Induction of cytochrome P450 enzymes in rat liver by two conazoles, myclobutanil and triadimefon

References

• Barton HA, Tang J, Sey YM, Stanko JP, Murrell RN, Rockett JC, Dix DJ. Metabolism of myclobutanil and triadimefon by human and rat cytochrome P450 enzymes and liver microsomes. Xenobiotica 2006; 36: 793–806
   PubMed Web of Science ®Google Scholar
• Burke MD, Thompson S, Weaver RJ, Wolf CR, Mayer RT. Cytochrome P450 specificities of alkoxyresorufin O-dealkylation in human and rat liver. Biochemical Pharmacology 1994; 48: 923–936
   PubMed Web of Science ®Google Scholar
• Cabras P, Angioni A. Pesticide residues in grapes, wine, and their processing products. Journal of Agricultural Food Chemistry 2000; 48: 967–973
   PubMed Web of Science ®Google Scholar
• Chen ZY, Eaton DL. Differential regulation of cytochrome(s) P450 2B1/2 by phenobarbital in hepatic hyperplastic nodules induced by aflatoxin B1 or diethylnitrosamine plus 2-acetylaminofluorene in male F344 rats. Toxicology and Applied Pharmacology 1991; 111: 132–144
   Google Scholar
• Chomczynski P, Sacchi N. Single-step method of RNA isolation by acid guanidinium thiocyanate-phenol-chloroform extraction. Analytical Biochemistry 1987; 162: 156–159
   PubMed Web of Science ®Google Scholar
• Goetz AK, Bao W, Ren H, Schmid JE, Tully DB, Wood C, Rockett JC, Narotsky MG, Sun G, Lambert GR, Thai S-F, Wolf DC, Nesnow S, Dix DJ. Gene expression profiling in the liver of CD-1 mice to characterize the hepatotoxicity of triazole fungicides. Toxicology and Applied Pharmacology 2006; 215: 274–284
   PubMed Web of Science ®Google Scholar
• Haith DA, Rossi FS. Risk assessment of pesticide runoff from turf. Journal of Environmental Quality 2003; 32: 447–455
   PubMed Web of Science ®Google Scholar
• Higgins JA. Heterogeneity of phospholipid synthesis in rat liver endoplasmic reticulum during proliferation of smooth membranes. Journal of Cell Science 1976; 22: 173–197
   PubMed Web of Science ®Google Scholar
• Huang W, Zhang J, Washington M, Liu J, Parant JM, Lozano G, Moore DD. Xenobiotic stress induces hepatomegaly and liver tumors via the nuclear receptor constitutive androstane receptor. Molecular Endocrinology 2005; 19: 1646–1653
   PubMed Web of Science ®Google Scholar
• Imaoka S, Osada M, Minamiyama Y, Yukimura T, Toyokuni S, Takemura S, Hiroi T, Funae Y. Role of phenobarbital-inducible cytochrome P450s as a source of active oxygen species in DNA-oxidation. Cancer Letters 2004; 203: 117–125
   PubMed Web of Science ®Google Scholar
• INCHEM. Triadimefon. Pesticide residues in food: 1981 evaluations. 1981, Monograph No. 566. http://www.inchem.org/documents/jmpr/jmpmono/v81pr32.htm
   Google Scholar
• INCHEM. Myclobutanil. Pesticide residues in food: 1992 evaluations. Part II: Toxicology. 1992, Monograph No. 847. http://www.inchem.org/documents/jmpr/jmpmono/v92pr13.htm
   Google Scholar
• Juberg DR, Mudra DR, Hazelton GA, Parkinson A. The effect of fenbuconazole on cell proliferation and enzyme induction in the liver of female CD1 mice. Toxicology and Applied Pharmacology 2006; 214: 178–197
   PubMed Web of Science ®Google Scholar
• Kawajiri K, Gotoh O, Sogawa K, Tagashira Y, Muramatsu M, Fujii-Kuriyama Y. Coding nucleotide sequence of 3-methylcholanthrene-inducible cytochrome P-450d cDNA from rat liver. Proceedings of the National Academy of Science. USA 1984; 81: 1649–1653
