Four new cycloartane glycosides from Thalictrum fortunei

Chem Pharm Bull (Tokyo). 2006 Jan;54(1):107-10. doi: 10.1248/cpb.54.107.

Abstract

Four new cycloartane glycosides were isolated from the aerial parts of Thalictrum fortunei (Ranunculaceae). The chemical structures of these new glycosides were elucidated as 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-beta-D-glucopyranoside, 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-beta-D-quinovopyranosyl-(1-->6)-beta-D-glucopyranoside, 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-beta-D-xylopyranosyl-(1-->6)-beta-D-glucopyranoside, and 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranosyl (22S,24Z)-cycloart-24-en-3beta,22,26-triol 26-O-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranoside by extensive NMR methods, HR-ESI-MS, and hydrolysis. This is the first report of (22S,24Z)-3beta,22,26-trihydroxycycloartan-24-ene (thelictogenin A, 5) being glycosylated at C-26.

MeSH terms

  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Hydrolysis
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Plant Extracts / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Thalictrum / chemistry*
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification

Substances

  • Glycosides
  • Plant Extracts
  • Triterpenes
  • cycloartane