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One-Electron Reduction of Penicillins in Relation to the Oxidative Stress Phenomenon
Authors:László Szabó   Tünde Tóth  Erzsébet Takács  László Wojnárovits
Affiliation:1.Institute for Energy Security and Environmental Safety, Centre for Energy Research, Hungarian Academy of Sciences, Budapest H-1121, Hungary; (E.T.); (L.W.);2.Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest H-1111, Hungary; ;3.Óbuda University, Sándor Rejtő Faculty of Light Industry and Environmental Engineering, Budapest H-1034, Hungary
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.
Keywords:antibiotic   penicillin   oxidative stress   reactive oxygen species   reduction   hydrated electron   ketyl radical   pulse radiolysis
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