Cytotoxic Doses of Ketoconazole Affect Expression of a Subset of Hepatic Genes

REFERENCES

• Anderson , J. E. and Blaschke , T.F. 1986 . Ketoconazole inhibits cyclosporine metabolism in vivo in mice . J. Pharmacol. Exp. Ther. , 236 : 671 – 674 .
   PubMed Web of Science ®Google Scholar
• Anakk , S. , Kalsotra , A. , Kikuta , Y. , Huang , W. , Zhang , J. , Staudinger , J. L. , Moore , D. D. and Strobel , H. W. 2004 . CAR/PXR provide directives for Cyp3a41 gene regulation differently from Cyp3a11 . Pharmacogenom. J. , 4 : 91 – 101 .
   PubMed Web of Science ®Google Scholar
• Asgari , M. and Back , D. J. 1995 . Effect of azoles on the glucuronidation of zidovudine by human liver UDP-glucuronosyltransferase . J. Infect. Dis. , 172 : 1634 – 1636 .
   PubMed Web of Science ®Google Scholar
• Ashino , T. , Oguro , T. , Shioda , S. , Horai , R. , Asano , M. , Sekikawa , K. , Iwakura , Y. , Numazawa , S. and Yoshida , T. 2004 . Involvement of interleukin-6 and tumor necrosis factor alpha in CYP3A11 and 2C29 down-regulation by Bacillus Calmette-Guerin and lipopolysaccharide in mouse liver . Drug. Metab. Dispos. , 32 : 707 – 714 .
   PubMed Web of Science ®Google Scholar
• Back , D. J. , Tjia , J. F. and Abel , S. M. 1992 . Azoles, allylamines and drug metabolism . Br. J. Dermatol. , 126 (Suppl.) : 14 – 18 .
   PubMed Web of Science ®Google Scholar
• Baldwin , A. , Huang , Z. , Jounaidi , Y. and Waxman , D. J. 2003 . Identification of novel enzyme–prodrug combinations for use in cytochrome P450-based gene therapy for cancer . Arch. Biochem. Biophys. , 409 : 197 – 206 .
   PubMed Web of Science ®Google Scholar
• Bok , R. A. and Small , E. J. 1999 . The treatment of advanced prostate cancer with ketoconazole: Safety issues . Drug Safety , 20 : 451 – 458 .
   PubMed Web of Science ®Google Scholar
• Brown , M. W. , Maldonado , A. L. , Meredith , C. G. and Speeg , K. V. Jr. 1985 . Effect of ketoconazole on hepatic oxidative drug metabolism . Clin. Pharmacol. Ther. , 37 : 290 – 297 .
   PubMed Web of Science ®Google Scholar
• Calabrese , E. J. 2005 . Cancer biology and hormesis: Human tumor cell lines commonly display hormetic (biphasic) dose responses . Crit. Rev. Toxicol. , 35 : 463 – 582 .
   PubMed Web of Science ®Google Scholar
• Courselaud , B. , Pigeon , C. , Inoue , Y. , Inoue , J. , Gonzalez , F.J. , Leroyer , P. , Gilot , D. , Boudjema , K. , Guguen-Guillouzo , C. , Brissot , P. , Loreal , O. and Ilyin , G. 2002 . C/EBPalpha regulates hepatic transcription of hepcidin, an antimicrobial peptide and regulator of iron metabolism. Cross-talk between C/EBP pathway and iron metabolism . J. Biol. Chem. , 277 : 41163 – 41170 .
   PubMed Web of Science ®Google Scholar
• Coward , P. , Wada , H. G. , Falk , M. S. , Chan , S.D. , Meng , F. , Akil , H. and Conklin , B. R. 1998 . Controlling signaling with a specifically designed Gi-coupled receptor . Proc. Natl. Acad. Sci. USA , 95 : 352 – 357 .
