Genotoxicity evaluation of nitrosamine impurities using human TK6 cells transduced with cytochrome P450s

Aiub CA, Pinto LF, Felzenszwalb I (2003) N-Nitrosodiethylamine mutagenicity at low concentrations. Toxicol Lett 145(1):36–45. https://doi.org/10.1016/s0378-4274(03)00263-7

CAS  Article  PubMed  Google Scholar 

Arimoto-Kobayashi S, Kaji K, Sweetman GM, Hayatsu H (1997) Mutation and formation of methyl- and hydroxylguanine adducts in DNA caused by N-nitrosodimethylamine and N-nitrosodiethylamine with UVA irradiation. Carcinogenesis 18(12):2429–2433. https://doi.org/10.1093/carcin/18.12.2429

CAS  Article  PubMed  Google Scholar 

Bellec G, Dréano Y, Lozach P, Ménez JF, Berthou F (1996) Cytochrome P450 metabolic dealkylation of nine N-nitrosodialkylamines by human liver microsomes. Carcinogenesis 17(9):2029–2034. https://doi.org/10.1093/carcin/17.9.2029

CAS  Article  PubMed  Google Scholar 

Bonassi S, El-Zein R, Bolognesi C, Fenech M (2011) Micronuclei frequency in peripheral blood lymphocytes and cancer risk: evidence from human studies. Mutagenesis 26(1):93–100. https://doi.org/10.1093/mutage/geq075

CAS  Article  PubMed  Google Scholar 

Bonfanti M, Magagnotti C, Galli A et al (1990) Determination of O6-butylguanine in DNA by immunoaffinity extraction/gas chromatography-mass spectrometry. Cancer Res 50(21):6870–6875

CAS  PubMed  Google Scholar 

Brambilla G, Cavanna M, Pino A, Robbiano L (1981) Quantitative correlation among DNA damaging potency of six N-nitroso compounds and their potency in inducing tumor growth and bacterial mutations. Carcinogenesis 2(5):425–429. https://doi.org/10.1093/carcin/2.5.425

CAS  Article  PubMed  Google Scholar 

Brendler SY, Tompa A, Hutter KF, Preussmann R, Pool-Zobel BL (1992) In vivo and in vitro genotoxicity of several N-nitrosamines in extrahepatic tissues of the rat. Carcinogenesis 13(12):2435–2441. https://doi.org/10.1093/carcin/13.12.2435

CAS  Article  PubMed  Google Scholar 

Bryce SM, Bernacki DT, Bemis JC, Dertinger SD (2016) Genotoxic mode of action predictions from a multiplexed flow cytometric assay and a machine learning approach. Environ Mol Mutagen 57(3):171–189. https://doi.org/10.1002/em.21996

CAS  Article  PubMed  PubMed Central  Google Scholar 

Bryce SM, Bernacki DT, Smith-Roe SL, Witt KL, Bemis JC, Dertinger SD (2018) Investigating the generalizability of the MultiFlow DNA damage assay and several companion machine learning models with a set of 103 diverse test chemicals. Toxicol Sci 162(1):146–166. https://doi.org/10.1093/toxsci/kfx235

CAS  Article  PubMed  Google Scholar 

Chen S, Wu Q, Li X et al (2021) Characterization of cytochrome P450s (CYP)-overexpressing HepG2 cells for assessing drug and chemical-induced liver toxicity. J Environ Sci Health C Toxicol Carcinog 39(1):68–86. https://doi.org/10.1080/26896583.2021.1880242

CAS  Article  PubMed  PubMed Central  Google Scholar 

Cross KP, Ponting DJ (2021) Developing structure-activity relationships for N-nitrosamine activity. Comput Toxicol 20:100186. https://doi.org/10.1016/j.comtox.2021.100186

CAS  Article  PubMed  Google Scholar 

Fajen JM, Carson GA, Rounbehler DP et al (1979) N-nitrosamines in the rubber and tire industry. Science 205(4412):1262–1264. https://doi.org/10.1126/science.472741

