title: Endolides A and B, Vasopressin and Serotonin-Receptor Interacting N-Methylated Peptides from the Sponge-Derived Fungus Stachylidium sp.
abstract: The marine-derived fungus Stachylidium sp. was isolated from the sponge Callyspongia sp. cf. C. flammea. Culture on a biomalt medium supplemented with sea salt led to the isolation of two new, most unusual N-methylated peptides, i.e., the tetrapeptides endolide A and B (1 and 2). Both of these contain the very rare amino acid 3-(3-furyl)-alanine. In radioligand binding assays endolide A (1) showed affinity to the vasopressin receptor 1A with a Ki of 7.04 μM, whereas endolide B (2) exhibited no affinity to the latter receptor, but was selective toward the serotonin receptor 5HT2b with a Ki of 0.77 μM.
authors.affiliation: Institute for Pharmaceutical Biology, University of Bonn , Nussallee 6, D-53115 Bonn, Germany.
authors.forename: Celso
authors.initials: C
authors.lastname: Almeida
authors.affiliation: Institute for Pharmaceutical Biology, University of Bonn , Nussallee 6, D-53115 Bonn, Germany.
authors.forename: Fayrouz
authors.initials: F
authors.lastname: El Maddah
authors.affiliation: Institute for Pharmaceutical Biology, University of Bonn , Nussallee 6, D-53115 Bonn, Germany.
authors.forename: Stefan
authors.initials: S
authors.lastname: Kehraus
authors.affiliation: Single Crystal X-ray Diffraction Service, Institute of Inorganic Chemistry, University of Bonn , Gerhard-Domagk-Straße 1, D-53121 Bonn, Germany.
authors.forename: Gregor
authors.initials: G
authors.lastname: Schnakenburg
authors.affiliation: Institute for Pharmaceutical Biology, University of Bonn , Nussallee 6, D-53115 Bonn, Germany.
authors.forename: Gabriele M
authors.initials: GM
authors.lastname: König
mesh_terms: D000818:Animals; D001203:Ascomycota / Q000737:chemistry*; D047128:Callyspongia / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D011161:Porifera / Q000382:microbiology*; D044403:Receptor, Serotonin, 5-HT2B / Q000187:drug effects; D012701:Serotonin / Q000378:metabolism; D014667:Vasopressins
chemical_list: D010456:Peptides, Cyclic; D044403:Receptor, Serotonin, 5-HT2B; C000608371:endolide A; C000608389:endolide B; D014667:Vasopressins; D012701:Serotonin