Phenylpropanoid-substituted procyanidins and tentatively identified procyanidin glycosides from hawthorn (Crataegus spp.)

Planta Med. 2013 Jan;79(1):45-51. doi: 10.1055/s-0032-1327926. Epub 2012 Nov 15.

Abstract

The rational use of hawthorn leafs and flowers from Crataegus spp. for declining cardiac performance is mainly due to flavon-C-glycosides and oligomeric procyanidins (OPC). From OPC-enriched extracts from different batches, a dimeric phenylpropanoid-substituted procyanidin (cinchonain II b, 1) was isolated and characterized by MS, CD, and NMR. Also the presence of higher oligomeric cinchonains (degree of polymerization 3 to 8) in hawthorn extracts was shown by a specific ultrahigh-pressure liquid chromatography-ESI-qTOF-MS method. Interestingly, strong evidence for the occurrence of oligomeric procyanidin hexosides was found by ultrahigh-pressure liquid chromatography-ESI-qTOF-MS analysis which additionally revealed the presence of peaks indicative of dimeric procyanidin hexosides by their exact mass, which were clearly distinguishable from the cinchonain II type peaks.

MeSH terms

  • Chromatography, Liquid
  • Crataegus / chemistry*
  • Flowers / chemistry
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Mass Spectrometry
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification*
  • Plant Leaves / chemistry
  • Proanthocyanidins / chemistry
  • Proanthocyanidins / isolation & purification*

Substances

  • Glycosides
  • Plant Extracts
  • Proanthocyanidins