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首页> 外文期刊>Environmental Science & Technology >Alpha and Beta Isomers of Tetrabromoethylcyclohexane (TBECH) Flame Retardant: Depletion and Metabolite Formation In Vitro Using a Model Rat Microsomal Assay
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Alpha and Beta Isomers of Tetrabromoethylcyclohexane (TBECH) Flame Retardant: Depletion and Metabolite Formation In Vitro Using a Model Rat Microsomal Assay

机译：四溴乙基环己烷（TBECH）阻燃剂的α和β异构体：使用模型大鼠微粒体测定的耗竭和体外代谢物形成

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摘要

The metabolism of α- and β-isomers of the flame retardant chemical tetrabromoethylcyclohexane (TBECH) was investigated using a model in vitro enzyme-mediated biotransformation assay based on rat liver micro-somes. In enzymatically active assays, concentrations of both α- and β-TBECH isomers were equally depleted by about 40% and in a time-dependent fashion over a 60-min assay incubation period, and determined by GC-MS(ECNI) analysis. No such depletion was observed in nonenzymatically active control assays. After the full 60-min assay incubation period, debrominated TBECH metabolites were not detected by GC-MS(ECNI). and suggested that enzyme-mediated debromination of TBECH did not occur via cyctochrome P450 enzyme-mediated catalysis or that the rate of TBECH metabolism in vitro was too slow. In the enzymatically active assays, but not in the nonezymatically active control assays, α- and β-monohydroxy-TBECH (OH-TBECH), dihydroxy-TBECH ((OH)_2-TBECH), and some additional compounds with molecular formulas of C_8H_(13)Br_3O_2 and C_8H_(11)Br,O_2 were identified by LC-Q-ToF-MS. Two unique sets of OH-TBECH and (0H)_(2-)TBECH metabolites were derived from both α- and β-TBECH isomers. The LC-ESI(-)-MS/MS peak areas of all four OH-TBECH and (OH)_(2-)TBECH metabolites increased at a comparable rate in a time-dependent manner over a 60-min assay incubation period. This study demonstrated that metabolism via hydroxylation can occur in vitro for α- and β-TBECH. These results underscore the importance of understanding the biological fate of TBECH and the possible implications on the health and TBECH levels in exposed wildlife and in the environment.
机译：使用基于大鼠肝微粒体的体外酶介导的生物转化模型，研究了阻燃化学四溴乙基环己烷（TBECH）的α和β异构体的代谢。在酶促活性测定中，α-和T-BBECH异构体的浓度在60分钟的测定潜伏期中均以时间依赖性方式消耗约40％，并通过GC-MS（ECNI）分析确定。在非酶活性对照试验中未观察到这种消耗。在整个60分钟的测定温育期后，GC-MS（ECNI）未检测到脱溴的TBECH代谢产物。并建议通过细胞色素P450酶介导的催化作用不会发生酶介导的TBECH脱溴作用，或者在体外TBECH的代谢速度太慢。在酶活性测定中，但在非酶活性对照测定中，α-和β-单羟基-TBECH（OH-TBECH），二羟基-TBECH（（OH）_2-TBECH）以及一些分子式为C_8H_的化合物通过LC-Q-ToF-MS鉴定出（13）Br_3O_2和C_8H_（11）Br，O_2。两种独特的OH-TBECH和（0H）_（2-）TBECH代谢物分别来自α-和β-TBECH异构体。在60分钟的测定温育期内，所有四种OH-TBECH和（OH）_（2-）TBECH代谢物的LC-ESI（-）-MS / MS峰面积均以可比的速率呈时间依赖性地增加。这项研究表明，α-和β-TBECH可以通过羟基化代谢。这些结果强调了了解TBECH的生物学命运以及对裸露的野生动植物和环境中健康和TBECH水平可能产生的影响的重要性。

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  • 来源
    《Environmental Science & Technology》 |2012年第18期|p.10263-10270|共8页
  • 作者

    Shaogang Chu; Lewis T. Gauthier; Robert J. Letcher;

  • 作者单位

    Ecotoxicology and Wildlife Health Division, Science and Technology Branch, Environment Canada, National Wildlife Research Centre (NWRC), Ottawa, ON, K1A 0H3, Canada;

    Ecotoxicology and Wildlife Health Division, Science and Technology Branch, Environment Canada, National Wildlife Research Centre (NWRC), Ottawa, ON, K1A 0H3, Canada;

    Ecotoxicology and Wildlife Health Division, Science and Technology Branch, Environment Canada, National Wildlife Research Centre (NWRC), Ottawa, ON, K1A 0H3, Canada;

  • 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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