Nitroxyl (HNO) release from new functionalized N-hydroxyurea-derived acyl nitroso-9,10-dimethylanthracene cycloadducts.
A thermal retro-Diels-Alder decomposition of N-hydroxyurea-derived acyl nitroso compounds and 9,10-dimethylanthracene cycloadducts followed by acyl nitroso compound hydrolysis produces nitrous oxide, evidence for the formation of nitroxyl, the one-electron reduced form of nitric oxide that has drawn considerable attention for its potential roles in biological systems. EPR and NMR spectroscopy provide further evidence for nitroxyl formation and kinetic information, respectively. Such compounds may prove to be useful alternative nitroxyl donors.
Department of Chemistry, Wake Forest University, Salem Hall, Winston-Salem, NC 27109, USA.
Bu-Bing
BB
Zeng
Jinming
J
Huang
Marcus W
MW
Wright
S Bruce
SB
King
D000873:Anthracenes / Q000737:chemistry*; D003500:Cyclization; D006868:Hydrolysis; D006918:Hydroxyurea / Q000737:chemistry; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000138:chemical synthesis*; D009603:Nitroso Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000873:Anthracenes; D009589:Nitrogen Oxides; D009603:Nitroso Compounds; C029126:9,10-dimethylanthracene; C039900:nitroxyl; D006918:Hydroxyurea