   Google Scholar
• Kobayashi Y, Suzuki M, Ohshiro N, Sunagawa T, Sasaki T, Tokuyama S, Yamamoto T, Yoshida T. Climbazole is a new potent inducer of rat hepatic cytochrome P450. Journal of Toxicoligical Science 2001; 26: 141–150
   Google Scholar
• Lavrijsen K, Van Houdt J, Thijs D, Meuldermans W, Heykants J. Induction potential of antifungals containing an imidazole or triazole moiety. Miconazole and ketoconazole, but not itraconazole are able to induce hepatic drug metabolizing enzymes of male rats at high doses. Biochemical Pharmacology 1986; 35: 1867–1878
   PubMed Web of Science ®Google Scholar
• Lavrijsen KL, Van Houdt JM, Van Dyck DM, Meuldermans WE, Heykants JJ. Induction potential of fluconazole toward drug-metabolizing enzymes in rats. Antimicrobial Agents Chemotherapy 1990; 34: 402–408
   PubMed Web of Science ®Google Scholar
• Leslie C, Reidy GF, Stacey NH. The effects of propiconazole on hepatic xenobiotic biotransformation in the rat. Biochemical Pharmacology 1988; 37: 4177–4181
   Google Scholar
• Livak KJ, Schmittgen TD. Analysis of relative gene expression data using real-time quantitative PCR and the 2(-Delta Delta C(T)) method. Methods 2001; 25: 402–408
   PubMed Web of Science ®Google Scholar
• Lowry OH, Rosebrough NJ, Randall RJ. Protein measurement with the Folin phenol reagent. Journal of Biological Chemistry 1951; 193: 265–275
   PubMed Web of Science ®Google Scholar
• Matsuura Y, Kotani E, Iio T, Fukuda T, Tobinaga S, Yoshida T, Kuroiwa Y. Structure–activity relationships in the induction of hepatic microsomal cytochrome P450 by clotrimazole and its structurally related compounds in rats. Biochemical Pharmacology 1991; 41: 1949–1956
   Google Scholar
• Maurice M, Pichard L, Daujat M, Fabre I, Joyeux H, Domergue J, Maurel P. Effects of imidazole derivatives on cytochromes P450 from human hepatocytes in primary culture. FASEB Journal 1992; 6: 752–758
   PubMed Web of Science ®Google Scholar
• Meehan RR, Forrester LM, Stevenson K, Hastie ND, Buchmann A, Kunz HW, Wolf CR. Regulation of phenobarbital-inducible cytochrome P-450s in rat and mouse liver following dexamethasone administration and hypophysectomy. Biochemical Journal 1988; 254: 789–797
   PubMed Web of Science ®Google Scholar
• Meredith C, Scott MP, Renwick AB, Price RJ, Lake BG. Studies on the induction of rat hepatic CYP1A, CYP2B, CYP3A and CYP4A subfamily form mRNAs in vivo and in vitro using precision-cut rat liver slices. Xenobiotica 2003; 33: 511–527
   PubMed Web of Science ®Google Scholar
• Muller D, Steinmetzer P, Pissowotzki K, Glockner R. Induction of cytochrome P450 2B1-mRNA and pentoxyresorufin O-depentylation after exposure of precision-cut rat liver slices to phenobarbital. Toxicology 2000; 144: 93–97
   PubMed Web of Science ®Google Scholar
• Namkung MJ, Yang HL, Hulla JE, Juchau MR. On the substrate specificity of cytochrome P450IIIA1. Molecular Pharmacology 1988; 34: 628–637
   PubMed Web of Science ®Google Scholar
• Nerurkar PV, Park SS, Thomas PE, Nims RW, Lubet RA. Methoxyresorufin and benzyloxyresorufin: Substrates preferentially metabolized by cytochromes P4501A2 and 2B, respectively, in the rat and mouse. Biochemical Pharmacology 1993; 46: 933–943
   PubMed Web of Science ®Google Scholar