   PubMed Web of Science ®Google Scholar
• Cupp-Vickery , J. R. , Garcia , C. , Hofacre , A. and McGee-Estrada , K. 2001 . Ketoconazole-induced conformational changes in the active site of cytochrome P450eryF . J. Mol. Biol. , 311 : 101 – 110 .
   PubMed Web of Science ®Google Scholar
• Daneshmend , T. K. and Warnock , D. W. 1988 . Clinical pharmacokinetics of ketoconazole . Clin. Pharmacokinet. , 141 : 13 – 34 .
   Google Scholar
• Engels , F. K. , Ten Tije , A. J. , Baker , S. D. , Lee , C. K. , Loos , W. J. , Vulto , A. G. , Verweij , J. and Sparreboom , A. 2004 . Effect of cytochrome P450 3A4 inhibition on the pharmacokinetics of docetaxel . Clin. Pharmacol. Ther. , 75 : 448 – 454 .
   PubMed Web of Science ®Google Scholar
• Evans , W. E. and Relling , M. V. 1999 . Pharmacogenomics: Translating functional genomics into rational therapeutics . Science , 286 : 487 – 491 .
   PubMed Web of Science ®Google Scholar
• Feldman , D. 1986 . Ketoconazole and other imidazole derivatives as inhibitors of steroidogenesis . Endocr. Rev. , 7 : 409 – 420 .
   PubMed Web of Science ®Google Scholar
• Finta , C. and Zaphiropoulos , P. G. 2000 . The human cytochrome P450 3A locus. Gene evolution by capture of downstream exons . Gene , 260 : 13 – 23 .
   PubMed Web of Science ®Google Scholar
• Ganz , T. 2006 . Hepcidin—A peptide hormone at the interface of innate immunity and iron metabolism . Curr. Top. Microbiol. Immunol. , 306 : 183 – 198 .
   PubMed Web of Science ®Google Scholar
• Georgopapadakou , N. H. , Dix , B. A. , Smith , S. A. , Freudenberger , J. and Funke , P. T. 1987 . Effect of antifungal agents on lipid biosynthesis and membrane integrity in Candida albicans . Antimicrob. Agents Chemother. , 31 : 46 – 51 .
   PubMed Web of Science ®Google Scholar
• Glynn , A. M. , Slaughter , R.L. , Brass , C. , D'Ambrosio , R. and Jusko , W. J. 1986 . Effects of ketoconazole on methylprednisolone pharmacokinetics and cortisol secretion . Clin. Pharmacol. Ther. , 39 : 654 – 659 .
   PubMed Web of Science ®Google Scholar
• Gonzalez , F. J. , Liu , S. Y. and Yano , M. 1993 . Regulation of cytochrome P450 genes: Molecular mechanisms . Pharmacogenetics , 3 : 51 – 57 .
   PubMedGoogle Scholar
• Hayes , K. R. , Vollrath , A. L. , Zastrow , G. M. , McMillan , B. J. , Craven , M. , Jovanovich , S. , Rank , D. R. , Penn , S. , Walisser , J. A. , Reddy , J. K. , Thomas , R. S. and Bradfield , C. A. 2005 . EDGE: A centralized resource for the comparison, analysis, and distribution of toxicogenomic information . Mol. Pharmacol. , 67 : 1360 – 1368 .
   PubMed Web of Science ®Google Scholar
• Jensen , L. E. and Whitehead , A. S. 1998 . Regulation of serum amyloid A protein expression during the acute-phase response . Biochem. J. , 334 : 489 – 503 .
   PubMed Web of Science ®Google Scholar
• Klein , C. , Wustefeld , T. , Assmus , U. , Roskams , T. , Rose-John , S. , Muller , M. , Manns , M. P. , Ernst , M. and Trautwein , C. 2005 . The IL-6-gp130-STAT3 pathway in hepatocytes triggers liver protection in T cell-mediated liver injury . J. Clin. Invest. , 115 : 860 – 869 .
