Chemodiverse monoterpene indole alkaloids from Kopsia teoi, inhibitory potential against α-amylase, and their molecular docking studies
Document Type
Article
Publication Date
4-1-2024
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.
Keywords
Kopsia teoi, Indole alkaloid, alpha-Amylase, Molecular docking, Anti-hyperglycaemia
Divisions
CHEMISTRY
Funders
Ministry of Higher Education Malaysia (MOHE) under Fundamental Grant Research Scheme (FRGS) (FRGS/1/2018/STG01/USM/01/5)
Publication Title
Fitoterapia
Volume
174
Publisher
Elsevier
Publisher Location
RADARWEG 29, 1043 NX AMSTERDAM, NETHERLANDS