Undescribed sesquiterpenoids with NO production inhibitory activity from oleo-gum resin of Commiphora myrrha

Phytochemistry. 2024 Apr:220:114031. doi: 10.1016/j.phytochem.2024.114031. Epub 2024 Feb 16.

Abstract

Six undescribed cadinane sesquiterpenoids (1-6), two undescribed guaiane sesquiterpenoids (7-8), and an undescribed germacrane sesquiterpenoid (9) were isolated from the oleo-gum resin of Commiphora myrrha. Their structures were determined by the analysis of 1D/2D NMR and HRESIMS data, as well as quantum chemical ECD and NMR calculations. All the sesquiterpenoids were evaluated for their NO production inhibitory activity in LPS-stimulated RAW 264.7 mouse monocyte-macrophages. The results revealed that commiphone A (1) and commipholide D (7) exhibited significant inhibitory effect on NO generation with IC50 values of 18.6 ± 2.0 and 37.5 ± 1.5 μM, respectively. Furthermore, 1 and 7 dose-dependently inhibited the mRNA expression of inflammatory cytokines IL-1β, IL-6 and TNF-α induced by LPS in the RAW264.7 cells, indicating that 1 and 7 possess potent anti-inflammatory activity in vitro.

Keywords: Anti-inflammatory activity; Burseraceae; Commiphora myrrha; Myrrh; NO production; Sesquiterpenoids.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / pharmacology
  • Commiphora* / chemistry
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Structure
  • Resins, Plant / chemistry
  • Resins, Plant / pharmacology
  • Sesquiterpenes* / chemistry
  • Sesquiterpenes* / pharmacology

Substances

  • Lipopolysaccharides
  • Sesquiterpenes
  • Resins, Plant
  • Anti-Inflammatory Agents