Plasma protein binding, metabolism, reaction phenotyping and toxicokinetic studies of fenarimol after oral and intravenous administration in rats

References

• Abass K, Turpeinen M, Pelkonen O. (2009). An evaluation of the cytochrome P450 inhibition potential of selected pesticides in human hepatic microsomes. J Environ Sci Health B 44:553–63.
   PubMed Web of Science ®Google Scholar
• Abass K, Turpeinen M, Rautio A, et al. (2012). Chapter 8 – Metabolism of pesticides by human cytochrome P450 enzymes in vitro–a survey. In: Perveen F, ed. Insecticides – Advances in integrated pest management. Austria: InTech, 165–94.
   Google Scholar
• Ali M. (2018). Handbook on pesticides standardized in the Punjab for Agriculture Extension workers: THE PESTICIDES REGISTERED WITH RECOMMENDATIONS FOR SAFE HANDLING AND USE IN PAKISTAN. Islamabad, Pakistan: Author.
   Google Scholar
• Andersen HR, Bonefeld-Jørgensen EC, Nielsen F, et al. (2006). Estrogenic effects in vitro and in vivo of the fungicide fenarimol. Toxicol Lett 163:142–52.
   PubMed Web of Science ®Google Scholar
• Andersen ME. (2003). Toxicokinetic modeling and its applications in chemical risk assessment. Toxicol Lett 138:9–27.
   PubMed Web of Science ®Google Scholar
• Bartels M, Rick D, Lowe E, et al. (2012). Development of PK- and PBPK-based modeling tools for derivation of biomonitoring guidance values. Comp Meth Prog Biomed 108:773–88.
   PubMed Web of Science ®Google Scholar
• Bashir NH. (2019). Pesticide accused of being endocrine disruptors. EC Pharmacol Toxicol ECO 2:7–11.
   Google Scholar
• Becker CE. (2008). Book Reviews: CASARETT AND DOULL’S TOXICOLOGY—THE BASIC SCIENCE OF POISONS—Seventh Edition. Western J Med 148:305.
   Google Scholar
• Bertz RJ, Granneman GR. (1997). Use of in vitro and in vivo data to estimate the likelihood of metabolic pharmacokinetic interactions. Clin Pharmacokin 32:210–58.
   PubMed Web of Science ®Google Scholar
• Bessems JG, Geraets L. (2013). Proper knowledge on toxicokinetics improves human hazard testing and subsequent health risk characterisation. A case study approach. Regul Toxicol Pharmacol 67:325–34.
   PubMed Web of Science ®Google Scholar
• Boucaud-Maitre D, Rambourg M-O, Sinno-Tellier S, et al. (2019). Human exposure to banned pesticides reported to the French Poison Control Centers: 2012-2016. Env Toxicol Pharmacol 69:51–6.
   PubMed Web of Science ®Google Scholar
• Casarett LJ. (1991). Casarett and Doull’s toxicology: the basic science of poisons. Oxford, UK: Pergamon Press.
   Google Scholar
• Choi H, Kim J-H. (2018). Risk and exposure assessment for agricultural workers during treatment of cucumber with the fungicide fenarimol in greenhouses. Appl Biol Chem 61:1–6.
   Web of Science ®Google Scholar
• Coecke S, Pelkonen O, Leite SB, et al. (2013). Toxicokinetics as a key to the integrated toxicity risk assessment based primarily on non-animal approaches. Toxicol In Vitro 27:1570–7.
   PubMed Web of Science ®Google Scholar
• Creton S, Billington R, Davies W, et al. (2009). Application of toxicokinetics to improve chemical risk assessment: implications for the use of animals. Regul Toxicol Pharmacol 55:291–9.
   PubMed Web of Science ®Google Scholar
• Das PC, Cao Y, Cherrington N, et al. (2006). Fipronil induces CYP isoforms and cytotoxicity in human hepatocytes. Chemico-Biological Interactions 164:200–14.
   PubMed Web of Science ®Google Scholar
• de Castro VL, de Mello MA, Diniz C, et al. (2007). Neurodevelopmental effects of perinatal fenarimol exposure on rats. Reprod Toxicol 23:98–105.
