, Muhammad Tahir, Beniddir, Mehdi A., Phongphane, Lacksany, Abu Bakar, Mohamad Hafizi, Hussin, Mohd Hazwan, Awang, Khalijah, Litaudon, Marc, Supratman, Unang, Azmi, Mohamad Nurul
Format:	Article
Published:	Elsevier 2024
Subjects:	Q Science (General) QD Chemistry
Online Access:	http://eprints.um.edu.my/45549/ https://doi.org/10.1016/j.fitote.2024.105873
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spelling	my.um.eprints.455492024-10-28T08:24:50Z http://eprints.um.edu.my/45549/ Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies Muhammad, Muhammad Tahir Beniddir, Mehdi A. Phongphane, Lacksany Abu Bakar, Mohamad Hafizi Hussin, Mohd Hazwan Awang, Khalijah Litaudon, Marc Supratman, Unang Azmi, Mohamad Nurul Q Science (General) QD Chemistry Diabetes mellitus stands as a metabolic ailment marked by heightened blood glucose levels due to inadequate insulin secretion. The primary aims of this investigative inquiry encompassed the isolation of phytochemical components from the bark of Kopsia teoi, followed by the assessment of their alpha-amylase inhibition. The phytochemical composition of the K. teoi culminated in the discovery of a pair of new indole alkaloids; which are 16-epi-deacetylakuammiline N(4)-methylene chloride (akuammiline) (1), and N(1)-methoxycarbonyl-11-methoxy-12-hydroxy-Delta(14-17)-kopsinine (aspidofractinine) (2), together with five known compounds i.e. kopsiloscine G (aspidofractinine) (3), akuammidine (sarpagine) (4), leuconolam (aspidosperma) (5), N-methoxycarbonyl-12-methoxy-Delta(16, 17)-kopsinine (aspidofractinine) (6), and kopsininate (aspidofractinine) (7). All compounds were determined via spectroscopic analyses. The in vitro evaluation against alpha-amylase showed good inhibitory activities for compounds 5-7 with the inhibitory concentration (IC50) values of 21.7 +/- 1.2, 34.1 +/- 0.1, and 30.0 +/- 0.8 mu M, respectively compared with the reference acarbose (IC50 = 34.4 +/- 0.1 mu M). The molecular docking outputs underscored the binding interactions of compounds 5-7 ranging from -8.1 to -8.8 kcal/mol with the binding sites of alpha-amylase. Consequently, the outcomes highlighted the anti-hyperglycemic attributes of isolates from K. teoi. Elsevier 2024-04 Article PeerReviewed Muhammad, Muhammad Tahir and Beniddir, Mehdi A. and Phongphane, Lacksany and Abu Bakar, Mohamad Hafizi and Hussin, Mohd Hazwan and Awang, Khalijah and Litaudon, Marc and Supratman, Unang and Azmi, Mohamad Nurul (2024) Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies. Fitoterapia, 174. p. 105873. ISSN 0367-326X, DOI https://doi.org/10.1016/j.fitote.2024.105873 <https://doi.org/10.1016/j.fitote.2024.105873>. https://doi.org/10.1016/j.fitote.2024.105873 10.1016/j.fitote.2024.105873
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	Q Science (General) QD Chemistry
spellingShingle	Q Science (General) QD Chemistry Muhammad, Muhammad Tahir Beniddir, Mehdi A. Phongphane, Lacksany Abu Bakar, Mohamad Hafizi Hussin, Mohd Hazwan Awang, Khalijah Litaudon, Marc Supratman, Unang Azmi, Mohamad Nurul Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
description	Diabetes mellitus stands as a metabolic ailment marked by heightened blood glucose levels due to inadequate insulin secretion. The primary aims of this investigative inquiry encompassed the isolation of phytochemical components from the bark of Kopsia teoi, followed by the assessment of their alpha-amylase inhibition. The phytochemical composition of the K. teoi culminated in the discovery of a pair of new indole alkaloids; which are 16-epi-deacetylakuammiline N(4)-methylene chloride (akuammiline) (1), and N(1)-methoxycarbonyl-11-methoxy-12-hydroxy-Delta(14-17)-kopsinine (aspidofractinine) (2), together with five known compounds i.e. kopsiloscine G (aspidofractinine) (3), akuammidine (sarpagine) (4), leuconolam (aspidosperma) (5), N-methoxycarbonyl-12-methoxy-Delta(16, 17)-kopsinine (aspidofractinine) (6), and kopsininate (aspidofractinine) (7). All compounds were determined via spectroscopic analyses. The in vitro evaluation against alpha-amylase showed good inhibitory activities for compounds 5-7 with the inhibitory concentration (IC50) values of 21.7 +/- 1.2, 34.1 +/- 0.1, and 30.0 +/- 0.8 mu M, respectively compared with the reference acarbose (IC50 = 34.4 +/- 0.1 mu M). The molecular docking outputs underscored the binding interactions of compounds 5-7 ranging from -8.1 to -8.8 kcal/mol with the binding sites of alpha-amylase. Consequently, the outcomes highlighted the anti-hyperglycemic attributes of isolates from K. teoi.
format	Article
author	Muhammad, Muhammad Tahir Beniddir, Mehdi A. Phongphane, Lacksany Abu Bakar, Mohamad Hafizi Hussin, Mohd Hazwan Awang, Khalijah Litaudon, Marc Supratman, Unang Azmi, Mohamad Nurul
author_facet	Muhammad, Muhammad Tahir Beniddir, Mehdi A. Phongphane, Lacksany Abu Bakar, Mohamad Hafizi Hussin, Mohd Hazwan Awang, Khalijah Litaudon, Marc Supratman, Unang Azmi, Mohamad Nurul
author_sort	Muhammad, Muhammad Tahir
title	Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
title_short	Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
title_full	Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
title_fullStr	Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
title_full_unstemmed	Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
title_sort	chemodiverse monoterpene indole alkaloids from kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
publisher	Elsevier
publishDate	2024
url	http://eprints.um.edu.my/45549/ https://doi.org/10.1016/j.fitote.2024.105873
_version_	1814933238529916928
score	13.211869

Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies

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