CAS  Article  PubMed  Google Scholar 

FDA (2020) Control of nitrosamine impurities in human drugs. US Food and Drug Administration https://www.fda.gov/regulatory-information/search-fda-guidance-documents/control-nitrosamine-impurities-human-drugs (accessed 15 Apr. 2022)

Fowler P, Smith K, Young J et al (2012) Reduction of misleading (“false”) positive results in mammalian cell genotoxicity assays. I. Choice of cell type. Mutat Res 742(1–2):11–25. https://doi.org/10.1016/j.mrgentox.2011.10.014

CAS  Article  PubMed  Google Scholar 

Fowler P, Smith R, Smith K et al (2014) Reduction of misleading (“false”) positive results in mammalian cell genotoxicity assays. III: sensitivity of human cell types to known genotoxic agents. Mutat Res 767:28–36. https://doi.org/10.1016/j.mrgentox.2014.03.001

CAS  Article  Google Scholar 

Fujita K, Kamataki T (2001) Role of human cytochrome P450 (CYP) in the metabolic activation of N-alkylnitrosamines: application of genetically engineered Salmonella typhimurium YG7108 expressing each form of CYP together with human NADPH-cytochrome P450 reductase. Mutat Res 483(1–2):35–41. https://doi.org/10.1016/s0027-5107(01)00223-8

CAS  Article  PubMed  Google Scholar 

George J, Tsuchishima M, Tsutsumi M (2020) Metabolism of N-nitrosodimethylamine, methylation of macromolecules, and development of hepatic fibrosis in rodent models. J Mol Med (berl) 98(9):1203–1213. https://doi.org/10.1007/s00109-020-01950-7

CAS  Article  Google Scholar 

Hidajat M, McElvenny DM, Ritchie P et al (2019) Lifetime exposure to rubber dusts, fumes and N-nitrosamines and cancer mortality in a cohort of British rubber workers with 49 years follow-up. Occup Environ Med 76(4):250–258. https://doi.org/10.1136/oemed-2018-105181

Article  PubMed  Google Scholar 

Honma M, Kitazawa A, Cayley A et al (2019) Improvement of quantitative structure-activity relationship (QSAR) tools for predicting Ames mutagenicity: outcomes of the Ames/QSAR International Challenge Project. Mutagenesis 34(1):3–16. https://doi.org/10.1093/mutage/gey031

CAS  Article  PubMed  Google Scholar 

ICH (2017) M7(R1) Assessment and control of DNA reactive (mutagenic) impurities in pharmaceuticals to limit potential carcinogenic risk. https://www.ich.org/page/multidisciplinary-guidelines#7-2 (Accessed 12 Mar. 2022)

Inami K, Ishikawa S, Mochizuki M (2009) Activation mechanism of N-nitrosodialkylamines as environmental mutagens and its application to antitumor research. Genes Environ 31(4):97–104. https://doi.org/10.3123/jemsge.31.97

CAS  Article  Google Scholar 

Jakszyn P, Gonzalez CA (2006) Nitrosamine and related food intake and gastric and oesophageal cancer risk: a systematic review of the epidemiological evidence. World J Gastroenterol 12(27):4296–4303. https://doi.org/10.3748/wjg.v12.i27.4296

CAS  Article  PubMed  PubMed Central  Google Scholar 

Koepke SR, Kroeger-Koepke MB, Michejda CJ (1990) Evidence for an unstable DNA adduct from N-nitroso-N-methylaniline. Chem Res Toxicol 3(1):17–20. https://doi.org/10.1021/tx00013a003

CAS  Article  PubMed  Google Scholar 

Kroeger-Koepke MB, Reuber MD, Iype PT, Lijinsky W, Michejda CJ (1983) The effect of substituents in the aromatic ring on carcinogenicity of N-nitrosomethylaniline in F344 rats. Carcinogenesis 4(2):157–160. https://doi.org/10.1093/carcin/4.2.157

CAS  Article  PubMed  Google Scholar 

Kuroki T, Drevon C, Montesano R (1977) Microsome-mediated mutagenesis in V79 Chinese hamster cells by various nitrosamines. Cancer Res 37(4):1044–1050

