2. Academic Validation
  3. Stereocontrolled total synthesis of the potent anti-inflammatory and pro-resolving lipid mediator resolvin D3 and its aspirin-triggered 17R-epimer

Stereocontrolled total synthesis of the potent anti-inflammatory and pro-resolving lipid mediator resolvin D3 and its aspirin-triggered 17R-epimer

  • Org Lett. 2013 Apr 5;15(7):1424-7. doi: 10.1021/ol400484u.
Jeremy W Winkler 1,  Jasim Uddin,  Charles N Serhan,  Nicos A Petasis
Affiliations

Affiliation

  • 1 Department of Chemistry and Loker Hydrocarbon Research Institute, University of Southern California, Los Angeles, California 90089, USA.
PMID: 23510485 DOI: 10.1021/ol400484u
Abstract

The first total synthesis of stereochemically pure resolvin D3 and aspirin-triggered resolvin D3 is reported. These enzymatic metabolites of docosahexaenoic acid (DHA) have potent anti-inflammatory and pro-resolving actions. The convergent synthetic strategy is based on enantiomerically pure starting Materials, and it is highly stereocontrolled.

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