Spin-trapping of methyl radical in the oxidative metabolism of 1,2-dimethylhydrazine.
A carbon-centered free radical formed during oxidative metabolism of 1,2-dimethylhydrazine has been spin-trapped with alpha-(4-pyridyl-1-oxide)N-tert-butyl nitrone and 2-methyl-2-nitrosopropane. In the horseradish peroxidase/H2O2 catalyzed oxidation, the trapped species was identified as the methyl radical by the characteristic 1:3:3:1 quartet pattern of the 2-methyl-2-nitroso propane adduct. A carbon-centered radical is also formed during microsomal oxidation of 1,2-dimethylhydrazine in the presence of NADPH. However, the alpha-(4-pyridyl-1-oxide)N-tert-butyl nitrone trapped radical has not been unambiguously identified in this latter instance. These results may be of importance in regard to both carcinogenic and antitumor properties of 1,2-disubstituted hydrazine derivatives.
Augusto
O
O
Du Plessis
L R
LR
Weingrill
C L
CL
D019813:1,2-Dimethylhydrazine; D000818:Animals; D002244:Carbon; D004127:Dimethylhydrazines / Q000378:metabolism*; D004578:Electron Spin Resonance Spectroscopy; D005609:Free Radicals; D006735:Horseradish Peroxidase / Q000378:metabolism; D006861:Hydrogen Peroxide / Q000378:metabolism; D066298:In Vitro Techniques; D008297:Male; D008763:Methylhydrazines / Q000378:metabolism*; D008862:Microsomes, Liver / Q000378:metabolism; D009603:Nitroso Compounds; D010084:Oxidation-Reduction; D051381:Rats; D011919:Rats, Inbred Strains
D004127:Dimethylhydrazines; D005609:Free Radicals; D008763:Methylhydrazines; D009603:Nitroso Compounds; D002244:Carbon; D006861:Hydrogen Peroxide; D006735:Horseradish Peroxidase; D019813:1,2-Dimethylhydrazine; C034526:tert-nitrosobutane