Stereocontrolled total synthesis of the potent anti-inflammatory and pro-resolving lipid mediator resolvin D3 and its aspirin-triggered 17R-epimer.
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ABSTRACT:
SUBMITTER: Winkler JW
PROVIDER: S-EPMC3696528 | biostudies-literature | 2013 Apr
REPOSITORIES: biostudies-literature
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Stereocontrolled total synthesis of the potent anti-inflammatory and pro-resolving lipid mediator resolvin D3 and its aspirin-triggered 17R-epimer.
Winkler Jeremy W JW Uddin Jasim J Serhan Charles N CN Petasis Nicos A NA
Organic letters 20130319 7
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. ...[more]
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