title: Synthesis of All-Z-1,6,9,12,15-octadecapenten-3-one, a vinyl ketone polyunsaturated marine natural product isolated from Callysponga sp.
abstract: The synthesis of the marine natural product 1,6Z,9Z,12Z,15Z-octadecapentaen-3-one (1) has been achieved by two different routes starting from the ethyl esters of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), respectively. Using EPA ethyl ester as starting material the polyunsaturated vinyl ketone lipid 1 was obtained in 17% overall yield.
authors.affiliation: Department of Chemistry, Biotechnology and Food Science, Norwegian University of Life Sciences, P.O.Box 5003, NO-1432 Ås, Norway.
authors.forename: Anne Marie
authors.initials: AM
authors.lastname: Langseter
authors.affiliation: Department of Chemistry, Biotechnology and Food Science, Norwegian University of Life Sciences, P.O.Box 5003, NO-1432 Ås, Norway. Yngve.stenstrom@nmbu.no.
authors.forename: Yngve
authors.initials: Y
authors.lastname: Stenstrøm
authors.affiliation: Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, NO-0315 Oslo, Norway.
authors.forename: Lars
authors.initials: L
authors.lastname: Skattebøl
mesh_terms: D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis*; D008055:Lipids / Q000138:chemical synthesis*; D011161:Porifera / Q000737:chemistry*
chemical_list: C107402:1,6,9,12,15-octadecapenten-3-one; D001688:Biological Products; D008055:Lipids