New Acylated Flavonol Glycosides and a Phenolic Profile of Pritzelago alpina, a Forgotten Edible Alpine Plant

Chem Biodivers. 2016 Feb;13(2):188-97. doi: 10.1002/cbdv.201500353.

Abstract

Thirteen acylated flavonoid glycosides, 1-13, including eleven new congeners, 3-13, were isolated from the aerial parts of Pritzelago alpina (Brassicaceae) by a combination of column chromatography on Sephadex LH-20, and preparative and semi-preparative HPLC. The structures were established by extensive NMR and MS experiments in combination with acid hydrolysis and sugar analysis by GC/MS. The new compounds were shown to be kaempferol and quercetin glycosides acylated for most of them by a branched short chain fatty acid or a hydroxycinnamic acid residue on the sugar portion. As shown by a HPLC-DAD analysis of a MeOH extract, these compounds are the main phenolic constituents in the aerial parts of the plant.

Keywords: Acylated flavonol glycosides; Hutchinsia alpina; Phenolic profile; Pritzelago alpina.

MeSH terms

  • Acylation
  • Brassicaceae / chemistry*
  • Chromatography, High Pressure Liquid
  • Flavonols / chemistry*
  • Flavonols / isolation & purification
  • Gas Chromatography-Mass Spectrometry
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Kaempferols / chemistry
  • Kaempferols / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Phenols / chemistry*
  • Phenols / isolation & purification
  • Plant Extracts / chemistry
  • Plants, Edible / chemistry
  • Quercetin / chemistry
  • Quercetin / isolation & purification

Substances

  • Flavonols
  • Glycosides
  • Kaempferols
  • Phenols
  • Plant Extracts
  • kaempferol
  • Quercetin