Total Synthesis and Bioactivity of 18(R)-Hydroxyeicosapentaenoic Acid

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• 作者：Venkata R. Krishnamurthy ; Ann Dougherty ; Carolyn A. Haller ; Elliot L. Chaikof
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：July 1, 2011
• 年：2011
• 卷：76
• 期：13
• 页码：5433-5437
• 全文大小：774K
• 年卷期：v.76,no.13(July 1, 2011)
• ISSN：1520-6904

文摘

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.