   PubMed Web of Science ®Google Scholar
• Knight , J. 2001 . When the chips are down . Nature , 410 : 860 – 861 .
   PubMed Web of Science ®Google Scholar
• Kothapalli , R. , Yoder , S. J. , Mane , S. and Loughran , T. P. Jr. 2002 . Microarray results: How accurate are they? . BMC Bioinformatics , 3 : 22
   PubMed Web of Science ®Google Scholar
• Kraemer , F. B. and Spilman , S. D. 1986 . Effects of ketoconazole on cholesterol synthesis . J. Pharmacol. Exp. Ther. , 238 : 905 – 911 .
   PubMed Web of Science ®Google Scholar
• Kreis , W. , Budman , D. R. and Calabro , A. 2001 . A reexamination of PSC 833 (Valspodar) as a cytotoxic agent and in combination with anticancer agents . Cancer. Chemother. Pharmacol. , 47 : 78 – 82 .
   PubMed Web of Science ®Google Scholar
• Kuo , W. P. , Jenssen , T. , Butte , A. J. , Ohno-Machado , L. and Kohane , I. S. 2002 . Analysis of matched mRNA measurements from two different microarray technologies . Bioinformatics , 18 : 405 – 412 .
   PubMed Web of Science ®Google Scholar
• Kurokohchi , K. , Nishioka , M. and Ichikawa , M. Y. 1992 . Inhibition mechanism of reconstituted cytochrome P-450scc-linked monooxygenase system by antimycotic reagents and other inhibitors . J. Steroid Biochem. Mol. Biol. , 42 : 287 – 292 .
   PubMed Web of Science ®Google Scholar
• Lahvis , G. P. , Lindell , S. L. , Thomas , R. S. , McCuskey , R. S. , Murphy , C. , Glover , E. , Bentz , M. , Southard , J. and Bradfield , C. A. 2000 . Portosystemic shunting and persistent fetal vascular structures in aryl hydrocarbon receptor-deficient mice . Proc. Natl. Acad. Sci. USA , 97 : 10442 – 10447 .
   PubMed Web of Science ®Google Scholar
• Lathia , C. , Lettieri , J. , Cihon , F. , Gallentine , M. , Radtke , M. and Sundaresan , P. 2006 . Lack of effect of ketoconazole-mediated CYP3A inhibition on sorafenib clinical pharmacokinetics . Cancer. Chemother. Pharmacol. , 57 : 685 – 692 .
   PubMed Web of Science ®Google Scholar
• Lavrijsen , K. , Van Houdt , J. , Thijs , D. , Meuldermans , W. and Heykants , J. 1986 . 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 . Biochem Pharmacol. , 35 : 1867 – 1878 .
   PubMed Web of Science ®Google Scholar
• Li , X. , Multon , M. C. , Henin , Y. , Schweighoffer , F. , Venot , C. , Josef , J. , Zhou , C. , LaVecchio , J. , Stuckert , P. , Raab , M. , Mhashilkar , A. , Tocque , B. and Marasco , W. A. 2000 . Grb3-3 is up-regulated in HIV-1-infected T-cells and can potentiate cell activation through NFATc . J. Biol. Chem. , 275 : 30925 – 30933 .
   PubMed Web of Science ®Google Scholar
• Loose , D. S. , Kan , P. B. , Hirst , M. A. , Marcus , R. A. and Feldman , D. 1983 . Ketoconazole blocks adrenal steroidogenesis by inhibiting cytochrome P450-dependent enzymes . J. Clin. Invest. , 71 : 1495 – 1499 .
   PubMed Web of Science ®Google Scholar
• Mahler , C. , Verhelst , J. and Denis , L. 1993 . Ketoconazole and liarozole in the treatment of advanced prostatic cancer . Cancer , 71 : 1068 – 1073 .
