Abstract

Pharmaceuticals sterilized by electron beam irradiation, i.e., flutamide (FA), ifosfamide (IA) and aminoglutethimide (AA), applied in anticancer therapy, were studied in order to determine the kinetics of the radical decay and to find out the structure of some intermediates. Two species identified in flutamide were assigned to a more stable tertiary carbon-centred radical and a less stable aryl radical or nitrogen-centred radical cation. Two components were found in ifosfamide, one belongs to the radical formed on the loss of chlorine atom and another reveals a broad anisotropic signal of hyperfine interaction, a(1P) = 5.3 mT, together with a narrow splitting of 0.7 mT due to unassigned protons. Radiation generates in aminoglutethimide two different, highly populated radical pairs that rearrange in time into more stable radicals. Electron-beam radiolysis induced slightly more paramagnetic species in AA than in IA and about 20 times less than in FA. On a long time scale the decay rates of radicals in irradiated samples increase successively as AA<FA<IA.

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