title: Elysiapyrones from Elysia diomedea. Do such metabolites evidence an enzymatically assisted electrocyclization cascade for the biosynthesis of their bicyclo[4.2.0]octane core?
abstract: [structure: see text] Biogenetically interesting polypropionate-derived metabolites 1 and 2, featuring an unprecedented skeleton, have been isolated from the sea slug Elysia diomedea. Their enantiomeric character indicates that the current spontaneous electrocyclization cascade biogenetic hypothesis for the bicyclo[4.2.0]octane core must be enzymatically aided. These compounds are isomeric with the 15-nor-9,10-deoxytridachione/15-norphotodeoxytridachione pair of metabolites and encourage speculation about their biosynthetic relationship.
authors.affiliation: Instituto de Productos Naturales y Agrobiología del CSIC, Avda. Astrofísico F. Sánchez 3, 38206 La Laguna, Tenerife, Spain.
authors.forename: Mercedes
authors.initials: M
authors.lastname: Cueto
authors.forename: Luis
authors.initials: L
authors.lastname: D'Croz
authors.forename: Juan L
authors.initials: JL
authors.lastname: Maté
authors.forename: Aurelio
authors.initials: A
authors.lastname: San-Martín
authors.forename: José
authors.initials: J
authors.lastname: Darias
mesh_terms: D000818:Animals; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D003500:Cyclization; D004563:Electrochemistry; D017665:Hydroxyl Radical; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D008974:Mollusca / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; C509577:elysiapyrone A; C509578:elysiapyrone B; D017665:Hydroxyl Radical