   PubMed Web of Science ®Google Scholar
• Meek , R.L. , Urieli-Shoval , S. and Benditt , E. P. 1994 . Expression of apolipoprotein serum amyloid A mRNA in human atherosclerotic lesions and cultured vascular cells: Implications for serum amyloid A function . Proc. Natl. Acad. Sci. USA , 91 : 3186 – 3190 .
   PubMed Web of Science ®Google Scholar
• Meredith , C. G. , Maldonado , A. L. and Speeg , K. V. Jr. 1985 . The effect of ketoconazole on hepatic oxidative drug metabolism in the rat in vivo and in vitro . Drug Metab. Dispos. , 13 : 156 – 162 .
   PubMed Web of Science ®Google Scholar
• Moebius , U. , Manns , M. , Hess , G. , Kober , G. , Meyer zum Buschenfelde , K. H. and Meuer , S. C. 1990 . T cell receptor gene rearrangements of T lymphocytes infiltrating the liver in chronic active hepatitis B and primary biliary cirrhosis (PBC): Oligoclonality of PBC-derived T cell clones . Eur. J. Immunol. , 20 : 889 – 896 .
   PubMed Web of Science ®Google Scholar
• Morita , K. , Ono , T. and Shimakawa , H. 1988 . Inhibitory effects of ketoconazole and miconazole on cytochrome P-450-mediated oxidative metabolism of testosterone and xenobiotics in mouse hepatic microsomes—Comparative study with cimetidine . J. Pharmacobiodyn. , 11 : 106 – 114 .
   PubMedGoogle Scholar
• Mosca , P. , Bonazzi , P. , Novelli , G. , Jezequel , A. M. and Orlandi , F. 1985 . In vivo and in vitro inhibition of hepatic microsomal drug metabolism by ketoconazole . Br. J. Exp. Pathol. , 66 : 737 – 742 .
   PubMed Web of Science ®Google Scholar
• Nagai , K. , Miyamori , I. , Takeda , R. , Suhara , K. and Katagiri , M. 1987 . Effect of ketoconazole, etomidate and other inhibitors of steroidogenesis on cytochrome P-450sccII-catalyzed reactions . J. Steroid Biochem. , 28 : 333 – 336 .
   PubMedGoogle Scholar
• Nakabayashi , M. , Xie , W. , Regan , M. M. , Jackman , D. M. , Kantoff , P. W. and Oh , W. K. 2006 . Response to low-dose ketoconazole and subsequent dose escalation to high-dose ketoconazole in patients with androgen-independent prostate cancer . Cancer , 107 : 975 – 981 .
   PubMed Web of Science ®Google Scholar
• Niemegeers , C. J. , Levron , J. C. , Awouters , F. and Janssen , P. A. 1981 . Inhibition and induction of microsomal enzymes in rat. A comparative study of four antimycotics: Miconazole, econazole, clotrimazole and ketoconazole . Arch. Int. Pharmacodyn. Ther. , 251 : 26 – 38 .
   PubMedGoogle Scholar
• Nelson , D. R. , Zeldin , D. C. , Hoffman , S. M. , Maltais , L. J. , Wain , H. M. and Nebert , D. W. 2004 . Comparison of cytochrome P450 (CYP) genes from the mouse and human genomes, including nomenclature recommendations for genes, pseudogenes and alternative-splice variants . Pharmacogenetics , 14 : 1 – 18 .
   PubMedGoogle Scholar
• Nemeth , E. , Rivera , S. , Gabayan , V. , Keller , C. , Taudorf , S. , Pedersen , B. K. and Ganz , T. 2004 . IL-6 mediates hypoferremia of inflammation by inducing the synthesis of the iron regulatory hormone hepcidin . J. Clin. Invest. , 113 : 1271 – 1276 .
   PubMed Web of Science ®Google Scholar
• Quattrochi , L. C. and Guzelian , P. S. 2001 . Cyp3A regulation: From pharmacology to nuclear receptors . Drug. Metab. Dispos. , 29 : 615 – 622 .
