Hyrtiazepine, an azepino-indole-type alkaloid from the Red Sea marine sponge Hyrtios erectus.
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.
Sauleau
Pierre
P
Laboratoire de Chimie et Biochimie des Substances Naturelles, MNHN, UMR 5154 CNRS, 57 rue Cuvier (Case Postale 54), 75005 Paris, France.
Martin
Marie-Thérèse
MT
Dau
Marie-Elise Tran Huu
ME
Youssef
Diaa T A
DT
Bourguet-Kondracki
Marie-Lise
ML
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*
D003435:Crotalid Venoms; D026121:Indole Alkaloids; C516420:hyrtiazepine; D010741:Phospholipases A; D054467:Phospholipases A2