title: Glutathione conjugates of misonidazole.
abstract: The hydroxylamine derivative of misonidazole reacts with glutathione under physiological conditions to form two isomeric conjugates. Based on physical and chemical properties, the two conjugates have been identified as 1-[2-amino-(4-glutathion-S-yl)-1-imidazolyl]-3-methoxypropanol and 1-[2-amino-(5-glutathion-S-yl)-1-imidazolyl]-3-methoxypropanol. The formation of the glutathione conjugates of reduced misonidazole offers a molecular mechanism for the depletion of GSH in mammalian cells after exposure to misonidazole under hypoxic conditions.
mesh_terms: D002851:Chromatography, High Pressure Liquid; D008401:Gas Chromatography-Mass Spectrometry; D005978:Glutathione / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008920:Misonidazole / Q000378:metabolism*; D009593:Nitroimidazoles / Q000378:metabolism*; D010084:Oxidation-Reduction
chemical_list: D009593:Nitroimidazoles; D008920:Misonidazole; D005978:Glutathione