New triterpenoid saponins from Patrinia scabiosaefolia

Carbohydr Res. 2011 Dec 27;346(18):2881-5. doi: 10.1016/j.carres.2011.10.008. Epub 2011 Oct 14.

Abstract

Phytochemical investigation of the methanol extract from the whole plants of Patrinia scabiosaefolia Fisch. resulted in the isolation of four new triterpenoid saponins (1-4) along with six known compounds (5-10). On the basis of spectroscopic and chemical methods, the structures of the new compounds were established as 3-O-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-12β,30-dihydroxy-olean-28,13β-olide (1), 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-12β,30-dihydroxy-olean-28,13β-olide (2), 3-O-β-D-xylopyranosyl-(1→2)-β-D-glucopyranosyl-12β, 30-dihydroxy-olean-28,13β-olide (3), and 3-O-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-oleanolic acid 28-O-β-D-glucopyranoside (4), respectively. Compounds 1-3 possess a novel 12β,30-dihydroxy-olean-28,13β-lactone aglycone and a 12β-hydroxy substituent that is rarely found in this kind of triterpenoid saponin.

MeSH terms

  • Carbohydrate Sequence
  • Molecular Conformation
  • Molecular Sequence Data
  • Patrinia / chemistry*
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification*
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*

Substances

  • Plant Extracts
  • Saponins
  • Triterpenes