Paeonianins A-E, new dimeric and monomeric ellagitannins from the fruits of Paeonia lactiflora

J Nat Prod. 2003 Jun;66(6):759-63. doi: 10.1021/np020608g.

Abstract

Four new dimeric ellagitannins, paeonianins A-D (2-5), were isolated from the fruits of Paeonia lactiflora, together with a new ellagitannin monomer, paeonianin E (1). Their structures were determined by spectroscopic methods. Paeonianins A-D (2-5) are positional isomers formed by condensation of pentagalloyl-beta-D-glucose (8) with 5-desgalloylstachyurin (6) or casuariin (7). Paeonianin E is a C-glycosidic ellagitannin having a gallic acid methyl ester moiety at the glucose C-1 position. This is the first report of the isolation of dimeric ellagitannins from a plant in the family Paeoniaceae.

MeSH terms

  • Fruit / chemistry
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Hydrolyzable Tannins*
  • Japan
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Paeonia / chemistry*
  • Plants, Medicinal / chemistry*
  • Stereoisomerism
  • Tannins / chemistry
  • Tannins / isolation & purification*

Substances

  • Glucosides
  • Hydrolyzable Tannins
  • Tannins
  • ellagitannin