Synthesis of Spin Traps Specific for Hydroxyl Radical

Article abstract of DOI:10.1021/jm00397a028

Two nitrones, 3,3-diethyl-5,5-dimethylpyrroline 1-oxide (DEDMPO) and 3,3,5,5-tetramethylpyrroline 1-oxide (M4PO), were synthesized by the zinc/ammonium chloride reduction of approprately substituted γ-nitrocarbonyl compounds, followed by addition of methylmagnesium bromide to the resulting intermadiate nitrones.The lipophilicities of these nitrones were estimated by determining their partition coefficients in an 1-octanol/water system.They were found to be considerably more lipophilic than 5,5-dimethylpyrroline 1-oxide (DMPO).The spin trapping of hydroxyl and superoxide radicals with these nitrones was investigated, and the hyperfine...