Radjenović J, Godehardt M, Petrović M, Hein A, Farré M, Jekel M, Barceló D
Department of Environmental Chemistry, IDAEA-CSIC, c/Jordi irona 18-26, 08034 Barcelona, Spain.
Environ Sci Technol. 2009 Sep 1;43(17):6808-15. doi: 10.1021/es900965a.
The mechanism of product formation during ozonation of two widely used antimicrobial agents, macrolide roxithromycin and inhibitor of dihydrofolate reductase (DHFR) trimethoprim was studied in laboratory-scale experiments with two types of matrix: distilled water and secondary wastewater effluent The structures ofthe primary and secondary reaction intermediates were elucidated byquadrupole-time-of-flight (QqToF) instrument, showing that in spite of their high ozone affinity both roxithromycin and trimethoprim oxidation pathway involve to a great degree the *OH radical chain reactions. In total nine ozonation products were detected, whereas two products of roxithromycin exhibited high refractoriness to ozonation, especially in the case of distilled water. Furthermore, the intact tertiary amine moiety of roxithromycin in these products suggests that the antimicrobial activity of the parent compound will be preserved.
在实验室规模的实验中,使用蒸馏水和二级废水两种基质,研究了两种广泛使用的抗菌剂(大环内酯类罗红霉素和二氢叶酸还原酶抑制剂甲氧苄啶)在臭氧化过程中的产物形成机制。通过四极杆飞行时间(QqToF)仪器阐明了一级和二级反应中间体的结构,结果表明,尽管罗红霉素和甲氧苄啶对臭氧具有高亲和力,但它们的氧化途径在很大程度上都涉及羟基自由基链式反应。总共检测到9种臭氧化产物,其中罗红霉素的两种产物对臭氧化表现出高抗性,在蒸馏水的情况下尤其如此。此外,这些产物中罗红霉素完整的叔胺部分表明母体化合物的抗菌活性将得以保留。