• Ritter JK, Franklin MR. Induction and inhibition of rat hepatic drug metabolism by N-substituted imidazole drugs. Drug Metabolism and Disposition 1987; 15: 335–343
   PubMed Web of Science ®Google Scholar
• Ronis MJ, Celander M, Badger TM. Cytochrome P450 enzymes in the kidney of the bobwhite quail (Colinus virginianus): Induction and inhibition by ergosterol biosynthesis inhibiting fungicides. Comparative Biochemistry and Physiology Part C: Pharmacology, Toxicology and Endocrinology 1998; 121: 221–229
   Google Scholar
• Ronis MJ, Ingelman-Sundberg M, Badger TM. Induction, suppression and inhibition of multiple hepatic cytochrome P450 isozymes in the male rat and bobwhite quail (Colinus virginianus) by ergosterol biosynthesis inhibiting fungicides (EBIFs). Biochemical Pharmacology 1994; 48: 1953–1965
   PubMed Web of Science ®Google Scholar
• Sun G, Thai S-F, Lambert GR, Wolf DC, Tully DB, Goetz AK, George MH, Grindstaff RD, Dix DJ, Nesnow S. Fluconazole-induced hepatic cytochrome P450 gene expression and enzymatic activities in rats and mice. Toxicology Letters 2006; 164: 44–53
   PubMed Web of Science ®Google Scholar
• Sun G, Thai S-F, Tully DB, Lambert GR, Goetz AK, Wolf DC, Dix DJ, Nesnow S. Propiconazole-induced cytochrome P450 gene expression and enzymatic activities in rat and mouse liver. Toxicology Letters 2005; 155: 277–287
   PubMed Web of Science ®Google Scholar
• Suzuki S, Kurata N, Nishimura Y, Yasuhara H, Satoh T. Effects of imidazole antimycotics on the liver microsomal cytochrome P450 isoforms in rats: Comparison of in vitro and ex vivo studies. European Journal of Drug Metabolism and Pharmacokinetics 2000; 25: 121–126
   PubMed Web of Science ®Google Scholar
• Tully DB, Bao W, Goetz AK, Blystone CR, Ren H, Schmid JE, Strader LF, Wood CR, Best DS, Narotsky MG, Wolf DC, Rockett JC, Dix DJ. Gene expression profiling in liver and testis of rats to characterize the toxicity of triazole fungicides. Toxicology and Applied Pharmacology 2006; 215: 260–273
   PubMed Web of Science ®Google Scholar
• Waxman DJ. P450 gene induction by structurally diverse xenochemicals: Central role of nuclear receptors CAR, PXR, and PPAR. Archives of Biochemistry and Biophysics 1999; 369: 11–23
   PubMed Web of Science ®Google Scholar
• Waxman DJ, Azaroff L. Phenobarbital induction of cytochrome P-450 gene expression. Biochemical Journal 1992; 281(Pt 3)577–592
   PubMed Web of Science ®Google Scholar
• Wyde ME, Bartolucci E, Ueda A, Zhang H, Yan B, Negishi M, You L. The environmental pollutant 1,1-dichloro-2,2-bis (p-chlorophenyl)ethylene induces rat hepatic cytochrome P450 2B and 3A expression through the constitutive androstane receptor and pregnane X receptor. Molecular Pharmacology 2003; 64: 474–481
   PubMed Web of Science ®Google Scholar
• Xie H, Afsharian P, Terelius Y, Mirghani RA, Yasar U, Hagbjork AL, Lundgren S, Hu Y, Rane A, Hassan M. Cyclophosphamide induces mRNA, protein and enzyme activity of cytochrome P450 in rat. Xenobiotica 2005; 35: 239–251
   PubMed Web of Science ®Google Scholar
• Zarn JA, Bruschweiler BJ, Schlatter JR. Azole fungicides affect mammalian steroidogenesis by inhibiting sterol 14 alpha-demethylase and aromatase. Environmental Health Perspectives 2003; 111: 255–261
   PubMed Web of Science ®Google Scholar