DEPMPO and lipophilic analogues: synthesis and EPR studies

DEPMPO and lipophilic analogues: synthesis and EPR studies DEPMPO (5-diethylphosphono-5-methyl-1-pyrroline N-oxide) is now recognised as a major trap for the applications of spin-trapping techniques in biological milieu. We report herein a new synthetic route for DEPMPO ending with the reductive cyclisation of the phosphorylated γ-nitroaldehyde 8. In comparison with the usual synthesis of DEPMPO, involving the oxidation of the parent pyrrolidine 3, the new approach avoids the formation of over oxidation by-products thus making easier the purification of DEPMPO. Lipophilic analogues of DEPMPO have been prepared through addition of various Y2P(O)H on 2-methyl-1-pyrroline, followed by oxidation of the ensuing pyrrolidines. These new nitrones were used to trap different radicals in water and organic solvents. Research on Chemical Intermediates Springer Journals

DEPMPO and lipophilic analogues: synthesis and EPR studies

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Brill Academic Publishers
Copyright © 2002 by VSP 2002
Chemistry; Inorganic Chemistry; Physical Chemistry
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