Titill: | Asymmetric Synthesis of Methoxylated Ether Lipids : Total Synthesis of Polyunsaturated C18:3 Omega-3 and Omega-6 MEL Triene Derivatives |
Höfundur: |
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Útgáfa: | 2024-01 |
Tungumál: | Enska |
Umfang: | 1406955 |
Deild: | Faculty of Physical Sciences |
Birtist í: | Molecules; 29(1) |
ISSN: | 1420-3049 |
DOI: | 10.3390/molecules29010223 |
Efnisorð: | asymmetric synthesis; methoxylated ether lipid (MEL); semi-hydrogenation; shark liver oil; Analytical Chemistry; Chemistry (miscellaneous); Molecular Medicine; Pharmaceutical Science; Drug Discovery; Physical and Theoretical Chemistry; Organic Chemistry |
URI: | https://hdl.handle.net/20.500.11815/4822 |
Tilvitnun:Sigurjónsson , S & Haraldsson , G G 2024 , ' Asymmetric Synthesis of Methoxylated Ether Lipids : Total Synthesis of Polyunsaturated C18:3 Omega-3 and Omega-6 MEL Triene Derivatives ' , Molecules , vol. 29 , no. 1 , 223 . https://doi.org/10.3390/molecules29010223
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Útdráttur:The asymmetric synthesis of polyunsaturated triene C18:3 n-3 and C18:3 n-6 methoxylated ether lipids (MEL) of the 1-O-alkyl-sn-glycerol type is described as possible structural candidates for a triene C18:3 MEL of an unknown identity found in a mixture of shark and dogfish liver oil. Their C18:3 hydrocarbon chains constitute an all-cis methylene skipped n-3 or n-6 triene framework, along with a methoxyl group at the 2′-position and R-configuration of the resulting stereogenic center. The methoxylated polyenes are attached by an ether linkage to the pro-S hydroxymethyl group of the glycerol backbone. The syntheses were based on the polyacetylene approach that involves a semi-hydrogenation of the resulting triynes. Both syntheses were started from our previously described enantio- and diastereomerically pure isopropylidene-protected glyceryl glycidyl ether, a double-C3 building block that was designed as a head group synthon for the synthesis of various types of MELs.
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Athugasemdir:Publisher Copyright: © 2023 by the authors.
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