Isolation and identification of hemostatic steroidal glycosides from Ypsilandra thibetica

Bioorg Chem. 2023 Jan:130:106268. doi: 10.1016/j.bioorg.2022.106268. Epub 2022 Nov 10.

Abstract

The phytoconstituents of the fraction with hemostatic activity of the 70% aqueous ethanol extract of Ypsilandra thibetica Franch. were investigated. As a result, fourteen previously unreported spirostanol saponins, ypsilandrosides Z1-Z14, and nine known analogues were isolated and characterized by MS, NMR, and chemical methods. Among them, ypsilandrosides Z1-Z4 (1-4) have a rare 12-O-β-d-glucopyranosyl group, while ypsilandrosides Z5-Z8 (5-8) possess a rare double bond between C-4 and C-5, and a hydroxyl or carbonyl located at the C-6. All isolates were further tested for their hemostatic activity. The results suggested that five spirostanol tetraglycosides show favorable inducing platelet aggregation activities. Among them, ypsilandroside G (16) displayed significant inducing platelet aggregation activity with an EC50 value of 57.17 μM. Furthermore, the preliminary structure-activity relationship of these spirostanol glycosides' hemostatic activity was discussed.

Keywords: Hemostatic activity; Steroidal saponins; Structure–activity relationship; Ypsilandra thibetica; Ypsilandrosides Z1-Z14.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glycosides* / chemistry
  • Glycosides* / pharmacology
  • Hemostatics* / pharmacology
  • Magnetic Resonance Spectroscopy
  • Melanthiaceae* / chemistry
  • Spirostans* / chemistry

Substances

  • Glycosides
  • Hemostatics
  • Spirostans