title: Hyrtiazepine, an azepino-indole-type alkaloid from the Red Sea marine sponge Hyrtios erectus.
abstract: Biological and chemical investigations of the methanolic crude extract of the Red Sea marine sponge Hyrtios erectus led to the isolation of a novel azepino-indole-type alkaloid named hyrtiazepine (2) and 5-hydroxy-1H-indole-3-carboxylic acid methyl ester (3), together with the known metabolites hyrtiosulawesine (1), 5-hydroxyindole-3-carbaldehyde (4), hyrtiosin A (5), and hyrtiosin B (6). Their structures were elucidated on the basis of mass spectrometry and detailed 2D NMR spectroscopic data. Hyrtiosulawesine (1) displayed a significant antiphospholipase A2 activity with an IC50 value of 14 microM in a fluorometric assay using Crotalus adamanteus venom phospholipase A2.
authors.affiliation: Laboratoire de Chimie et Biochimie des Substances Naturelles, MNHN, UMR 5154 CNRS, 57 rue Cuvier (Case Postale 54), 75005 Paris, France.
authors.forename: Pierre
authors.initials: P
authors.lastname: Sauleau
authors.forename: Marie-Thérèse
authors.initials: MT
authors.lastname: Martin
authors.forename: Marie-Elise Tran Huu
authors.initials: ME
authors.lastname: Dau
authors.forename: Diaa T A
authors.initials: DT
authors.lastname: Youssef
authors.forename: Marie-Lise
authors.initials: ML
authors.lastname: Bourguet-Kondracki
mesh_terms: D000818:Animals; D003435:Crotalid Venoms / Q000201:enzymology; D019156:Indian Ocean; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010741:Phospholipases A / Q000037:antagonists & inhibitors*; D054467:Phospholipases A2; D011161:Porifera / Q000737:chemistry*
chemical_list: D003435:Crotalid Venoms; D026121:Indole Alkaloids; C516420:hyrtiazepine; D010741:Phospholipases A; D054467:Phospholipases A2