基于密度泛函理论的微气泡臭氧化诺氟沙星降解途径与毒性评估  

Degradation pathway and toxicity assessment of microbubble ozonation of Norfloxacin based on Density Functional Theory

作　　者：张静 于倩 丁亮亮 刘春 闫晨旭 牛建瑞 张瑞娜 ZHANG Jing;YU Qian;DING Liangliang;LIU Chun;YAN Chenxu;NIU Jianrui;ZHANG Ruina(School of Environmental Science and Engineering,Hebei University of Science and Technology,Pollution Prevention Biotechnology Laboratory of Hebei Province,Shijiazhuang,050018,China)

机构地区：[1]河北科技大学环境科学与工程学院,河北省污染防治生物技术重点实验室,石家庄050018

出　　处：《环境化学》2025年第1期288-298,共11页Environmental Chemistry

基　　金：国家重点研发计划项目(2022YFE0119000)资助.

摘　　要：诺氟沙星(Norfloxacin,NOF)为第三代喹诺酮类抗菌药被广泛应用,易在环境中积累,威胁人类健康和环境安全.本研究采用Gaussian与Toxicity Estimation Software Tool(T.E.S.T.)软件预测在微气泡臭氧化(MB/O_(3))体系中NOF的降解途径与降解产物的生态毒性.结果表明,MB/O_(3)体系中的羟基自由基等活性氧物质易对NOF分子结构上键级较小、平均局部离子化能较低以及简缩Fukui函数较高的反应位点进行攻击;液相色谱-串联质谱法(LC-MS/MS)分析结果结合模型计算推测,MB/O_(3)处理NOF降解途径包括:脱氟反应、哌嗪环转化、羟基取代反应和喹诺酮环氧化;利用T.E.S.T.软件评估NOF及降解产物的毒性,发现NOF对口服大鼠、胖头鱼、水蚤均存在负面影响,具有发育毒性,无致突变性,且降解过程中可能会产生比NOF毒性大的产物.本研究采用模型预测NOF降解途径与生态毒性的方法便捷有效,可为MB/O_(3)体系降解复杂有机分子的降解途径和生态毒性研究提供理论依据.Norfloxacin(NOF)is widely used as a third-generation quinolone antimicrobial drug and is prone to accumulate in the environment.It threatens human health and environmental safety.In this study,the degradation pathway of NOF and the ecotoxicity of the degradation products in the microbubble ozonization(MB/O_(3))system were predicted by Gaussian with Toxicity Estimation Software Tool(T.E.S.T.)software.The results showed that reactive oxygen species such as hydroxyl radicals in the MB/O_(3)system easily attacked the reaction sites with smaller bond levels,lower average local ionization energies,and higher abbreviated Fukui functions on the structure of NOF molecules.The analytical results of liquid chromatography-tandem mass spectrometry(LC-MS/MS)combined with model calculations inferred that the degradation pathways of NOF from MB/O_(3)treatment include: defluorination reaction, piperazine ring transformation, hydroxyl substitution reaction, and quinolone epoxidation. The toxicity of NOF and degradation products were evaluated using T.E.S.T. software and it found that NOF had negative effects on orally administered rats, fathead minnows, and daphnia. It is developmentally toxic and non-mutagenic. The degradation process may produce products that are more toxic than NOF. In this study, the modeling method to predict the degradation pathway and ecotoxicity of NOF is convenient and effective. It can provide a theoretical basis for the study of the degradation pathway and ecotoxicity of complex organic molecules degraded by MB/O_(3)system.

关 键 词：诺氟沙星 Gaussian T.E.S.T 降解途径 生态毒性 

分 类 号：X-1[环境科学与工程] O6[理学—化学]