title: Liphagal, a Selective inhibitor of PI3 kinase alpha isolated from the sponge akacoralliphaga: structure elucidation and biomimetic synthesis.
abstract: [structure: see text] Liphagal (1), a selective inhibitor of PI3K alpha, has been isolated from the marine sponge Aka coralliphaga collected in Dominica. The "liphagane" meroterpenoid carbon skeleton of liphagal (1) is new. A biomimetic total synthesis has been used to confirm the constitution of liphagal (1) and support a proposed biogenesis.
authors.affiliation: Department of Chemistry, University of British Columbia, Vancouver, Canada.
authors.forename: Frederic
authors.initials: F
authors.lastname: Marion
authors.forename: David E
authors.initials: DE
authors.lastname: Williams
authors.forename: Brian O
authors.initials: BO
authors.lastname: Patrick
authors.forename: Irwin
authors.initials: I
authors.lastname: Hollander
authors.forename: Robert
authors.initials: R
authors.lastname: Mallon
authors.forename: Steven C
authors.initials: SC
authors.lastname: Kim
authors.forename: Deborah M
authors.initials: DM
authors.lastname: Roll
authors.forename: Larry
authors.initials: L
authors.lastname: Feldberg
authors.forename: Rob
authors.initials: R
authors.lastname: Van Soest
authors.forename: Raymond J
authors.initials: RJ
authors.lastname: Andersen
mesh_terms: D000730:Androstadienes / Q000494:pharmacology; D000818:Animals; D002867:Chromones / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D009025:Morpholines / Q000494:pharmacology; D000081082:Phosphoinositide-3 Kinase Inhibitors; D011161:Porifera / Q000737:chemistry*; D013729:Terpenes / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D000077191:Wortmannin
chemical_list: D000730:Androstadienes; D002867:Chromones; D009025:Morpholines; D000081082:Phosphoinositide-3 Kinase Inhibitors; D013729:Terpenes; C513880:liphagal; C085911:2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one; D000077191:Wortmannin