Details

Autor(en) / Beteiligte

• Nourian, Saghar
• Lesko, Robert P.
• Guthrie, Daryl A.
• Toscano, John P.

Titel

Nitrosocarbonyl release from O-substituted hydroxamic acids with pyrazolone leaving groups

Ist Teil von

• Tetrahedron, 2016-10, Vol.72 (40), p.6037-6042

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

2016

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A new class of nitrosocarbonyl precursors, O-substituted hydroxamic acids with pyrazolone leaving groups (OHPY), is described. These compounds generate nitrosocarbonyl intermediates, which upon hydrolysis release nitroxyl (azanone, HNO) under physiologically relevant conditions. Pyrazolones have been used to confirm the generation of nitrosocarbonyls by competitive trapping to form isomeric N-substituted hydroxamic acids (NHPY) via an N-selective nitrosocarbonyl aldol reaction. The rate of nitrosocarbonyl release from OHPY donors is impacted by donor substituents, including the pyrazolone leaving group. [Display omitted]