[EPR studies and the role of the electron structure of the heterocycle in the metabolic denitrosation of 5-nitrofuran].
The ESR method revealed that the reduction of 5-nitrofuran and nitrobenzene in liver homogenate is accomplished by the appearance of the nitro anion radicals. ESR spectrum of nitroxyl radical for nitrobenzene was recorded. Metabolic denitrosation in liver homogenate and the formation of hemoprotein nitrosyl complexes were present for 5-nitrofuran and were absent for nitro- and nitrosobenzene. Quantum chemical calculations of the electron structure for the molecules of 5-nitrosofuran and nitrosobenzene showed that the electronegative oxygen atom in the aromatic system turns to increase the positive charge of C atom bonded to NO group. The process of denitrosation in the molecules of 5-nitrosofuran and 5-N-furylhydroxylamine was proposed to include the reaction of nucleophilic NO group substitution.
Baĭder
L M
LM
Isichenko
T S
TS
D000818:Animals; D004578:Electron Spin Resonance Spectroscopy; D004583:Electrons; D005609:Free Radicals; D008099:Liver / Q000378:metabolism; D051379:Mice; D009578:Nitrobenzenes / Q000493:pharmacokinetics; D009581:Nitrofurans / Q000032:analysis / Q000737:chemistry / Q000493:pharmacokinetics*; D015538:Nitrosation; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
D005609:Free Radicals; D009578:Nitrobenzenes; D009581:Nitrofurans; C036077:nitrobenzene
EPR-issledovaniia i rol' élektronnoĭ struktury geterotsikla v protsesse metabolicheskogo denitrozirovanie 5-nitrofurana.