Total synthesis and bioactivity of resolvin E2

Org Lett. 2009 Aug 20;11(16):3602-5. doi: 10.1021/ol901350g.

Abstract

Resolvin E2 is a potent anti-inflammatory compound, derived from eicosapentaenoic acid. The efficient total synthesis of resolvin E2 by taking advantage of its intrinsic pseudoenantiomeric substructures is reported. The synthetic resolvin E2 proved to be biologically active in blocking neutrophil infiltration and reducing proinflammatory cytokines in the acute peritonitis model.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Cytokines / metabolism
  • Disease Models, Animal
  • Eicosapentaenoic Acid / analogs & derivatives*
  • Eicosapentaenoic Acid / chemical synthesis
  • Eicosapentaenoic Acid / chemistry*
  • Eicosapentaenoic Acid / pharmacology
  • Mice
  • Neutrophil Infiltration / drug effects
  • Peritonitis / chemically induced
  • Stereoisomerism
  • Zymosan / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Cytokines
  • resolvin E2
  • Zymosan
  • Eicosapentaenoic Acid