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Reduction potentials of antimycobacterial agents: Relationship to activity
Affiliation:1. Charles University, Faculty of Science, Department of Analytical Chemistry, UNESCO Laboratory of Environmental Electrochemistry, Albertov 6, CZ-12843 Prague 2, Czech Republic;2. Institute of Birophysics, Czech Academy of Sciences, Kralovopolska 135, CZ-61265 Brno, Czech Republic;3. Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo namesti 2, CZ-16610 Prague 6, Czech Republic;4. Charles University, Faculty of Science, Department of Organic Chemistry, Hlavova 8, CZ-12843 Prague 2, Czech Republic;5. Central European Institute of Technology, Masaryk University, Kamenice 753/5, CZ-62500 Brno, Czech Republic
Abstract:Electrochemical studies (reduction potential and reversibility) were performed on several antimycobacterial agents to gain insight regarding the proposal that many drugs exert part of their activity via an electron transfer process which results in the production of oxidative stress or the disruption of electron transport systems. Reduction potentials provide data relevant to the feasibility of electron transfer in vivo. Categories of antimycobacterial agents include iminium-type ions from ethionamide and pyrazinamide, coordination complexes (Cu or Fe) of chelators (isoniazid, thiosemicarbazones, p-aminosalicylic acid, and ethambutol) and quinone types (clofazimine). Reduction potentials ranged from 0.26 to −0.6 V. Relevant literature data are discussed.
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