Hepatotoxicological potential of P-toluic acid in humanised-liver mice investigated using simplified physiologically based pharmacokinetic models

References

• Alwis, K.U., et al., 2012. Simultaneous analysis of 28 urinary VOC metabolites using ultra high performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry (UPLC-ESI/MSMS). Analytica Chimica Acta, 750, 152–160.
   PubMed Web of Science ®Google Scholar
• Bessems, J.G., and Vermeulen, N.P., 2001. Paracetamol (acetaminophen)-induced toxicity: molecular and biochemical mechanisms, analogues and protective approaches. Critical reviews in toxicology, 31 (1), 55–138.
   PubMed Web of Science ®Google Scholar
• Campbell, J.L., et al., 2012. Physiologically based pharmacokinetic/toxicokinetic modeling. Methods in molecular biology (Clifton, N.J.), 929, 439–499.
   PubMedGoogle Scholar
• Dargue, R., et al., 2020. Metabolism and effects on endogenous metabolism of paracetamol (acetaminophen) in a porcine model of liver failure. Toxicological sciences: an official journal of the society of toxicology, 175 (1), 87–97.
   PubMed Web of Science ®Google Scholar
• Falany, C.N., et al., 1997. Cloning, expression, and chromosomal localization of mouse liver bile acid CoA:amino acid N-acyltransferase. Journal of lipid research, 38 (6), 1139–1148.
   PubMed Web of Science ®Google Scholar
• Gu, Z., et al., 2007. Comparative in vitro metabolism of 14C-ciclesonide in hepatocytes from the mouse, rat, rabbit, dog, and human. American journal of therapeutics, 14 (3), 280–290.
   PubMedGoogle Scholar
• Hasegawa, M., et al., 2011. The reconstituted ‘humanized liver’ in TK-NOG mice is mature and functional. Biochemical and biophysical research communications, 405 (3), 405–410.
   PubMed Web of Science ®Google Scholar
• Hewitt, N.J., et al., 2001. Studies comparing in vivo:in vitro metabolism of three pharmaceutical compounds in rat, dog, monkey, and human using cryopreserved hepatocytes, microsomes, and collagen gel immobilized hepatocyte cultures. Drug metabolism and disposition: the biological fate of chemicals, 29 (7), 1042–1050.
   PubMed Web of Science ®Google Scholar
• Inoue, O., et al., 1993. Excretion of methylhippuric acids in urine of workers exposed to a xylene mixture: comparison among three xylene isomers and toluene. International archives of occupational and environmental health, 64 (7), 533–539.
   PubMed Web of Science ®Google Scholar
• Kamiya, Y., et al., 2021. In Silico prediction of input parameters for simplified physiologically based pharmacokinetic models for estimating plasma, liver, and kidney exposures in rats after oral doses of 246 disparate chemicals. Chemical research in toxicology, 34 (2), 507–513.
   PubMed Web of Science ®Google Scholar
• Kamiya, Y., et al., 2019. Plasma and hepatic concentrations of chemicals after virtual oral administrations extrapolated using rat plasma data and simple physiologically based pharmacokinetic models. Chemical research in toxicology, 32 (1), 211–218.
   PubMed Web of Science ®Google Scholar
• Kamiya, Y., et al., 2020a. Physiologically based pharmacokinetic models predicting renal and hepatic concentrations of industrial chemicals after virtual oral doses in rats. Chemical research in toxicology, 33 (7), 1736–1751.
   PubMed Web of Science ®Google Scholar
• Kamiya, Y., et al., 2020b. Determination and prediction of permeability across intestinal epithelial cell monolayer of a diverse range of industrial chemicals/drugs for estimation of oral absorption as a putative marker of hepatotoxicity. Toxicology reports, 7, 149–154.
   PubMed Web of Science ®Google Scholar
• Kamiya, Y., et al., 2020c. Plasma, liver, and kidney exposures in rats after oral doses of industrial chemicals predicted using physiologically based pharmacokinetic models: a case study of perfluorooctane sulfonic acid. The journal of toxicological sciences, 45 (12), 763–767.
   PubMedGoogle Scholar
• Kawai, T., et al., 1991. Urinary methylhippuric acid isomer levels after occupational exposure to a xylene mixture. International archives of occupational and environmental health, 63 (1), 69–75.
   PubMed Web of Science ®Google Scholar
• Kirkpatrick, R.B., et al., 1988. Effect of side chain length on bile acid conjugation: glucuronidation, sulfation and coenzyme A formation of nor-bile acids and their natural C24 homologs by human and rat liver fractions. Hepatology (Baltimore, Md.), 8 (2), 353–357.
   PubMed Web of Science ®Google Scholar
• Kwakye, J.B., et al., 1991. Identification of bile acid-CoA: amino acid N-acyltransferase in rat kidney. Biochemical journal, 280 (3), 821–824.
   PubMedGoogle Scholar
• Lauwerys, R., and Buchet, J.P., 1988. Biological monitoring of exposure to benzene, toluene and xylene. IARC Scientific Publications, 85, 205–222.
   Google Scholar
• Marchand, A., et al., 2015. Human inhalation exposures to toluene, ethylbenzene, and m-xylene and physiologically based pharmacokinetic modeling of exposure biomarkers in exhaled air, blood, and urine. Toxicological sciences : an official journal of the society of toxicology, 144 (2), 414–424.
   PubMed Web of Science ®Google Scholar
• Miura, T., et al., 2020. Different hepatic concentrations of bromobenzene, 1,2-dibromobenzene, and 1,4-dibromobenzene in humanised-liver mice predicted using simplified physiologically based pharmacokinetic models as putative markers of toxicological potential. Chemical research in toxicology, 33 (12), 3048–3053.
