SYNTHESIS OF 2-DIETHOXYPHOSPHORYL-2-METHYL-5-PHENYL-3,4-DIHYDRO-2H-PYRROLE-1-OXIDE (DEPMPO-Ph): A NEW RADICAL SPIN-TRAP

Oxygen-centered radicals are suspected to play an important role in number of pathological processes as inflammatory processes, cancers, during the ischemia-reperfusion, etc … The ESR spin-trapping method has been extensively used to study their role. Numerous spin trap have been prepared but the most widely used was the 2,2-dimethyl-3,4-dihydro-2H-pyrrole-1-oxide (DMPO) 1. However, 1 is known to present some limitations such as its sensitivity to nucleophilic addition of water, decomposition of the superoxide spin adduct of DMPO-OO(H) to give DMPO-OH and the low persistence of DMPO-OO(H) (60 s at pH 7.0). In the search of new nitrones, we previously reported the synthesis and the features of the spin-trap 2-diethoxyphosphoryl-2-methyl-3,4-dihydro-2H-pyrrole-1-oxid