Recent studies involving the role of lipid mediators in inflammation and disease led to the discovery of a novel class of bioactive lipids containing hydroxylated very long polyunsaturated fatty acid (VLC-PUFA) derivatives termed Elovanoids (ELVs). The precursors of ELVs are biosynthesized from docosahexaenoic acid (DHA) or eicosapentaenoic acid (EPA), which are also substrates that lead to the formation of anti-inflammatory and pro-resolving lipid mediators, with the help of an elongase enzyme (ELOVL4). ELVs have been found to enhance expression of pro-survival proteins in cells with oxidative stress, and possess protective and pro-homeostatic functions that preserve neural and retinal cell integrity. In order to validate the complete structures and stereochemistry of these novel molecules and to investigate their biological actions, we have developed a stereocontrolled chemical synthesis that produced stereochemically pure materials. Herein, we will present our efforts involving the stereocontrolled total synthesis of various elovanoids and related intermediates.

Stereocontrolled total synthesis of elovanoids: Novel class of bioactive lipid mediators that protect cell Iintegrity

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.