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

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.

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Official URL: https://doi.org/10.1016/j.fitote.2024.105873

Abstract

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.

Item Type: Article
Funders: Ministry of Higher Education Malaysia (MOHE) under Fundamental Grant Research Scheme (FRGS) (FRGS/1/2018/STG01/USM/01/5)
Uncontrolled Keywords: Kopsia teoi; Indole alkaloid; alpha-Amylase; Molecular docking; Anti-hyperglycaemia
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 28 Oct 2024 08:24
Last Modified: 28 Oct 2024 08:24
URI: http://eprints.um.edu.my/id/eprint/45549

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