title: Aqabamycins A-G: novel nitro maleimides from a marine Vibrio species: II. Structure elucidation.
abstract: The structures of secondary metabolites with antibacterial and cytotoxic activities produced by a marine Vibrio strain from the Red Sea were elucidated. Aqabamycin A (1a) and seven further nitro-substituted maleimide derivates named aqabamycins B-G (1b-f and 2) were obtained together with 12 known metabolites, 3-nitro-1H-indazole (3), indazole-3-carbaldehyde (4), 3-nitro-4-hydroxycinnamic acid, 4-hydroxycinnamic acid, 3-nitro-4-hydroxybenzaldehyde, phenyl-2-bis-indolylmethane (5a), turbomycin B (5b), vibrindole A (6), phenylacetic acid, 3-hydroxybenzoic acid, benzoic acid and 1,4-dithiane (7). Some of the known metabolites (for example, 3, 4 and 7) are described in this study for the first time as natural products. Their structures were elucidated based on 1D and 2D NMR, MS spectra and by comparison with synthetic material.
authors.affiliation: Institute for Organic and Biomolecular Chemistry, Georg-August University Göttingen, Göttingen, Germany.
authors.forename: Clarisse Blandine
authors.initials: CB
authors.lastname: Fotso Fondja Yao
authors.forename: Wael
authors.initials: W
authors.lastname: Al Zereini
authors.forename: Serge
authors.initials: S
authors.lastname: Fotso
authors.forename: Heidrun
authors.initials: H
authors.lastname: Anke
authors.forename: Hartmut
authors.initials: H
authors.lastname: Laatsch
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D008301:Maleimides / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014733:Vibrio / Q000378:metabolism*
chemical_list: D000900:Anti-Bacterial Agents; D008301:Maleimides; C550684:aqabamycin A; C550685:aqabamycin B; C550686:aqabamycin C; C550687:aqabamycin D; C550688:aqabamycin E; C550689:aqabamycin F; C550690:aqabamycin G