   PubMed Web of Science ®Google Scholar
• Ritter , J. K. and Franklin , M. R. 1987 . Induction and inhibition of rat hepatic drug metabolism by N-substituted imidazole drugs . Drug Metab. Dispos. , 15 : 335 – 343 .
   PubMed Web of Science ®Google Scholar
• Rodrigues , A. D. , Waddell , P. R. , Ah-Sing , E. , Morris , B. A. , Wolf , C. R. and Ioannides , C. 1988 . Induction of the rat hepatic microsomal mixed-function oxidases by 3 imidazole-containing antifungal agents: selectivity for the cytochrome P-450IIB and P-450III families of cytochromes P-450 . Toxicology , 50 : 283 – 301 .
   PubMed Web of Science ®Google Scholar
• Rodriguez , R. J. and Buckholz , C. J. 2003 . Hepatotoxicity of ketoconazole in Sprague-Dawley rats: Glutathione depletion, flavin-containing monooxygenases-mediated bioactivation and hepatic covalent binding . Xenobiotica , 33 : 429 – 441 .
   PubMed Web of Science ®Google Scholar
• Ronis , M. J. , Ingelman-Sundberg , M. and Badger , T. M. 1994 . 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) . Biochem. Pharmacol. , 48 : 1953 – 1965 .
   PubMed Web of Science ®Google Scholar
• Ross , D. T. , Scherf , U. , Eisen , M. B. , Perou , C. M. Rees , C. 2000 . Systematic variation in gene expression patterns in human cancer cell lines . Nat. Genet. , 24 : 227 – 234 .
   PubMed Web of Science ®Google Scholar
• Sampol , E. , Lacarelle , B. , Rajaonarison , J. F. , Catalin , J. and Durand , A. 1995 . Comparative effects of antifungal agents on zidovudine glucuronidation by human liver microsomes . Br. J. Clin. Pharmacol. , 40 : 83 – 86 .
   PubMed Web of Science ®Google Scholar
• Sheets , J. J. and Mason , J. L. 1984 . Ketoconazole: A potent inhibitor of cytochrome P-450-dependent drug metabolism in rat liver . Drug Metab. Dispos. , 12 : 603 – 606 .
   PubMed Web of Science ®Google Scholar
• Thomas , R. S. , Rank , D. R. , Penn , S. G. , Zastrow , G. M. , Hayes , K. R. , Pande , K. , Glover , E. , Silander , T. , Craven , M. W. , Reddy , J. K. , Jovanovich , S. B. and Bradfield , C. A. 2001 . Identification of toxicologically predictive gene sets using cDNA microarrays . Mol. Pharmacol. , 60 : 1189 – 1194 .
   PubMed Web of Science ®Google Scholar
• Thomson , R. G. , Rawlins , M. D. , James , O. F. , Wood , P. and Williams , F. M. 1988 . The acute and subchronic effects of ketoconazole on hepatic microsomal monooxygenases in the rat . Biochem. Pharmacol. , 37 : 3975 – 3980 .
   PubMed Web of Science ®Google Scholar
• Thorn , C. F. and Whitehead , A. S. 2002 . Differential glucocorticoid enhancement of the cytokine-driven transcriptional activation of the human acute phase serum amyloid A genes, SAA1 and SAA2 . J. Immunol. , 169 : 399 – 406 .
   PubMed Web of Science ®Google Scholar
• Trachtenberg , J. and Pont , A. 1984 . Ketoconazole therapy for advanced prostate cancer . Lancet , 2 : 433 – 435 .
   PubMed Web of Science ®Google Scholar
• Tsuchiya , Y. , Nakajima , M. , Kyo , S. , Kanaya , T. , Inoue , M. and Yokoi , T. 2004 . Human CYP1B1 is regulated by estradiol via estrogen receptor . Cancer Res. , 64 : 3119 – 3125 .
