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See detail5-(Diethoxyphosphorylmethyl)-5-methyl-4,5-dihydro-3H-pyrrole N-oxide : Synthesis and Evaluation of Spin Trapping Properties
Roubaud, Valérie; Mercier, Anne; Olive, Gilles ULiege et al

in Journal of the Chemical Society. Perkin Transactions 2 (1997), 9

A new spin trap, the 5-(diethoxyphosphorylmethyl)-5-methyl-4,5-dihydro-3H-pyrrole N-oxide (3), is prepared through a four-step synthetic route. The in vitro spin trapping properties of 3 have been ... [more ▼]

A new spin trap, the 5-(diethoxyphosphorylmethyl)-5-methyl-4,5-dihydro-3H-pyrrole N-oxide (3), is prepared through a four-step synthetic route. The in vitro spin trapping properties of 3 have been investigated and the hydroxyl and superoxide spin adducts characterised. The persistence of the superoxide spin adduct obtained with 3 is compared with those of the analogues obtained with DEPMPO [5-(diethoxyphosphoryl)-5-methyl-4,5-dihydro-3H-pyrrole N-oxide] and DMPO in both phosphate buffer and pyridine. In 0.1 M phosphate buffer at pH 7.0, the HOO-3? adduct is found to be 2.8 times more persistent than HOO-DMPO?, but 5.7 times less than HOO-DEPMPO?. In phosphate buffer, HOO-3? decomposes to give HO-3?. The stereoselectivity of the addition of free radicals on 3 is generally poor, and mixtures of diastereomers have been observed by EPR. The overall spin trapping behaviour of nitrone 3 is more similar to that of DMPO than that of DEPMPO. [less ▲]

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See detail31P Labeled cyclic nitrones : a new class of spin traps for free radicals in biological milieu
Barbati, Stéphane; Clément, Jean Louis; Olive, Gilles ULiege et al

in Minisci, Francesco (Ed.) Free Radicals in Biology and Environment (1997)

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