Two novel innovanoside dimers from Daphne aurantiaca and a concise total synthesis of diinnovanoside A

Chem Commun (Camb). 2013 Aug 11;49(62):6968-70. doi: 10.1039/c3cc41811a.

Abstract

Chemical examination of the methanolic extract from the stem bark of Daphne aurantiaca led to the isolation of two innovanoside dimers (1 and 2) with an unusual four-membered cyclobutane ring, together with the isoinnovanoside 3. Their chemical structures and configurations were elucidated by extensive spectral analysis and synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Cyclobutanes / chemical synthesis*
  • Cyclobutanes / chemistry
  • Cyclobutanes / isolation & purification
  • Daphne / chemistry*
  • Dimerization
  • Glucosides / chemical synthesis*
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Models, Molecular
  • Molecular Structure
  • Plant Extracts / chemical synthesis*
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Pyrones / chemical synthesis*
  • Pyrones / chemistry
  • Pyrones / isolation & purification

Substances

  • Cyclobutanes
  • Glucosides
  • Plant Extracts
  • Pyrones