Cassaine diterpenoid glycosides from the seeds of Erythrophleum fordii Oliv. and their antiviral and anti-inflammatory activities

Fitoterapia. 2022 Nov:163:105348. doi: 10.1016/j.fitote.2022.105348. Epub 2022 Nov 9.

Abstract

Seven new cassaine diterpenoids (1-7) along with four known ones (8-11) were isolated from the seeds of Erythrophleum fordii Oliv. (Leguminosae). Their chemical structures were elucidated by extensive spectroscopic data interpretation and chemical methods. Compound 1 is a rare unsymmetrical dimer, which is formed by the linking of another cassaine diterpenoid acid glycoside to the 6-hydroxyl group of the sugar unit in a cassaine amide glycoside through an ester bond. Compound 2 is a cassaine diterpenoid acid derivative featuring an unusual Z double bond at C-13 and C-15. The in vitro antiviral and anti-inflammatory activities of 1-11 were evaluated. The results showed that compounds 1, 2 and 3 showed significant antiviral activities against human respiratory syncytial virus (RSV) with IC50s of 6.3, 7.8, and 9.4 μM, respectively. Compound 9 significantly suppressed the expression of nuclear factor-kappa B (NF-κB) with an IC50 value of 2.6 μM.

Keywords: Anti-RSV; Anti-inflammatory; Cassaine diterpenoids; Erythrophleum fordii Oliv..

MeSH terms

  • Anti-Inflammatory Agents / pharmacology
  • Antiviral Agents / pharmacology
  • Diterpenes*
  • Fabaceae* / chemistry
  • Glycosides / pharmacology
  • Humans
  • Molecular Structure
  • Seeds

Substances

  • cassaine
  • Glycosides
  • Antiviral Agents
  • Diterpenes
  • Anti-Inflammatory Agents