ent-Eudesmane sesquiterpenoids, galloyl esters of the oak lactone precursor, and a 3-O-methylellagic acid glycoside from the wood of Platycarya strobilacea

Phytochemistry. 2011 Jun;72(8):796-803. doi: 10.1016/j.phytochem.2011.02.020.

Abstract

ent-Eudesmane sesquiterpenoids, 8,11-dihydroxy-2,4-cycloeudesmane, 11-hydroxy-2,4-cycloeudesman-8-one and 2,4-cyclo-7(11)-eudesmen-8-one, were isolated from the wood of Platycarya strobilacea, which has been used as an aromatic tree since at least the 18th century. On charring the wood, 2,4-cyclo-7(11)-eudesmen-8-one was detected in the smoke. In the charred wood, the concentrations of ellagitannins, such as galloyl pedunculagin, dramatically decreased, whereas concentrations of pentagalloyl glucose, and other gallotannins were relatively stable. In addition, two other compounds, the 6'-O-m- and p-digalloyl oak lactone precursor and the 3-O-methylellagic acid 4'-O-(4″-O-galloyl)-xylopyranoside, were isolated from the charred wood along with m- and p-digallic acid.

MeSH terms

  • Gallic Acid / analogs & derivatives
  • Gallic Acid / chemistry
  • Gallic Acid / isolation & purification
  • Japan
  • Juglandaceae / chemistry*
  • Lactones / chemistry*
  • Molecular Structure
  • Sesquiterpenes, Eudesmane / chemistry
  • Sesquiterpenes, Eudesmane / isolation & purification*
  • Wood / chemistry

Substances

  • 11-hydroxy-2,4-cycloeudesman-8-one
  • 2,4-cyclo-7(11)-eudesmen-8-one
  • 8,11-dihydroxy-2,4-cycloeudesmane
  • Lactones
  • Sesquiterpenes, Eudesmane
  • Gallic Acid