The NMR studies on two new furostanol saponins from Agave sisalana leaves

Magn Reson Chem. 2006 Dec;44(12):1090-5. doi: 10.1002/mrc.1904.

Abstract

The detailed NMR studies and full assignments of the 1H and 13C spectral data for two new furostanol saponins isolated from Agave sisalana leaves are described. Their structures were established using a combination of 1D and 2D NMR techniques including 1H, 13C, 1H-1H COSY, TOCSY, HSQC, HMBC and HSQC-TOCSY, and also FAB-MS spectrometry and chemical methods. The structures were established as (25S)-26-(beta-D-glucopyranosyl)-22 xi-hydroxyfurost-12-one-3beta-yl-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3)-O-[O-beta-D-glucopyranosyl-(1-->2)]-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galacto- pyranoside (1) and (25S)-26-(beta-D-glucopyranosyl)-22xi-hydroxyfurost-5-en-12-one-3beta-yl-O-alpha-L-rhamno- pyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3)-O-[O-beta-D-glucopyranosyl-(1-->2)]-O-beta-D-glucopyranosyl- (1-->4)-beta-D-galactopyranoside (2).

MeSH terms

  • Agave / chemistry*
  • Magnetic Resonance Spectroscopy*
  • Molecular Conformation
  • Plant Leaves / chemistry
  • Saponins / chemistry*
  • Saponins / isolation & purification
  • Sterols / chemistry

Substances

  • 26-glucopyranosyl-22xi-hydroxyfurost-12-one-3-yl-O-rhamnopyranosyl-1-4-glucopyranosyl-1-3-O-(O-glucopyranosyl-1-2)-O-glucopyranosyl-1-4-galactopyranoside
  • 26-glucopyranosyl-22xi-hydroxyfurost-5-en-12-one-3-yl-O-rhamnopyranosyl-1-4-glucopyranosyl-1-3-O-(O-glucopyranosyl-1-2)-O-glucopyranosyl-1-4-galactopyranoside
  • Saponins
  • Sterols
  • furostanol I