| Abstract
| - In this article, the synthesis of a novel α-phosphorus-containing spin trap DEPPEPO [2-(diethoxyphosphoryl)-2-phenethyl-3,4-dihydro-2H-pyrrole-1-oxide] and the evaluation of its ability to spin-trap radicals, especially superoxide and hydroxyl radicals, are described. Single crystal X-raystructure analysis reveals that there exist a lot of intramolecular nonbonded attractive interactionsin the molecule. The phenethyl group is located away from the diethoxyphosphoryl group and thenitronyl plane, and only one face of the nitronyl plane is sterically hindered by the oxygen attachedto the phosphorus with a double bond. The latter feature is responsible for the stereoselection ofthe free radical additions on the nitronyl moiety. The ability of DEPPEPO to trap the activesuperoxide anion radical generated in the HX/XO system and the stability of their spin adductwere investigated with that for DEPMPO. The half-life of DEPPEPO is about 13.4 min, and as aresult, the DEPPEPO seems to be a promising lipophilic spin trap, perhaps in both in vitro and invivo ESR investigation. Because DEPPEPO is a solid compound, it is quite easy to purify byrecrystallization and to store the compound even at room temperature. In addition, an obviousincrease in lipophilicity for DEPPEPO was found as a contribution of 2-substituted phenethyl.
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