Aqabamycins A-G: novel nitro maleimides from a marine Vibrio species: II. Structure elucidation.
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.
Fotso Fondja Yao
Clarisse Blandine
CB
Institute for Organic and Biomolecular Chemistry, Georg-August University Göttingen, Göttingen, Germany.
Al Zereini
Wael
W
Fotso
Serge
S
Anke
Heidrun
H
Laatsch
Hartmut
H
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*
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