Glycosylated nervogenic acid derivatives from Liparis condylobulbon (Reichb.f.) leaves

Carbohydr Res. 2009 Sep 8;344(13):1770-4. doi: 10.1016/j.carres.2009.06.012. Epub 2009 Jun 21.

Abstract

Three new nervogenic acid glycosides, 1-O-alpha-L-rhamnopyranosyl 3,5-bis(3-methyl-but-2-enyl)-4-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl]-benzoate, 3,5-bis(3-methyl-but-2-enyl)-4-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl]-benzoic acid, and bis{3,5-bis(3-methyl-but-2-enyl)-4-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl]-benzoyl} 1,2-O-beta-d-glucopyranose, which we named condobulbosides A-C, were isolated from a methanol extract of the leaves of Liparis condylobulbon together with an apigenin C-glycoside, schaftoside. Their structures were established on the basis of spectral techniques, namely, UV, IR, HR-MS spectroscopy, both 1D and 2D NMR experiments, and chemical reactions.

MeSH terms

  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Monosaccharides / chemistry
  • Monosaccharides / isolation & purification
  • Orchidaceae / chemistry*
  • Plant Leaves / chemistry*
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Glycosides
  • Monosaccharides