Three new cycloartenol glycosides from the roots of Cimicifuga simplex

Planta Med. 2012 Apr;78(6):622-5. doi: 10.1055/s-0031-1298224. Epub 2012 Feb 9.

Abstract

Three new cycloartenol triterpene saponins, 3 β,16 α-dihydroxy-12-acetoxy-16,22-cyclo-23-ketone-24 R,25-epoxy-cycloartane-7-ene 3- O- β-D-galactopyranoside ( 1), 24- O-hydroxy-7,8-didehydrohydroshengmanol 3- O- β-D-galactopyranoside ( 2), and 24-epi-24- O-hydroxy-7,8-didehydrohydroshengmanol 3- O- β-D-galactopyranoside ( 3), were isolated from the ethyl acetate soluble fraction of Cimicifuga simplex. Their structures were established by detailed spectroscopic analysis, including extensive 2D-NMR data. This is the first time that a 16,22-cyclo type glycosidesaponin from aCimicifuga species was reported. The immunosuppressive activities of the new compounds were evaluated by a ConA-stimulated T splenocyte proliferation assay in vitro.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Proliferation
  • Cimicifuga / chemistry*
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Humans
  • Immunosuppressive Agents / chemistry
  • Immunosuppressive Agents / isolation & purification
  • Immunosuppressive Agents / pharmacology*
  • Lymphocyte Activation / drug effects
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phytosterols / chemistry
  • Phytosterols / isolation & purification
  • Phytosterols / pharmacology*
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Roots / chemistry
  • Spleen / cytology
  • T-Lymphocytes / cytology
  • T-Lymphocytes / drug effects*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • 24-O-hydroxy-7,8-didehydrohydroshengmanol-3-O-beta-D-galactopyranoside
  • 24-epi-24-O-hydroxy-7,8-didehydrohydroshengmanol-3-D-beta-D-galactopyranoside
  • 3beta,16alpha-dihydroxy-12-acetoxy-16,22-cyclo-23-ketone-24 R,25-epoxy-cycloartane-7-ene 3-O- beta-D-galactopyranoside
  • Glycosides
  • Immunosuppressive Agents
  • Phytosterols
  • Plant Extracts
  • Triterpenes
  • cycloartenol