論文

査読有り
2018年2月1日

Identification of mutagenic transformation products generated during oxidation of 3-methyl-4-nitrophenol solutions by orbitrap tandem mass spectrometry and quantitative structure–activity relationship analyses

Water Research
  • Taku Matsushita
  • ,
  • Shiho Honda
  • ,
  • Taisuke Kuriyama
  • ,
  • Yuki Fujita
  • ,
  • Takashi Kondo
  • ,
  • Yoshihiko Matsui
  • ,
  • Nobutaka Shirasaki
  • ,
  • Hirokazu Takanashi
  • ,
  • Takashi Kameya

129
1
開始ページ
347
終了ページ
356
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1016/j.watres.2017.11.033
出版者・発行元
Elsevier Ltd

We used Ames assays to investigate the effects of ozonation (designated O3), ozonation followed by chlorination (O3/Cl), an advanced oxidation process (AOP, UV/H2O2), and AOP followed by chlorination (AOP/Cl) on the mutagenicity of solutions of 3-methyl-4-nitrophenol (3M4NP), a major environmental degradation product of the organophosphorus insecticide fenitrothion. Whereas O3 did not induce mutagenicity, O3/Cl, AOP, and AOP/Cl converted 3M4NP into mutagenic transformation products (TPs). Using liquid chromatography–mass spectrometry, we detected a total of 138 peaks in the solutions subjected to O3/Cl, AOP, and AOP/Cl. To elucidate the TPs responsible for the observed mutagenicity, we performed simple regression analyses of the relationship between the area of each peak and the observed mutagenicity of samples withdrawn periodically during each oxidation process. The area of each of 10 peaks was found to be positively correlated (r2 ≥ 0.8) with the observed mutagenicity, suggesting that the TPs corresponding to these peaks contributed to the mutagenicity. After taking into account the consistency of mutagenicity induction by the oxidation processes and analyzing the peaks by tandem mass spectrometry, we identified 3 TPs, corresponding to 6 peaks, as candidate mutagens. These TPs were assessed by means of 4 quantitative structure–activity relationship (QSAR) models, and all 3 were predicted to be mutagenic by at least one model. This result was consistent with our assumption that these TPs were mutagens. Ames assays of an authentic sample of one of the 3 TPs revealed that it did not contribute to the mutagenicity. This left 3-methoxy-4-nitrophenol and 2-[(E)-[(2,5-dihydroxyphenyl) methylidene]amino]-5-dihydroxybenzaldehyde on the list of mutagens suspected of contributing to the mutagenicity induced by AOP. No TPs were identified as candidate mutagens responsible for the mutagenicity induced by O3/Cl and AOP/Cl.

リンク情報
DOI
https://doi.org/10.1016/j.watres.2017.11.033
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/29169108
Scopus
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85034425176&origin=inward
Scopus Citedby
https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=85034425176&origin=inward
ID情報
  • DOI : 10.1016/j.watres.2017.11.033
  • ISSN : 1879-2448
  • ISSN : 0043-1354
  • eISSN : 1879-2448
  • PubMed ID : 29169108
  • SCOPUS ID : 85034425176

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