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Org Lett. 2013 Apr 5;15(7):1424-7. doi: 10.1021/ol400484u. Epub 2013 Mar 19.

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

Author information

1
Department of Chemistry and Loker Hydrocarbon Research Institute, University of Southern California, Los Angeles, California 90089, USA.

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.

PMID:
23510485
PMCID:
PMC3696528
DOI:
10.1021/ol400484u
[Indexed for MEDLINE]
Free PMC Article

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