dc.contributor.author |
Sigurjónsson, Svanur |
dc.contributor.author |
Haraldsson, Gudmundur G. |
dc.date.accessioned |
2024-04-19T01:05:27Z |
dc.date.available |
2024-04-19T01:05:27Z |
dc.date.issued |
2024-01 |
dc.identifier.citation |
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 |
dc.identifier.issn |
1420-3049 |
dc.identifier.other |
218214334 |
dc.identifier.other |
92562019-90c1-4bce-b0dc-ee28ae222c8f |
dc.identifier.other |
85181876546 |
dc.identifier.other |
38202806 |
dc.identifier.uri |
https://hdl.handle.net/20.500.11815/4822 |
dc.description |
Publisher Copyright: © 2023 by the authors. |
dc.description.abstract |
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. |
dc.format.extent |
1406955 |
dc.format.extent |
|
dc.language.iso |
en |
dc.relation.ispartofseries |
Molecules; 29(1) |
dc.rights |
info:eu-repo/semantics/openAccess |
dc.subject |
asymmetric synthesis |
dc.subject |
methoxylated ether lipid (MEL) |
dc.subject |
semi-hydrogenation |
dc.subject |
shark liver oil |
dc.subject |
Analytical Chemistry |
dc.subject |
Chemistry (miscellaneous) |
dc.subject |
Molecular Medicine |
dc.subject |
Pharmaceutical Science |
dc.subject |
Drug Discovery |
dc.subject |
Physical and Theoretical Chemistry |
dc.subject |
Organic Chemistry |
dc.title |
Asymmetric Synthesis of Methoxylated Ether Lipids : Total Synthesis of Polyunsaturated C18:3 Omega-3 and Omega-6 MEL Triene Derivatives |
dc.type |
/dk/atira/pure/researchoutput/researchoutputtypes/contributiontojournal/article |
dc.description.version |
Peer reviewed |
dc.identifier.doi |
10.3390/molecules29010223 |
dc.relation.url |
http://www.scopus.com/inward/record.url?scp=85181876546&partnerID=8YFLogxK |
dc.contributor.department |
Faculty of Physical Sciences |