title: Gambierone, a Ladder-Shaped Polyether from the Dinoflagellate Gambierdiscus belizeanus.
abstract: A new natural product named gambierone (1) was isolated from the cultured dinoflagellate Gambierdiscus belizeanus. The structure of this compound features an unprecedented polyether skeleton and an unusual right-hand side chain. Its relative configuration was fully determined by interpretation of ROESY experiment and comparison between experimental and theoretical NMR data. Although the succession of cycles has no chemical similarity with ciguatoxins, 1 has a molecular formula and biological activity similar to those of CTX-3C, although much lower in intensity.
authors.affiliation: †Universidad de Santiago de Compostela, Departamento de Farmacología, Facultad de Veterinaria, 27002 Lugo, Spain.
authors.forename: Inés
authors.initials: I
authors.lastname: Rodríguez
authors.affiliation: ‡Université Paris Descartes, Laboratoire de Pharmacognosie et de Chimie des Substances Naturelles, COMETE UMR 8638 CNRS, 4 Avenue de l'Observatoire, 75006 Paris, France.
authors.forename: Grégory
authors.initials: G
authors.lastname: Genta-Jouve
authors.affiliation: §Laboratario CIFGA S.A., Plaza de Santo Domingo, no. 20, 5a planta, 27001 Lugo, Spain.
authors.forename: Carmen
authors.initials: C
authors.lastname: Alfonso
authors.affiliation: ∥Université Nice Sophia Antipolis, Institut de Chimie de Nice, UMR 7272 CNRS, Faculté des Sciences, Parc Valrose, 06108 Nice, France.
authors.forename: Kevin
authors.initials: K
authors.lastname: Calabro
authors.affiliation: †Universidad de Santiago de Compostela, Departamento de Farmacología, Facultad de Veterinaria, 27002 Lugo, Spain.
authors.forename: Eva
authors.initials: E
authors.lastname: Alonso
authors.affiliation: †Universidad de Santiago de Compostela, Departamento de Farmacología, Facultad de Veterinaria, 27002 Lugo, Spain.
authors.forename: Jon A
authors.initials: JA
authors.lastname: Sánchez
authors.affiliation: †Universidad de Santiago de Compostela, Departamento de Farmacología, Facultad de Veterinaria, 27002 Lugo, Spain.
authors.forename: Amparo
authors.initials: A
authors.lastname: Alfonso
authors.affiliation: ∥Université Nice Sophia Antipolis, Institut de Chimie de Nice, UMR 7272 CNRS, Faculté des Sciences, Parc Valrose, 06108 Nice, France.
authors.forename: Olivier P
authors.initials: OP
authors.lastname: Thomas
authors.affiliation: †Universidad de Santiago de Compostela, Departamento de Farmacología, Facultad de Veterinaria, 27002 Lugo, Spain.
authors.forename: Luis M
authors.initials: LM
authors.lastname: Botana
mesh_terms: D004141:Dinoflagellida / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry* / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation
chemical_list: D004987:Ethers; C000601927:gambierone