Phytoconstituents of Endiandra kingiana; antidiabetic effects and molecular docking studies on alpha-amylase and alpha-glucosidase

Nat Prod Res. 2024 Dec;38(24):4375-4382. doi: 10.1080/14786419.2023.2283759. Epub 2023 Nov 27.

Abstract

Phytochemical investigation on the bark of E. kingiana plant afforded ten compounds, including six polyketides namely kingianin A 1, kingianin B 2, kingianin E 3, kingianin F 4, kingianin K 5 and kingianin L 6, three endiandric acids; kingianic acid A 7, tsangibeilin B 8 and endiandric acid M 9, and one sesquiterpene; daibuoxide 10. All compounds were separated as racemic mixture by recycling high-performance liquid chromatography (RHPLC), except for daibuoxide. Their structures were elucidated by detailed spectroscopic and comparative literature data analysis. This is the first report on the presence of the sesquiterpene; daibuoxide in Endiandra genus. In vitro enzymatic bio-evaluation of the isolated compounds against α-amylase and α-glucosidase showed that 4 demonstrated the best α-amylase and α-glucosidase inhibitory activity with IC50 values of 181.54 ± 6.27 µg/mL and 237.87 ± 0.07 µg/mL, respectively. In addition, molecular docking analysis confirmed the α-amylase and α-glucosidase inhibitory activities demonstrated by 4.

Keywords: Endiandra kingiana; endiandric acid; kingianin; molecular docking; α-amylase; α-glucosidase.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / pharmacology
  • Hypoglycemic Agents* / chemistry
  • Hypoglycemic Agents* / pharmacology
  • Molecular Docking Simulation*
  • Molecular Structure
  • Phytochemicals / chemistry
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Bark / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology
  • alpha-Amylases* / antagonists & inhibitors
  • alpha-Glucosidases* / drug effects
  • alpha-Glucosidases* / metabolism

Substances

  • alpha-Amylases
  • alpha-Glucosidases
  • Hypoglycemic Agents
  • Glycoside Hydrolase Inhibitors
  • Phytochemicals
  • Sesquiterpenes
  • Plant Extracts