Monoterpene indole alkaloids from the roots of Alstonia rupestris and their anti-inflammatory activity

Fitoterapia. 2023 Dec:171:105689. doi: 10.1016/j.fitote.2023.105689. Epub 2023 Sep 26.

Abstract

Four new monoterpene indole alkaloids (1-4) together with twelve known alkaloids (5-16) were isolated from the roots of Alstonia rupestris. Compound 1 was the first example of C2-symmetric heteroyohimbine-type indole alkaloid homodimer obtained from natural plant resource. Their structures were elucidated on the basis of spectroscopic data. The absolute configuration of 1 was determined by comparison of its calculated and experimental electronic circular dichroism (ECD) spectra. All compounds were evaluated for their anti-inflammatory activities by measuring their NO inhibitory effects in LPS-stimulated RAW 264.7 cells. Compound 2 showed strong NO inhibition with IC50 value of 4.2 ± 1.3 μM. Moreover, compound 2 could decrease the expressions of cyclooxygenase-2 (COX-2) and transforming growth factor beta-1 (TGF-β1).

Keywords: Alstonia rupestris; Anti-inflammatory activity; COX-2; Indole alkaloid; TGF-β1.

MeSH terms

  • Alstonia* / chemistry
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / pharmacology
  • Molecular Structure
  • Monoterpenes / chemistry
  • Monoterpenes / pharmacology

Substances

  • Monoterpenes
  • Indole Alkaloids
  • Anti-Inflammatory Agents