title: Hybrid Pyrrole-Imidazole Alkaloids from the Sponge Agelas sceptrum.
abstract: A chemical investigation of the tropical sponge Agelas sceptrum from Plana Cays (Bahamas) led to the isolation of two hybrid pyrrole-imidazole alkaloids (PIAs), 15'-oxoadenosceptrin (1) and decarboxyagelamadin C (2). Herein, we report their challenging structure elucidation established by NMR and ECD spectroscopy. 15'-Oxoadenosceptrin (1) shows sceptrin merged with an adenine moiety, not yet encountered in the PIA family, whereas decarboxyagelamadin C (2) is a close derivative of agelamadins C to E recently isolated from an Agelas sp. from Okinawa.
authors.affiliation: Alfred-Wegener-Institut, Helmholtz-Zentrum für Polar- und Meeresforschung Am Handelshafen 12, 27570 Bremerhaven, Germany.
authors.forename: Julie
authors.initials: J
authors.lastname: Muñoz
authors.affiliation: Alfred-Wegener-Institut, Helmholtz-Zentrum für Polar- und Meeresforschung Am Handelshafen 12, 27570 Bremerhaven, Germany.
authors.forename: Matthias
authors.initials: M
authors.lastname: Köck
mesh_terms: D047230:Agelas / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D000818:Animals; D001444:Bahamas; D006842:Hydrocarbons, Brominated / Q000737:chemistry / Q000302:isolation & purification*; D007093:Imidazoles / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011758:Pyrroles / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: C000608925:15'-oxoadenosceptrin; D000470:Alkaloids; D006842:Hydrocarbons, Brominated; D007093:Imidazoles; D011758:Pyrroles; C000608926:decarboxyagelamadin C; C077210:sceptrin