New acylated triterpene saponins from Silene fortunei that modulate lymphocyte proliferation

J Nat Prod. 2002 Nov;65(11):1568-72. doi: 10.1021/np020105a.

Abstract

Three new acylated triterpene saponins 1-3, with a quillaic acid as aglycon, were isolated from the roots of Silene fortunei together with a known phytoecdysteroid (20-hydroxyecdysone). The compounds were characterized mainly by a combination of 2D NMR techniques, mass spectrometry, and chemical methods. Saponins 1-3, jenisseensosides C and D (4, 5), and 6 (deacylated form of 2/3 and 4/5) were found to stimulate the proliferation of the Jurkat tumor cell lines at low concentration. At high concentration, 2/3 and 4/5 inhibited the proliferation of the cells and suggested the induction of apoptosis.

MeSH terms

  • Acetylation
  • Apoptosis / physiology
  • Humans
  • Hydrolysis
  • Jurkat Cells / drug effects
  • Lymphocyte Activation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry*
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Saponins / pharmacology
  • Silene / chemistry*
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • 3-O-(galactopyranosyl-(1-2)-glucuronopyrnosyl)quillaic acid-28-O-(arabinopyranosyl)-(1-2)-arabinopyranosyl-(1-3)-xylopyranosyl-(1-4)-rhamnopyranosyl-(1-2))-(6-O-acetylglucopyranosyl-(1-3)-4-O-acetylfucopyranoside
  • 3-O-(galactopyranosyl-(1-2)-glucuronopyrnosyl)quillaic acid-28-O-rhamnopyranosyl-(1-2)-3-O-acetyl-4-p-methoxycinnamoyl fucopyranoside
  • Saponins
  • Triterpenes
  • jenisseensoside C
  • jenisseensoside D