Absence of generation of oxygen-containing free radicals with 4'-deoxydoxorubicin, a non-cardiotoxic anthracycline drug |
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Authors: | A C Dickinson J O DeJordy M G Boutin D Teres |
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Affiliation: | 1. Chemistry Department American International College Springfield, MA 01109 USA;2. Department of Medicine/Division of Surgery Baystate Medical Center Springfield, MA 01119 USA;3. Tufts University School of Medicine Boston, MA 02111 USA |
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Abstract: | In vitro ESR studies of doxorubicin and 4'-deoxydoxorubicin have been conducted using the spin traps PBN and DMPO. Solutions prepared in the presence of atmospheric oxygen at pH = 12 exhibited a typical semiquinone signal preceded by a short-lived signal attributed to perhydroxyl radical, HO2. At physiological pH the perhydroxyl signal was observed in the doxorubicin solution but not in 4'-deoxydoxorubicin. In the absence of oxygen, at pH = 7.5, neither drug exhibited a signal. A relationship is proposed between the perhydroxyl radical and the cardiotoxicity observed in doxorubicin but not in 4'-deoxydoxorubicin. |
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Keywords: | ESR electron spin resonance PBN N-tert-butyl-α-phenylnitrone DMPO 5,5-dimethyl-1-pyrroline-N-oxide DPPH 2,2-diphenyl-1-picrylhydrazyl |
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