Denk Michael K, Milutinović Nicholas S
Department of Chemistry, University of Guelph, 50 Stone Road E., Guelph, Ontario, N1G 2W1, Canada.
Department of Chemistry, University of Guelph, 50 Stone Road E., Guelph, Ontario, N1G 2W1, Canada.
Chemosphere. 2018 Jan;191:408-411. doi: 10.1016/j.chemosphere.2017.10.055. Epub 2017 Oct 11.
The insecticide DDT is an omnipresent environmental contaminant and an ongoing toxicological concern. The recent discovery that methylenetetrahydrofolate (MTHF) models are capable of reducing a range of halocarbons to hydrocarbons under biomimetic conditions has prompted us to investigate the possible role of MTHF in the metabolism of DDT. We now report that the reaction of MTHF models with DDT produces no less than five known in vivo metabolites of DDT, namely DDD, DDE, DDMU, DBP, and DDM. The capability of the MTHF models to produce the full spectrum of known DDT dehalogenation products is strong evidence that the mechanistically obscure metabolism of DDT may involve MTHF. The findings also suggest that DDT should be capable of disrupting folate-dependent pathways.
杀虫剂滴滴涕是一种普遍存在的环境污染物，一直是毒理学关注的焦点。最近发现亚甲基四氢叶酸（MTHF）模型能够在仿生条件下将一系列卤代烃还原为烃类，这促使我们研究MTHF在滴滴涕代谢中的可能作用。我们现在报告，MTHF模型与滴滴涕的反应产生了不少于五种已知的滴滴涕体内代谢物，即滴滴滴、滴滴伊、二氯二苯醚、二溴磷和二氯二苯甲酮。MTHF模型产生已知滴滴涕脱卤产物全谱的能力有力地证明，机制不明的滴滴涕代谢可能涉及MTHF。这些发现还表明，滴滴涕应该能够破坏叶酸依赖性途径。
