Abstract
AbstractDeveloped as a regulator of copper homeostasis in the brain of patients affected by Alzheimer's disease (AD), TDMQ20 is a specific copper(II) chelator able to restore short term memory in AD mice. To anticipate on metabolic studies of this drug‐candidate, here we report the catalytic oxidation of TDMQ20 by a biomimetic system reminiscent of P450 oxidation, using a metalloporphyrin and hydrogen persulfate as oxidant. Oxidation products were mainly characterized by HPLC with UV‐visible spectrometry or high‐resolution mass spectrometry detection. In these conditions, TDMQ20 was readily oxidized by aromatic hydroxylation, oxidation of 1,4‐diphenol or 1,4‐aminophenol to 1,4‐quinone or quinone‐imine, respectively, or oxidative chlorination. These putative metabolites were water‐soluble, suggesting that the drug‐candidate might be easily metabolized and excreted in vivo.
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