title: Fenton's oxidation: a tool for the investigation of potential drug metabolites.
abstract: Within the scope of searching for new lead structures in the field of anti-infectives, we ascertained Fenton's reagent to be an easy-to-handle and non-expensive tool for screening the metabolic profile of new bioactive compounds. The underlying chemistry of the Fenton's one-electron oxidation is comparable to that of cytochrome P450, which is the main metabolism enzyme. To study the metabolic screening capability, we subjected different antibiotics and the antiplasmodial naphthylisoquinoline alkaloid dioncophylline A to Fenton's reagent and examined the obtained compound libraries by liquid chromatography/tandem mass spectrometry (LC-MS/MS). For ciprofloxacin and linezolid about half of literature-known metabolites were identified as products of Fenton's oxidation. For dioncophylline A six new possible metabolites were discovered.
authors.affiliation: Institute of Pharmacy and Food Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany.
authors.forename: Eva
authors.initials: E
authors.lastname: Kugelmann
authors.forename: Christian R
authors.initials: CR
authors.lastname: Albert
authors.forename: Gerhard
authors.initials: G
authors.lastname: Bringmann
authors.forename: Ulrike
authors.initials: U
authors.lastname: Holzgrabe
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000378:metabolism*; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D055808:Drug Discovery / Q000379:methods*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D007546:Isoquinolines / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D021241:Spectrometry, Mass, Electrospray Ionization; D053719:Tandem Mass Spectrometry
chemical_list: D000900:Anti-Bacterial Agents; C045076:Fenton's reagent; D007546:Isoquinolines; C104320:dioncophylline A; D006861:Hydrogen Peroxide; D007501:Iron