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Reactive intermediates formed during the peroxidative oxidation of anisidine isomers

Cite this: Chem. Res. Toxicol. 1991, 4, 4, 474–481
Publication Date (Print):July 1, 1991
https://doi.org/10.1021/tx00022a012
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This article is cited by 22 publications.

  1. Karim Michail, Argishti Baghdasarian, Malyaj Narwaley, Naif Aljuhani, and Arno G. Siraki . Scavenging of Free-Radical Metabolites of Aniline Xenobiotics and Drugs by Amino Acid Derivatives: Toxicological Implications of Radical-Transfer Reactions. Chemical Research in Toxicology 2013, 26 (12) , 1872-1883. https://doi.org/10.1021/tx4002463
  2. Karel Naiman, Helena Dračínská, Markéta Martínková, Miroslav Šulc, Martin Dračínský, Lucie Kejíková, Petr Hodek, Jirí Hudeček, Jirí Liberda, Heinz H. Schmeiser, Eva Frei and Marie Stiborová. Redox Cycling in the Metabolism of the Environmental Pollutant and Suspected Human Carcinogen o-Anisidine by Rat and Rabbit Hepatic Microsomes. Chemical Research in Toxicology 2008, 21 (8) , 1610-1621. https://doi.org/10.1021/tx8001127
  3. Michael D. Mitchell, Mollisa M. Elrick, Jennie L. Walgren, Richard A. Mueller, Dale L. Morris and David C. Thompson. Peptide-Based In Vitro Assay for the Detection of Reactive Metabolites. Chemical Research in Toxicology 2008, 21 (4) , 859-868. https://doi.org/10.1021/tx700344m
  4. A. L. Burlingame, T. A. Baillie, and D. H. Russell. Mass spectrometry. Analytical Chemistry 1992, 64 (12) , 467-502. https://doi.org/10.1021/ac00036a025
  5. C. Sloby. peroxidative oxidation. 2020,,https://doi.org/10.1002/9783527809080.cataz12617
  6. Chang-Hwei Chen. Electrophilic Nature of Metabolic Reactive Intermediates. 2020,,, 109-118. https://doi.org/10.1007/978-3-030-41679-9_10
  7. Chang-Hwei Chen. Reactive Intermediates Generated from Bioactivation. 2020,,, 95-108. https://doi.org/10.1007/978-3-030-41679-9_9
  8. David Y. Lai, Yin-Tak Woo. Amino and Nitro Compounds. 2015,,, 615-642. https://doi.org/10.1002/9781118834015.ch61
  9. . 4-Methoxyanilin [MAK Value Documentation in German language, 2001]. 2012,,, 1-10. https://doi.org/10.1002/3527600418.mb10494d0033
  10. Haizheng Hong, Hong Su, Haojun Sun, Alban Allentoff, Ihoezo V. Ekhato, Theodore Chando, Janet Caceres-Cortes, Vikram Roongta, Ramaswamy A. Iyer, W. Griffith Humphreys, Lisa J. Christopher. Metabolism and Disposition of [ 14 C]BMS-690514 after Oral Administration to Rats, Rabbits, and Dogs. Drug Metabolism and Disposition 2010, 38 (7) , 1189-1201. https://doi.org/10.1124/dmd.110.032755
  11. Karen Methling, Przyemslaw Reszka, Michael Lalk, Oldrich Vrana, Eberhard Scheuch, Werner Siegmund, Bernd Terhaag, Patrick J. Bednarski. Investigation of the in Vitro Metabolism of the Analgesic Flupirtine. Drug Metabolism and Disposition 2009, 37 (3) , 479-493. https://doi.org/10.1124/dmd.108.024364
  12. J. Páca, V. Kremláčková, M. Turek, V. Suchá, L. Vilímková, J. Páca, M. Halecký, M. Stiborová. Isolation and partial characterization of cytoplasmic NADPH-dependent phenol hydroxylase oxidizing phenol to catechol in Candida tropicalis yeast. Enzyme and Microbial Technology 2007, 40 (4) , 919-926. https://doi.org/10.1016/j.enzmictec.2006.07.028
  13. Marie Stiborová, Markéta Mikšanová, Miroslav Šulc, Helena Rýdlová, Heinz H. Schmeiser, Eva Frei. Identification of a genotoxic mechanism for the carcinogenicity of the environmental pollutant and suspected human carcinogeno-anisidine. International Journal of Cancer 2005, 116 (5) , 667-678. https://doi.org/10.1002/ijc.21122
  14. Sundarsingh Premsingh, Natarajan Sathiyamoorthy Venkataramanan, Seenivasan Rajagopal, Shama. P. Mirza, Mariappanadar Vairamani, P. Sambasiva Rao, K. Velavan. Electron Transfer Reaction of Oxo(salen)chromium(V) Ion with Anilines. Inorganic Chemistry 2004, 43 (18) , 5744-5753. https://doi.org/10.1021/ic049482w
  15. Marie Stiborová, Markéta Mikšanová, Vladimı́r Havlı́ček, Heinz H. Schmeiser, Eva Frei. Mechanism of peroxidase-mediated oxidation of carcinogenic o-anisidine and its binding to DNA. Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis 2002, 500 (1-2) , 49-66. https://doi.org/10.1016/S0027-5107(01)00295-0
  16. Markéta Mikšanová, Jiří Hudeček, Jan Páca, Marie Stiborová. To the Mechanism of Horseradish Peroxidase-Mediated Degradation of a Recalcitrant Dye Remazol Brilliant Blue R. Collection of Czechoslovak Chemical Communications 2001, 66 (4) , 663-675. https://doi.org/10.1135/cccc20010663
  17. Marie Stiborová, Markéta Mikšanová, Václav Martínek, Eva Frei. Heme Peroxidases: Structure, Function, Mechanism and Involvement in Activation of Carcinogens. A Review. Collection of Czechoslovak Chemical Communications 2000, 65 (3) , 297-325. https://doi.org/10.1135/cccc20000297
  18. Larry D. Dial, Dianne K. Anestis, Stephen R. Kennedy, Gary O. Rankin. Tissue distribution, subcellular localization and covalent binding of 2-chloroaniline and 4-chloroaniline in Fischer 344 rats. Toxicology 1998, 131 (2-3) , 109-119. https://doi.org/10.1016/S0300-483X(98)00122-X
  19. P. Hlavica, I. Golly, M. Lehnerer, J. Schulze. Primary aromatic amines: their N-oxidative bioactivation. Human & Experimental Toxicology 1997, 16 (8) , 441-448. https://doi.org/10.1177/096032719701600805
  20. Rex Munday. Bioactivation of Thiols by One-Electron Oxidation. 1994,,, 237-270. https://doi.org/10.1016/S1054-3589(08)61035-2
  21. David C. Thompson, P.David Josephy, Joseph W.K. Chu, Thomas E. Eling. Enhanced mutagenicity of anisidine isomers in bacterial strains containing elevated N-acetyltransferase activity. Mutation Research/Genetic Toxicology 1992, 279 (2) , 83-89. https://doi.org/10.1016/0165-1218(92)90249-Y
  22. H. R. Monsef, D. A. Michels, J. K. Bewtra, N. Biswas, K. E. Taylor. Removal of Nitroaromatic Compounds from Water through Combined Zero-valent Metal Reduction and Enzyme-based Oxidative Coupling Reactions. ,,, 141-152. https://doi.org/10.1007/0-306-46921-9_12

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