CAS  PubMed  Google Scholar 

Kushida H, Fujita K, Suzuki A et al (2000) Metabolic activation of N-alkylnitrosamines in genetically engineered Salmonella typhimurium expressing CYP2E1 or CYP2A6 together with human NADPH-cytochrome P450 reductase. Carcinogenesis 21(6):1227–1232. https://doi.org/10.1093/carcin/21.5.227

CAS  PubMed  Google Scholar 

Larsson SC, Bergkvist L, Wolk A (2006) Processed meat consumption, dietary nitrosamines and stomach cancer risk in a cohort of Swedish women. Int J Cancer 119(4):915–919. https://doi.org/10.1002/ijc.21925

CAS  Article  PubMed  Google Scholar 

Li Y, Hecht SS (2022) Metabolic activation and DNA Interactions of carcinogenic N-nitrosamines to which humans are commonly exposed. Int J Mol Sci 23(9):4559. https://doi.org/10.3390/ijms23094559

CAS  Article  PubMed  PubMed Central  Google Scholar 

Li X, Chen S, Guo X et al (2020a) Development and application of TK6-derived cells expressing human cytochrome P450s for genotoxicity testing. Toxicol Sci 175(2):251–265. https://doi.org/10.1093/toxsci/kfaa035

CAS  Article  PubMed  PubMed Central  Google Scholar 

Li X, He X, Chen S et al (2020b) Evaluation of pyrrolizidine alkaloid-induced genotoxicity using metabolically competent TK6 cell lines. Food Chem Toxicol 145:111662. https://doi.org/10.1016/j.fct.2020.111662

CAS  Article  PubMed  Google Scholar 

Li X, Li Y, Ning KG et al (2022) The expression of Phase II drug-metabolizing enzymes in human B-lymphoblastoid TK6 cells. J Environ Sci Health C Toxicol Carcinog 40(1):106–118. https://doi.org/10.1080/26896583.2022.2044242

CAS  Article  PubMed  PubMed Central  Google Scholar 

Lijinsky W, Taylor HW (1979) Carcinogenicity of methylated derivatives of N-nitrosodiethylamine and related compounds in Sprague-Dawley rats2. J Natl Cancer Inst 62(2):407–410. https://doi.org/10.1093/jnci/62.2.407

CAS  Article  PubMed  Google Scholar 

Lijinsky W, Reuber MD, Saavedra JE, Singer GM (1983) Carcinogenesis in F344 rats by N-nitrosomethyl-n-propylamine derivatives. J Natl Cancer Inst 70(5):959–963. https://doi.org/10.1093/jnci/70.5.959

CAS  PubMed  Google Scholar 

Liviac D, Creus A, Marcos R (2011) Genotoxic evaluation of the non-halogenated disinfection by-products nitrosodimethylamine and nitrosodiethylamine. J Hazard Mater 185(2–3):613–618. https://doi.org/10.1016/j.jhazmat.2010.09.062

CAS  Article  PubMed  Google Scholar 

Mišík M, Nersesyan A, Kment M et al (2021) Micronucleus assays with the human derived liver cell line (Huh6): a promising approach to reduce the use of laboratory animals in genetic toxicology. Food Chem Toxicol 154:112355. https://doi.org/10.1016/j.fct.2021.112355

CAS  Article  PubMed  Google Scholar 

Mukherjee B, Kessinger C, Kobayashi J et al (2006) DNA-PK phosphorylates histone H2AX during apoptotic DNA fragmentation in mammalian cells. DNA Repair (amst) 5(5):575–590. https://doi.org/10.1016/j.dnarep.2006.01.011

CAS  Article  Google Scholar 

OECD (2016) In vitro mammalian cell micronucleus test, OECD Guidelines for the Testing of Chemicals, No. 487. Organisation for Economic Co-operation and Development (Paris, France) https://doi.org/10.1787/9789264264861-en (assessed 15 Apr. 2022)

O’Neill JP, Machanoff R, San Sebastian JR, Hsie AW (1982) Cytotoxicity and mutagenicity of dimethylnitrosamine in mammalian cells (CHO/HGPRT system); enhancement by calcium phosphate. Environ Mutagen 4(1):7–18. https://doi.org/10.1002/em.2860040103

CAS  Article 

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