Five new meroterpenoids from Rhododendron anthopogonoides and their anti-inflammatory activity

Chin J Nat Med. 2025 Jul;23(7):881-887. doi: 10.1016/S1875-5364(25)60850-8.

Abstract

Five meroterpenoids, rhodonoids K-M (1-2), daurichromene E (3), and grifolins A-B (4-5), together with seven known compounds (6-12), were isolated from Rhododendron anthopogonoides. The chemical structures of these compounds were elucidated through comprehensive analysis of high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), ultraviolet (UV), infrared spectroscopy (IR), and nuclear magnetic resonance (NMR) data. Their absolute configurations were determined by comparing experimental electronic circular dichroism (ECD) spectra with computed values. Notably, compounds 1 and 3 demonstrated significant inhibitory effects on lipopolysaccharide (LPS)-induced inflammation in RAW264.7 cells. These compounds markedly suppressed the mRNA expressions of inflammatory factors, including interleukin (IL)-1β, IL-6, and tumor necrosis factor-α (TNF-α) while also down-regulating the protein expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2).

Keywords: Anti-inflammatory; Isolation and identification; Natural products; Rhododendron athopogonosides Maxim; Tibetan medicine.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents* / chemistry
  • Anti-Inflammatory Agents* / isolation & purification
  • Anti-Inflammatory Agents* / pharmacology
  • Cyclooxygenase 2 / genetics
  • Cyclooxygenase 2 / immunology
  • Interleukin-1beta / genetics
  • Interleukin-1beta / immunology
  • Interleukin-6 / genetics
  • Interleukin-6 / immunology
  • Lipopolysaccharides
  • Macrophages / drug effects
  • Macrophages / immunology
  • Mice
  • Molecular Structure
  • Nitric Oxide Synthase Type II / genetics
  • Nitric Oxide Synthase Type II / immunology
  • RAW 264.7 Cells
  • Rhododendron* / chemistry
  • Terpenes* / chemistry
  • Terpenes* / isolation & purification
  • Terpenes* / pharmacology
  • Tumor Necrosis Factor-alpha / genetics
  • Tumor Necrosis Factor-alpha / immunology

Substances

  • Anti-Inflammatory Agents
  • Terpenes
  • Tumor Necrosis Factor-alpha
  • Cyclooxygenase 2
  • Nitric Oxide Synthase Type II
  • Interleukin-6
  • Lipopolysaccharides
  • Interleukin-1beta