   PubMed Web of Science ®Google Scholar
• Dorne J, Walton K, Renwick A. (2003). Human variability in CYP3A4 metabolism and CYP3A4-related uncertainty factors for risk assessment. Food Chem Toxicol 41:201–24.
   PubMed Web of Science ®Google Scholar
• Dorne J. (2010). Metabolism, variability and risk assessment. Toxicology 268:156–64.
   PubMed Web of Science ®Google Scholar
• Ferda A, Egemen D, Tosunoğlu H, Alioğlu İ. (2017). The effects of fenarimol and methyl parathion on glucose 6-phosphate dehydrogenase enzyme activity in rats. Türkiye Tarımsal Araştırmalar Dergisi 4:275–80.
   Google Scholar
• Gupta PK. (2018). Chapter 45 – Toxicity of fungicides. In: Gupta RC, ed. Veterinary toxicology (3rd ed.). Cambridge, Massachusetts, United States: Academic Press, 569–80.
   Google Scholar
• Hirsch KS, Adams ER, Hoffman DG, et al. (1986). Studies to elucidate the mechanism of fenarimol-induced infertility in male rats. Toxicol Appl Pharmacol 86:391–9.
   PubMed Web of Science ®Google Scholar
• Hirsch KS, Weaver DE, Black LJ, et al. (1987). Inhibition of central nervous system aromatase activity: a mechanism for fenarimol-induced infertility in the male rat. Toxicol Appl Pharmacol 91:235–45.
   PubMed Web of Science ®Google Scholar
• Houston JB. (1994). Utility of in vitro drug metabolism data in predicting in vivo metabolic clearance. Biochem Pharmacol 47:1469–79.
   PubMed Web of Science ®Google Scholar
• Huang L-F, Dong J, Karki SB. (2018). Chapter 7 – Formulation strategies and practice used for drug candidates with water-insoluble properties for toxicology, biology, and pharmacology studies in discovery support. In: Liu R, ed. Water-insoluble drug formulation. Boca Raton, Florida, US: CRC Press, 125–48.
   Google Scholar
• Huang SM, Rowland M. (2012). The role of physiologically based pharmacokinetic modeling in regulatory review. Clin Pharmacol Ther 91:542–9.
   PubMed Web of Science ®Google Scholar
• Kaneda N, Yokokura T. (1990). Nonlinear pharmacokinetics of CPT-11 in rats. Cancer Res 50:1721–5.
   PubMed Web of Science ®Google Scholar
• Kikuhara K, Iiyama K, Matsumoto M, Furuya N. (2019). First report on DMI fungicide resistance in Gymnosporangium asiaticum, the causal agent of Japanese pear rust, in Japan. J General Plant Pathol 85:49–56.
   Web of Science ®Google Scholar
• Li Z, Gao Y, Yang C, et al. (2020). Assessment and confirmation of species difference in nonlinear pharmacokinetics of atipamezole with physiologically based pharmacokinetic modeling. Drug Metabol Disposit 48:41–51.
   PubMed Web of Science ®Google Scholar
• Lodovici M, Casalini C, Briani C, Dolara P. (1997). Oxidative liver DNA damage in rats treated with pesticide mixtures. Toxicology 117:55–60.
   PubMed Web of Science ®Google Scholar
• Ludden TM. (1991). Nonlinear pharmacokinetics: clinical Implications. Clin Pharmacokin 20:429–46.
   PubMed Web of Science ®Google Scholar
• Mehvar R, Brocks DR. (2001). Stereospecific pharmacokinetics and pharmacodynamics of beta-adrenergic blockers in humans. J Pharm Pharm Sci 4:185–200.
   PubMed Web of Science ®Google Scholar
• Mnif W, Hassine AIH, Bouaziz A, et al. (2011). Effect of endocrine disruptor pesticides: a review. Int J Env Res Public Health 8:2265–303.
   PubMed Web of Science ®Google Scholar
• Montaguti P, Melloni E, Cavalletti E. (1994). Acute intravenous toxicity of dimethyl sulfoxide, polyethylene glycol 400, dimethylformamide, absolute ethanol, and benzyl alcohol in inbred mouse strains. Arzneimittelforschung 44:566–70.
   PubMed Web of Science ®Google Scholar
• OECD. (2010). Test No. 417: toxicokinetics, OECD guidelines for the testing of chemicals, section 4. Paris, France: OECD Publishing.
