Eudesmane-type sesquiterpenoids from the aerial parts of Artemisia lavandulaefolia and their anti-pancreatic cancer activities

Phytochemistry. 2023 Dec:216:113871. doi: 10.1016/j.phytochem.2023.113871. Epub 2023 Sep 28.

Abstract

Five undescribed eudesmane sesquiterpenoids, artemilavanins A-E, and one undescribed rearranged eudesmane sesquiterpenoid, artemilavanin F, were isolated from the 95% ethanol extract of the aerial parts of Artemisia lavandulaefolia DC., along with ten known compounds. The structures and configurations of undescribed compounds were mainly elucidated by spectroscopic analyses and single-crystal X-ray diffraction analysis. Among all isolated compounds, artemilavanin F exhibited inhibitory activity on PANC-1 pancreatic cancer cells with IC50 of 9.69 ± 2.39 μM. Artemilavanin F inhibited PANC-1 cell proliferation by induction of G2/M cell cycle arrest and apoptosis mediated by downregulation of cyclin-dependent kinases and accumulation of reactive oxygen species. Moreover, artemilavanin F inhibited the colony formation, cell migration and sphere formation of PANC-1 cells, indicating the suppression of stem-cell-like phenotype of PANC-1 cells. Further results confirmed that the expression of cancer stem cell markers such as Bmi1, CD44, CD133 were inhibited by artemilavanin F. Downregulation of epithelial-mesenchymal transition (EMT) markers such as N-cadherin and Oct-4 indicated the potential of artemilavanin F in prevention of metastasis.

Keywords: Artemisia lavandulaefolia DC.; Cancer stem cell; Compositae; Eudesmane-type; Pancreatic cancer; Sesquiterpenoids.

MeSH terms

  • Artemisia* / chemistry
  • Molecular Structure
  • Pancreatic Neoplasms* / drug therapy
  • Plant Components, Aerial / chemistry
  • Sesquiterpenes* / chemistry
  • Sesquiterpenes, Eudesmane* / analysis
  • Sesquiterpenes, Eudesmane* / chemistry
  • Sesquiterpenes, Eudesmane* / pharmacology

Substances

  • eudesmane
  • Sesquiterpenes, Eudesmane
  • Sesquiterpenes