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首页> 外文期刊>Environmental Science & Technology >Oxidation of Antibacterial Compounds by Ozone and Hydroxyl Radical: Elimination of Biological Activity during Aqueous Ozonation Processes
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Oxidation of Antibacterial Compounds by Ozone and Hydroxyl Radical: Elimination of Biological Activity during Aqueous Ozonation Processes

机译：臭氧和羟自由基对抗菌化合物的氧化作用：消除臭氧水处理过程中的生物活性

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摘要

A wide variety of antibacterial compounds is rapidly oxidized by O_3 and hydroxyl radical (OH) during aqueous ozonation. Quantitative microbiological assays have been developed here or adapted from existing methods and utilized to measure the resulting changes in antibacterial potencies during O_3 and OH treatment of 13 antibacterial molecules (roxithromycin, azithromycin, tylosin, ciprofloxacin, enrofloxacin, penicillin G, cephalexin,suifamethoxazole,trimethoprim,lincomycin,tetracycline, vancomycin, and amikacin)from 9 structural classes (macrolides, fluoroquinolones, β-lactams, sulfonamides, dihydrofolate reductase inhibitors, lincosamides, tetracyclines, giycopeptides, and aminoglycosides), as well as the biocidetriclosan. Potency measurements were determined from dose--response relationships obtained by exposing Escherichia coll or Bacillus subtiiis reference strains to treated samples of each antibacterial compound via broth micro- or macrodilution assays and related to the measured residual concentrations of parent antibacterial in each sample. Data obtained from these experiments show that O_3 and 'OH reactions lead in nearly all cases to stoichiometric elimination of antibacterial activity (i.e., loss of 1 moie equivalent of potency per moie of parent compound consumed). The β-lactams penicillin G (PG) and cephalexin (CP) represent the only clear exceptions, as bioassay measurements indicate that biologically active products may be formed in the reactions of these two compounds with both O_3 and 'OH. The active product(s) generated in the direct reaction of O_3 with PG appear(s) to be recalcitrant to further transformation by O_3, though any biologically active products formed in the reactions of CP with O_3, or of either PG or CP with 'OH, are apparently deactivated by further reactions with O_3 or 'OH, respectively. Thus, with few exceptions, it can be expected that municipal wastewater ozonation will generally yield sufficient structural modification of antibacterial molecules to eliminate their antibacterial activities, whether oxidation results from selective reactions with O_3 or from relatively nonselective reactions with incidentally produced 'OH.
机译：在水性臭氧氧化过程中，各种各样的抗菌化合物会被O_3和羟基自由基（OH）迅速氧化。此处已开发了定量微生物测定法，或从现有方法中进行了定量测定，并用于测量O_3和OH处理13种抗菌分子（罗丝霉素，阿奇霉素，泰乐菌素，环丙沙星，恩诺沙星，青霉素G，头孢氨苄，舒美甲恶唑， ，林可霉素，四环素，万古霉素和丁胺卡那霉素）来自9个结构类别（大环内酯，氟喹诺酮类，β-内酰胺类，磺酰胺类，二氢叶酸还原酶抑制剂，林可酰胺，四环素类，糖肽和氨基糖苷类），以及杀生物杀虫剂。药效测量是通过剂量-反应关系确定的，该关系是通过肉汤微量稀释或大分子稀释测定法将大肠杆菌或枯草芽孢杆菌参考菌株暴露于每种抗菌化合物的处理样品后得到的，并且与每个样品中母体抗菌素的残留残留量有关。从这些实验获得的数据表明，在几乎所有情况下，O_3和OH反应导致化学计量的抗菌活性消除（即，每消耗一摩尔母体化合物损失1摩尔当量的效力）。 β-内酰胺类青霉素G（PG）和头孢氨苄（CP）代表唯一明显的例外，因为生物测定表明，这两种化合物与O_3和'OH的反应均可能形成生物活性产物。在O_3与PG的直接反应中生成的活性产物似乎难以被O_3进一步转化，尽管在CP与O_3或PG或CP与'显然，OH分别通过与O 3或OH的进一步反应而失活。因此，几乎没有例外，无论氧化是与O_3的选择性反应还是与偶然产生的'OH的相对非选择性反应导致的氧化，几乎可以预期，市政废水的臭氧化作用通常会产生足够的抗菌分子结构修饰，从而消除其抗菌活性。

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  • 来源
    《Environmental Science & Technology》 |2009年第7期|2498-2504|共7页
  • 作者

    MICHAEL C. DODD; HANS-PETER E. KOHLEK; URS VON GUNTEN;

  • 作者单位

    Eawag: Swiss Federal Institute of Aquatic Science and Technology, 8600 Duebendorf Institute for Biogeochemistry and Pollutant Dynamics, ETH Zurich, 8092 Zurich, Switzerland;

    Eawag: Swiss Federal Institute of Aquatic Science and Technology, 8600 Duebendorf;

    Eawag: Swiss Federal Institute of Aquatic Science and Technology, 8600 Duebendorf Institute for Biogeochemistry and Pollutant Dynamics, ETH Zurich, 8092 Zurich, Switzerland;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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