   Google Scholar
• Paolini M, Pozzetti L, Mesirca R, et al. (1996). Testosterone hydroxylase in evaluating induction and suppression of murine CYP isoenzymes by fenarimol. Arch Toxicol 70:451–6.
   PubMed Web of Science ®Google Scholar
• Proenca P, Marques EP, Teixeira H, et al. (2003). A fatal forensic intoxication with fenarimol: analysis by HPLC/DAD/MSD. Forensic Sci Int 133:95–100.
   PubMed Web of Science ®Google Scholar
• Rostami-Hodjegan A, Tucker GT. (2007). Simulation and prediction of in vivo drug metabolism in human populations from in vitro data. Nat Rev Drug Disc 6:140–8.
   PubMed Web of Science ®Google Scholar
• Sewell F, Aggarwal M, Bachler G, et al. (2017). The current status of exposure-driven approaches for chemical safety assessment: a cross-sector perspective. Toxicology 389:109–17.
   PubMed Web of Science ®Google Scholar
• Smith DA, Di L, Kerns EH. (2010). The effect of plasma protein binding on in vivo efficacy: misconceptions in drug discovery. Nat Rev Drug Disc 9:929–39.
   PubMed Web of Science ®Google Scholar
• Taneja I, Karsauliya K, Rashid M, et al. (2018). Species differences between rat and human in vitro metabolite profile, in vivo predicted clearance, CYP450 inhibition and CYP450 isoforms that metabolize benzanthrone: implications in risk assessment. Food Chem Toxicol 111:94–101.
   PubMed Web of Science ®Google Scholar
• Tang H, Mayersohn M. (2006). A global examination of allometric scaling for predicting human drug clearance and the prediction of large vertical allometry. J Pharma Sci 95:1783–99.
   PubMed Web of Science ®Google Scholar
• Tang J, Usmani KA, Hodgson E, Rose RL. (2004). In vitro metabolism of fipronil by human and rat cytochrome P450 and its interactions with testosterone and diazepam. Chem-Bio Interact 147:319–29.
   PubMed Web of Science ®Google Scholar
• US FDA. (2018). Bioanalytical method validation: guidance for industry. US Department of Health and Human Services Food and Drug Administration Center for Drug Evaluation and Research and Center for Veterinary Medicine. Available from: https://www.fda.gov/regulatory-information/search-fda-guidance-documents/bioanalytical-method-validation-guidance-industry [last accessed 28 Jan 2020].
   Google Scholar
• Vinggaard AM, Jacobsen H, Metzdorff SB, et al. (2005). Antiandrogenic effects in short-term in vivo studies of the fungicide fenarimol. Toxicology 207:21–34.
   PubMed Web of Science ®Google Scholar
• Wang-Fischer Y, McCool J. (2008). Chapter 23 – Administration of substances and sampling. In: Wang-Fischer Y, ed. Manual of stroke models in rats. Boca Raton, Florida, US: CRC Press, 275–304.
   Google Scholar
• Waters NJ, Jones R, Williams G, Sohal B. (2008). Validation of a rapid equilibrium dialysis approach for the measurement of plasma protein binding. J Pharm Sci 97:4586–95.
   PubMed Web of Science ®Google Scholar
• WHO. 1995. Pesticide residues in food – 1995 evaluations. Part II: toxicology. Geneva, Switzerland: World Health Organization. (WHO/PCS/96.48, International Programme on Chemical Safety).
   Google Scholar
• Ye Z, Zetterberg C, Gao H. (2017). Automation of plasma protein binding assay using rapid equilibrium dialysis device and Tecan workstation. J Pharma Biomed Anal 140:210–4.
   PubMed Web of Science ®Google Scholar
• Zala SM, Penn DJ. (2004). Abnormal behaviours induced by chemical pollution: a review of the evidence and new challenges. Animal Behaviour 68:649–64.
   Web of Science ®Google Scholar
• Zhang W-D, Zhang C, Liu R-H, et al. (2006). Preclinical pharmacokinetics and tissue distribution of a natural cardioprotective agent astragaloside IV in rats and dogs. Life Sciences 79:808–15.
   PubMed Web of Science ®Google Scholar