Four new 3,5-cyclosteroidal saponins from Dracaena surculosa

Chem Pharm Bull (Tokyo). 2002 Jul;50(7):992-5. doi: 10.1248/cpb.50.992.

Abstract

Further search for steroidal compounds contained in Dracaena surculosa (Agavaceae) led to the isolation of two new 3,5-cyclospirostanol saponins (1, 2) and two new 3,5-cyclofurostanol saponins (3, 4). Their structural assignment was established by spectroscopic analysis and a few chemical transformations as (24S,25R)-1beta-[(beta-D-fucopyranosyl)oxy]-6beta-hydroxy-3alpha,5alpha-cyclospirostan-24-yl beta-D-glucopyranoside (1), (24S,25R)-1beta-[(beta-D-glucopyranosyl)oxy]-6beta-hydroxy-3alpha,5alpha-cyclospirostan-24-yl beta-D-glucopyranoside (2), (25S)-1beta-[(beta-D-glucopyranosyl)oxy]-6beta-hydroxy-22alpha-methoxy-3alpha,5alpha-cyclofurostan-26-yl beta-D-glucopyranoside (3), and (25S)-1beta-[(beta-D-fucopyranosyl)oxy]-6beta-hydroxy-22alpha-methoxy-3alpha,5alpha-cyclofurostan-26-yl beta-D-glucopyranoside (4), respectively.

MeSH terms

  • Cyclosteroids / chemistry*
  • Dracaena / chemistry*
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Methanol
  • Models, Molecular
  • Plant Extracts / chemistry
  • Saponins / chemistry*
  • Solvents
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Cyclosteroids
  • Indicators and Reagents
  • Plant Extracts
  • Saponins
  • Solvents
  • Methanol