title: Ianthelliformisamines A-C, antibacterial bromotyrosine-derived metabolites from the marine sponge Suberea ianthelliformis.
abstract: A high-throughput screening campaign using a prefractionated natural product library and an in vitro Pseudomonas aeruginosa (PAO200 strain) assay identified two antibacterial fractions derived from the marine sponge Suberea ianthelliformis. Mass-directed isolation of the CH(2)Cl(2)/CH(3)OH extract from S. ianthelliformis resulted in the purification of three new bromotyrosine-derived metabolites, ianthelliformisamines A-C (1-3), together with the known natural products aplysamine 1 (4) and araplysillin I (5). The structures of 1-3 were determined following analysis of 1D and 2D NMR and MS spectroscopic data. This is the first report of chemistry from the marine sponge S. ianthelliformis. Ianthelliformisamine A (1) showed inhibitory activity against the Gram-negative bacterium P. aeruginosa with an IC(50) value of 6.8 μM (MIC = 35 μM).
authors.affiliation: Eskitis Institute,  Griffith University , Brisbane, QLD 4111, Australia.
authors.forename: Min
authors.initials: M
authors.lastname: Xu
authors.forename: Rohan A
authors.initials: RA
authors.lastname: Davis
authors.forename: Yunjiang
authors.initials: Y
authors.lastname: Feng
authors.forename: Melissa L
authors.initials: ML
authors.lastname: Sykes
authors.forename: Todd
authors.initials: T
authors.lastname: Shelper
authors.forename: Vicky M
authors.initials: VM
authors.lastname: Avery
authors.forename: David
authors.initials: D
authors.lastname: Camp
authors.forename: Ronald J
authors.initials: RJ
authors.lastname: Quinn
mesh_terms: D000150:Acinetobacter / Q000187:drug effects; D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D007555:Isoxazoles / Q000737:chemistry / Q000302:isolation & purification; D008386:Marine Biology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010627:Phenethylamines / Q000737:chemistry / Q000302:isolation & purification; D011161:Porifera / Q000737:chemistry*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013210:Staphylococcus / Q000187:drug effects; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D007555:Isoxazoles; D010627:Phenethylamines; C475724:bromotyrosine; C574286:ianthelliformisamine A; C574287:ianthelliformisamine B; C574288:ianthelliformisamine C; C073086:araplysillin I; D014443:Tyrosine