Structural Elucidation and Antiviral Properties of Pannosides from the Halophyte Aster tripolium L

Mar Drugs. 2024 Nov 21;22(12):524. doi: 10.3390/md22120524.

Abstract

Four previously undescribed pentacyclic triterpenoid saponins, pannosides F-I (1-4), were isolated from the halophyte Aster tripolium L. (Tripolium pannonicum), and their chemical structures were elucidated using 1D and 2D NMR spectroscopy and mass spectrometry. Comprehensive structural analysis revealed the presence of distinct aglycone and glycosidic moieties, along with complex acylation patterns. The acyl chains of pannosides, 3-hydroxybutyrate (3-HB) residues, were derivatized with (S)- and (R)- phenylglycine methyl ester to resolve the absolute configurations of the chiral centers in 3-HB. Then, the acyl chain-containing saponins, pannosides were evaluated for their antiviral activities against enterovirus A71 (EV71), coxsackievirus B3 (CVB3), and rhinovirus 1B (HRV1B). Pannosides exhibited antiviral activities against HRV1B, EV71, and CVB3. These findings suggest that saponins from A. tripolium exhibit potential antiviral activities and could be further explored for their therapeutic applications.

Keywords: Aster tripolium L.; antiviral activities; halophytes; terpenoid saponins.

MeSH terms

  • Antiviral Agents* / chemistry
  • Antiviral Agents* / isolation & purification
  • Antiviral Agents* / pharmacology
  • Aster Plant / chemistry
  • Enterovirus A, Human / drug effects
  • Enterovirus B, Human / drug effects
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Salt-Tolerant Plants / chemistry
  • Saponins* / chemistry
  • Saponins* / isolation & purification
  • Saponins* / pharmacology

Substances

  • Antiviral Agents
  • Saponins