Oxidation of the Antiviral Drug Acyclovir and Its Biodegradation Product Carboxy-acyclovir with Ozone: Kinetics and Identification of Oxidation Products
作者： Carsten Prasse , Manfred Wagner , Ralf Schulz , Thomas A. Ternes
DOI: 10.1021/ES203712Z
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摘要: The oxidation of the antiviral drug acyclovir (ACV) and its main biotransformation product carboxy-acyclovir (carboxy-ACV) by ozone was investigated. Both compounds have recently been detected in surface water, carboxy-ACV has also drinking water. experiments revealed a strong pH dependence ACV with reaction rate constants increasing 4 orders magnitude between protonated, positively charged form (kox,PH+, ∼2.5 × 102 M–1 s–1) deprotonated, negatively (kox,P–, 3.4 106 s–1). At 8 single formed which identified via LC-LTQ-Orbitrap MS NMR as N-(4-carbamoyl-2-imino-5-oxoimidazolidin)formamido-N-methoxyacetic acid (COFA). Using Vibrio fischeri, an acute bacterial toxicity found for COFA while no toxic effects. Ozonation guanine guanosine at led to formation respective 2-imino-5-oxoimidazolidines, confirming that ...
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