Literature DB >> 21598971

Total synthesis and bioactivity of 18(R)-hydroxyeicosapentaenoic acid.

Venkata R Krishnamurthy1, Ann Dougherty, Carolyn A Haller, Elliot L Chaikof.   

Abstract

Resolvins are family of lipid mediators derived from omega-3 polyunsaturated fatty acids, which are generated during the resolution phase of acute inflammation. Resolvin E1 is biosynthesized from eicosapentaenoic acid via 18(R)-hydroxyeicosapentaenoic acid (18R-HEPE) in the Cox-2 and lipoxygenase mediated pathway and has proven to exhibit potent anti-inflammatory activity. We report herein the first total chemical synthesis of 18R-HEPE and demonstrate that this compound displays in vivo bioactivity by blocking neutrophil infiltration in a murine model of zymosan-induced peritonitis.

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Year:  2011        PMID: 21598971      PMCID: PMC3253701          DOI: 10.1021/jo2002243

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


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