Highly Oxygenated Labdane Diterpenoids from Stevia rebaudiana and Their Anti-Atherosclerosis Activities

Chem Biodivers. 2023 Jan;20(1):e202200999. doi: 10.1002/cbdv.202200999. Epub 2022 Dec 21.

Abstract

Five unknown labdane diterpenoids Stevelins A-E (1-5), three known labdane diterpenoids (6-8) and three labdane norditerpenoids (9-11) were isolated from the Stevia rebaudiana. The structures were determined primarily via NMR spectroscopic data and HR-ESI-MS experiments. X-ray crystallography using CuKα radiation was used to determine the absolute configurations of 1, and the absolute configurations of 2-5 were deduced by electronic circular dichroism (ECD) calculations. The potential anti-atherosclerosis activities of all compounds were evaluated by measuring their inhibitory effects on the macrophage foam cell formation. As a result, most isolated compounds could significantly inhibit oxidized low-density lipoprotein (ox-LDL)-induced macrophage foam cell formation, which suggests that these compounds may be promising candidates in the treatment for atherosclerosis.

Keywords: Stevia rebaudiana; anti-atherosclerosis activity; labdane diterpenoids.

MeSH terms

  • Circular Dichroism
  • Diterpenes* / chemistry
  • Diterpenes* / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Stevia*

Substances

  • Diterpenes