title: One-Electron Reduction of Penicillins in Relation to the Oxidative Stress Phenomenon.
abstract: Certain bactericidal antibiotics target mitochondrial components and, due to the leakage of electrons from the electron transport chain, one-electron reduction might occur that can lead to intermediates passing the electron to suitable acceptors. This study aimed at investigating the one-electron reduction mechanism of selected penicillin derivatives using pulse radiolysis techniques. Penicillins can accommodate the electron on each of their carbonyl carbon. Ketyl radicals are thus produced, which are reducing agents with possibility to interact with suitable biomolecules. A detailed mechanism of the reduction is reported.
authors.affiliation: Institute for Energy Security and Environmental Safety, Centre for Energy Research, Hungarian Academy of Sciences, Budapest H-1121, Hungary. szabo.laszlo@energia.mta.hu.|Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest H-1111, Hungary. szabo.laszlo@energia.mta.hu.
authors.forename: László
authors.initials: L
authors.lastname: Szabó
authors.affiliation: Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest H-1111, Hungary. ttoth@mail.bme.hu.
authors.forename: Tünde
authors.initials: T
authors.lastname: Tóth
authors.affiliation: Institute for Energy Security and Environmental Safety, Centre for Energy Research, Hungarian Academy of Sciences, Budapest H-1121, Hungary. takacs.erzsebet@energia.mta.hu.|Óbuda University, Sándor Rejtő Faculty of Light Industry and Environmental Engineering, Budapest H-1034, Hungary. takacs.erzsebet@energia.mta.hu.
authors.forename: Erzsébet
authors.initials: E
authors.lastname: Takács
authors.affiliation: Institute for Energy Security and Environmental Safety, Centre for Energy Research, Hungarian Academy of Sciences, Budapest H-1121, Hungary. wojnarovits.laszlo@energia.mta.hu.
authors.forename: László
authors.initials: L
authors.lastname: Wojnárovits
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry*; D007700:Kinetics; D010084:Oxidation-Reduction; D018384:Oxidative Stress; D010406:Penicillins / Q000737:chemistry*; D011675:Pulse Radiolysis; D017382:Reactive Oxygen Species / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D010406:Penicillins; D017382:Reactive Oxygen Species
keywords: antibiotic; hydrated electron; ketyl radical; oxidative stress; penicillin; pulse radiolysis; reactive oxygen species; reduction