   PubMed Web of Science ®Google Scholar
• Van Veldhuizen , P. J. , Reed , G. , Aggarwal , A. , Baranda , J. , Zulfiqar , M. and Williamson , S. 2003 . Docetaxel and ketoconazole in advanced hormone-refractory prostate carcinoma: A phase I and pharmacokinetic study . Cancer , 98 : 1855 – 1862 .
   Google Scholar
• Vanden Bossche , H. , Marichal , P. , Odds , F. C. , Le Jeune , L. and Coene , M. C. 1992 . Characterization of an azole-resistant Candida glabrata isolate . Antimicrob. Agents Chemother. , 36 : 2602 – 2610 .
   PubMed Web of Science ®Google Scholar
• Wang , Y. J. , Yu , C. F. , Chen , L. C. , Chen , C. H. , Lin , J. K. , Liang , Y. C. , Lin , C. H. , Lin , S. Y. , Chen , C. F. and Ho , Y.S. 2002 . Ketoconazole potentiates terfenadine-induced apoptosis in human Hep G2 cells through inhibition of cytochrome p450 3A4 activity . J. Cell Biochem. , 87 : 147 – 159 .
   PubMed Web of Science ®Google Scholar
• Wassertheil-Smoller , S. 2003 . Biostatistics and epidemiology , 58 – 65 . New York : Springer-Verlag .
   Google Scholar
• Winchell , G. A. , Mistry , G. C. , Kari , P. P. , Marbury , T. , Miller , J. L. , Simpson , R. C. , Rodrigues , A. D. , Gottesdiener , K. M. and Wagner , J. A. 2005 . The effect of ketoconazole on the pharmacokinetics of a selective alpha 1A-adrenoceptor antagonist . J. Clin. Pharmacol. , 45 : 699 – 703 .
   PubMed Web of Science ®Google Scholar
• Whitehouse , L. W. , Pakuts , A. P. , Paul , C. J. , Mueller , R. W. and Thomas , B. H. 1990a . Hepatic effects of ketoconazole in the male Swiss Webster mouse: Temporal changes in drug metabolic parameters . Can. J. Physiol. Pharmacol. , 68 : 1136 – 1142 .
   PubMed Web of Science ®Google Scholar
• Whitehouse , L. W. , Menzies , A. , Dawson , B. , Zamecnik , J. and Sy , W. W. 1990b . Deacetylated ketoconazole: A major ketoconazole metabolite isolated from mouse liver . J. Pharm. Biomed. Anal. , 8 : 603 – 606 .
   PubMed Web of Science ®Google Scholar
• Whitehouse , L.W. , Menzies , A. , Dawson , B. , Cyr , T. D. , By , A. W. , Black , D. B. and Zamecnik , J. 1994a . Mouse hepatic metabolites of ketoconazole: isolation and structure elucidation . J. Pharm. Biomed. Anal. , 12 : 1425 – 1441 .
   PubMed Web of Science ®Google Scholar
• Whitehouse , L. W. , Menzies , A. , Mueller , R. W. and Pontefract , R. 1994b . Ketoconazole-induced hepatic phospholipidosis in the mouse and its association with de-N-acetyl ketoconazole . Toxicology , 94 : 81 – 95 .
   PubMed Web of Science ®Google Scholar
• Yong , W. P. , Ramirez , J. , Innocenti , F. and Ratain , M. J. 2005 . Effects of ketoconazole on glucuronidation by UDP-glucuronosyltransferase enzymes . Clin. Cancer. Res. , 11 : 6699 – 6704 .
   PubMed Web of Science ®Google Scholar
• Yuen , T. , Wurmbach , E. , Pfeffer , R. L. , Ebersole , B. J. and Sealfon , S. C. 2002 . Accuracy and calibration of commercial oligonucleotide and custom cDNA microarrays . Nucleic Acids Res. , 30 : e48
   PubMed Web of Science ®Google Scholar