PPN-TYPE NITRONES - PREPARATION AND USE OF A NEW SERIES OF BETA-PHOSPHORYLATED SPIN-TRAPPING AGENTS

The synthesis of six members of a new series of beta-phosphorylated ni trones derived from alpha-phenyl-N-tert-butylnitrone (PBN) double dagg er is described. A new method, based on HPLC, is used to evaluate thei r n-octanol-phosphate buffer partition coefficient. As is the case for other PBN-type traps, the lipophilicity of these nitrones is found to be greatly dependent on the structure of their aromatic moiety. The c apacity of these compounds to act as spin trapping agents is surveyed by using them to trap various free radicals in organic or aqueous medi a, and the EPR parameters of the different spin adducts obtained are r eported herein.