Total synthesis of (+/-)-paeonilide

Org Lett. 2006 Jun 8;8(12):2479-81. doi: 10.1021/ol060382z.

Abstract

The total synthesis of paeonilide, a natural anti-PAF (platelet-activating factor) new skeleton monoterpenoid with an IC(50) value of 8 microg/mL, was achieved in 16 steps with 15% overall yield from commercially available 2-hydroxy-4-methylacetophenone. [reaction: see text]

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetophenones / chemistry*
  • Inhibitory Concentration 50
  • Molecular Structure
  • Paeonia / chemistry
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry
  • Platelet Activating Factor / antagonists & inhibitors
  • Platelet Activating Factor / chemical synthesis*
  • Platelet Activating Factor / chemistry
  • Stereoisomerism
  • Terpenes / chemical synthesis*
  • Terpenes / chemistry

Substances

  • 2-hydroxy-4-methylacetophenone
  • Acetophenones
  • Platelet Activating Factor
  • Terpenes
  • paeonilide