   PubMed Web of Science ®Google Scholar
• Miura, T., et al., 2019. Steady-state human pharmacokinetics of monobutyl phthalate predicted by physiologically based pharmacokinetic modeling using single-dose data from humanised-liver mice orally administered with dibutyl phthalate. Chemical research in toxicology, 32 (2), 333–340.
   PubMed Web of Science ®Google Scholar
• Miura, T., et al., 2021. Metabolic profiles of tetrabromobisphenol a in humans extrapolated from humanised-liver mouse data using a simplified physiologically based pharmacokinetic model. Chemical research in toxicology, 34 (2), 522–528.
   PubMed Web of Science ®Google Scholar
• Miyaguchi, T., et al., 2015. Human urine and plasma concentrations of bisphenol A extrapolated from pharmacokinetics established in in vivo experiments with chimeric mice with humanized liver and semi-physiological pharmacokinetic modeling. Regulatory toxicology and pharmacology: RTP, 72 (1), 71–76.
   PubMed Web of Science ®Google Scholar
• Murayama, N., et al., 2018. Association of pharmacokinetic profiles of lenalidomide in human plasma simulated using pharmacokinetic data in humanised-liver mice with liver toxicity detected by human serum albumin RNA. The journal of toxicological sciences, 43 (6), 369–375.
   PubMed Web of Science ®Google Scholar
• Neirinckx, E., et al., 2010. Species comparison of oral bioavailability, first-pass metabolism and pharmacokinetics of acetaminophen. Research in veterinary science, 89 (1), 113–119.
   PubMed Web of Science ®Google Scholar
• Nestorov, I., 2003. Whole body pharmacokinetic models. Clinical pharmacokinetics, 42 (10), 883–908.
   PubMed Web of Science ®Google Scholar
• Ogata, M., Tomokuni, K., and Takatsuka, Y., 1970. Urinary excretion of hippuric acid and m- or p-methylhippuric acid in the urine of persons exposed to vapours of toluene and m- or p-xylene as a test of exposure. British journal of industrial medicine, 27 (1), 43–50.
   PubMedGoogle Scholar
• Rollins, D.E., et al., 1979. Acetaminophen: potentially toxic metabolite formed by human fetal and adult liver microsomes and isolated fetal liver cells. Science (New York, N.Y.), 205 (4413), 1414–1416.
   PubMed Web of Science ®Google Scholar
• Sakuratani, Y., et al., 2013. Hazard Evaluation Support System (HESS) for predicting repeated dose toxicity using toxicological categories. SAR and QSAR in environmental research, 24 (5), 351–363.
   PubMed Web of Science ®Google Scholar
• Sayre, R.R., Wambaugh, J.F., and Grulke, C.M., 2020. Database of pharmacokinetic time-series data and parameters for 144 environmental chemicals. Scientific data, 7 (1), 122.
   PubMed Web of Science ®Google Scholar
• Sexton, K., et al., 2006. Using biologic markers in blood to assess exposure to multiple environmental chemicals for inner-city children 3-6 years of age. Environmental health perspectives, 114 (3), 453–459.
   PubMed Web of Science ®Google Scholar
• Takano, R., et al., 2010. Blood concentrations of acrylonitrile in humans after oral administration extrapolated from in vivo rat pharmacokinetics, in vitro human metabolism, and physiologically based pharmacokinetic modeling. Regulatory toxicology and pharmacology: RTP, 58 (2), 252–258.
   PubMed Web of Science ®Google Scholar
• Toda, A., et al., 2021. Plasma and hepatic concentrations of acetaminophen and its primary conjugates after oral administrations determined in experimental animals and humans and extrapolated by pharmacokinetic modeling. Xenobiotica; the fate of foreign compounds in biological systems, 51 (3), 316–323.
   PubMed Web of Science ®Google Scholar
• Tsukada, A., et al., 2013. Plasma concentrations of melengestrol acetate in humans extrapolated from the pharmacokinetics established in in vivo experiments with rats and chimeric mice with humanized liver and physiologically based pharmacokinetic modeling. Regulatory toxicology and pharmacology: RTP, 65 (3), 316–324.
   PubMed Web of Science ®Google Scholar
• Venkatesan, P.S., et al., 2014. Sub-acute toxicity studies of acetaminophen in Sprague Dawley rats. Biological & pharmaceutical bulletin, 37 (7), 1184–1190.
   PubMed Web of Science ®Google Scholar
• Wambaugh, J.F., et al., 2018. Evaluating in vitro-in vivo extrapolation of toxicokinetics. Toxicological sciences: an official journal of the society of toxicology, 163 (1), 152–169.
   PubMed Web of Science ®Google Scholar
• Wambaugh, J.F., et al., 2015. Toxicokinetic triage for environmental chemicals. Toxicological sciences: an official journal of the society of toxicology, 147 (1), 55–67.
   PubMed Web of Science ®Google Scholar
• Wetmore, B.A., et al., 2010. Quantitative analyses and transcriptomic profiling of circulating messenger RNAs as biomarkers of rat liver injury. Hepatology (Baltimore, Md.), 51 (6), 2127–2139.
   PubMed Web of Science ®Google Scholar
• Yu, H., et al., 2015. Metabolism by conjugation appears to confer resistance to paracetamol (acetaminophen) hepatotoxicity in the cynomolgus monkey. Xenobiotica; the fate of foreign compounds in biological systems, 45 (3), 270–277.
   PubMed Web of Science ®Google Scholar