Two novel furostanol saponins from Ophiopogon japonicus

J Asian Nat Prod Res. 2009 Sep;11(9):824-31. doi: 10.1080/10286020903156265.

Abstract

Two novel furostanol saponins were isolated from the fresh tubers of Ophiopogon japonicus. Comprehensive spectroscopic analysis allowed the chemical structures of the compounds to be assigned as (25R)-26-[(O-beta-d-glucopyranosyl-(1 --> 2)-beta-d-glucopyranosyl)]-22alpha-hydroxyfurost-5-ene-3-O-beta-d-xylopyranosyl-(1 --> 4)-O-[alpha-l-rhamnopyranosyl-(1 --> 2)]-beta-d-glucopyranoside (1, ophiopogonin F) and (25R)-26-[(O-beta-d-glucopyranosyl-(1 --> 6)-beta-d-glucopyranosyl)]-22alpha-hydroxyfurost-5-ene-3-O-beta-d-xylopyranosyl-(1 --> 4)-O-[alpha-l-rhamnopyranosyl-(1 --> 2)]-beta-d-glucopyranoside (2, ophiopogonin G). The rare furostanol saponins with two glucosyl residues at C-26 position were isolated from the natural source for the first time.

MeSH terms

  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Ophiopogon / chemistry*
  • Plant Tubers / chemistry
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Spirostans / chemistry
  • Spirostans / isolation & purification*
  • Stereoisomerism

Substances

  • Drugs, Chinese Herbal
  • Saponins
  • Spirostans
  • ophiopogonin F
  • ophiopogonin G