Suppression of CYP2B induction by alendronate-mediated farnesyl diphosphate synthase inhibition in primary cultured rat hepatocytes

Drug Metabolism and Disposition

Volumn 36, Issue 10, 2008, Pages 2030-2036

  Jackson, Nancy M ^a   Kocarek, Thomas A ^a  

^a WAYNE STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 (4,5 DIMETHYL 2 THIAZOLYL) 2,5 DIPHENYLTETRAZOLIUM BROMIDE; ALENDRONIC ACID; CYTOCHROME P450 2B; CYTOCHROME P450 3A; GERANYLTRANSFERASE; MESSENGER RNA; PHENOBARBITAL; PRAVASTATIN; ZARAGOZIC ACID A;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME INDUCTION; ENZYME INHIBITION; LIVER CELL CULTURE; MALE; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; PROTEIN FUNCTION; RAT;

ALENDRONATE; ANIMALS; BLOTTING, NORTHERN; BLOTTING, WESTERN; CELLS, CULTURED; CYTOCHROME P-450 ENZYME SYSTEM; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INDUCTION; ENZYME INHIBITORS; GERANYLTRANSTRANSFERASE; HEPATOCYTES; MALE; RATS; RATS, SPRAGUE-DAWLEY; RNA, MESSENGER;

RATTUS;

EID: 52949120262     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.108.022558     Document Type: Article

References (34)

1. Bansal VS and Vaidya S (1994) Characterization of two distinct allyl pyrophosphatase activities from rat liver microsomes. Arch Biochem Biophys 315:393-399.
2. Basso AD, Kirschmeier P, and Bishop WR (2006) Lipid posttranslational modifications: farnesyl transferase inhibitors. J Lipid Res 47:15-31.
3. Bergstrom JD, Bostedor RG, Masarachia PJ, Reszka AA, and Rodan G (2000) Alendronate is a specific, nanomolar inhibitor of farnesyl diphosphate synthase. Arch Biochem Biophys 373: 231-241.
4. Blättler SM, Rencurel F, Kaufmann MR, and Meyer UA (2007) In the regulation of cytochrome P450 genes, phenobarbital targets LKB1 for necessary activation of AMP-activated protein kinase. Proc Natl Acad Sci USA 104:1045-1050.
5. Bock O, Boerst H, Thomasius FE, Degner C, Stephan-Oelkers M, Valentine SM, and Felsenberg D (2007) Common musculoskeletal adverse effects of oral treatment with once weekly alendronate and risedronate in patients with osteoporosis and ways for their prevention. J Musculoskelet Neuronal Interact 7:144-148.
6. Bostedor RG, Karkas JD, Arison BH, Bansal VS, Vaidya S, Germershausen JI, Kurtz MM, and Bergstrom JD (1997) Farnesol-derived dicarboxylic acids in the urine of animals treated with zaragozic acid A or with farnesol. J Biol Chem 272:9197-9203.
7. Brown KR, Allan BM, Do P, and Hegg EL (2002) Identification of novel hemes generated by heme A synthase: evidence for two successive monooxygenase reactions. Biochemistry 41: 10906-10913.
8. Bürk MR, Mori L, and De Libero G (1995) Human Vγ9δ2 cells are stimulated in a cross-reactive fashion by a variety of phosphorylated metabolites. Eur J Immunol 25:2052-2058.
9. Dallner G and Sindelar PJ (2000) Regulation of ubiquinone metabolism. Free Radic Biol Med 29:285-294.
10. Deng X, Yu Z, Funayama H, Yamaguchi K, Sasano T, Sugawara S, and Endo Y (2007) Histidine decarboxylase-stimulating and inflammatory effects of alendronate in mice: Involvement of mevalonate pathway, TNFα, macrophages, and T-cells. Int Immunopharmacol 7:152-161.
11. Fukunaga K, Arita M, Takahashi M, Morris AJ, Pfeffer M, and Levy BD (2006) Identification and functional characterization of a presqualene diphosphate phosphatase. J Biol Chem 281:9490-9497.
12. Gober HJ, Kistowska M, Angman L, Jenö P, Mori L, and De Libero G (2003) Human T cell receptor γδ cells recognize endogenous mevalonate metabolites in tumor cells. J Exp Med 197:163-168.
13. Hewitt RE, Lissina A, Green AE, Slay ES, Price DA, and Sewell AK (2005) The bisphosphonate acute phase response: rapid and copious production of proinflammatory cytokines by peripheral blood γδ T cells in response to aminobisphosphonates is inhibited by statins. Clin Exp Immunol 139:101-111.
14. Kavanagh KL, Dunford JE, Bunkoczi G, Russell RG, and Oppermann U (2006) The crystal structure of human geranylgeranyl pyrophosphate synthase reveals a novel hexameric arrangement and inhibitory product binding. J Biol Chem 281:22004-22012.
15. Keller RK and Fliesler SJ (1999) Mechanism of aminobisphosphonate action: characterization of alendronate inhibition of the isoprenoid pathway. Biochem Biophys Res Commun 266:560-563.
16. Kocarek TA, Dahn MS, Cai H, Strom SC, and Mercer-Haines NA (2002) Regulation of CYP2B6 and CYP3A expression by hydroxymethylglutaryl coenzyme A inhibitors in primary cultured human hepatocytes. Drug Metab Dispos 30:1400-1405.
17. Kocarek TA, Kraniak JM, and Reddy AB (1998) Regulation of rat hepatic cytochrome P450 expression by sterol biosynthesis inhibition: inhibitors of squalene synthase are potent inducers of CYP2B expression in primary cultured rat hepatocytes and rat liver. Mol Pharmacol 54:474-484.
18. Kocarek TA and Mercer-Haines NA (2002) Squalestatin 1-inducible expression of rat CYP2B: evidence that an endogenous isoprenoid is an activator of the constitutive androstane receptor. Mol Pharmacol 62:1177-1186.
19. Kocarek TA and Reddy AB (1996) Regulation of cytochrome P450 expression by inhibitors of hydroxymethylglutaryl-coenzyme A reductase in primary cultured rat hepatocytes and in rat liver. Drug Metab Dispos 24:1197-1204.
20. Kocarek TA, Schuetz EG, and Guzelian PS (1990) Differentiated induction of cytochrome P450b/e and P450p mRNAs by dose of phenobarbital in primary cultures of adult rat hepatocytes. Mol Pharmacol 38:440-444.
21. Kodama S and Negishi M (2006) Phenobarbital confers its diverse effects by activating the orphan nuclear receptor car. Drug Metab Rev 38:75-87.
22. Krag SS (1998) The importance of being dolichol. Biochem Biophys Res Commun 243:1-5.
23. Kunzmann V, Bauer E, Feurle J, Weissinger F, Tony HP, and Wilhelm M (2000) Stimulation of γδ T cells by aminobisphosphonates and induction of antiplasma cell activity in multiple myeloma. Blood 96:384-392.
24. Mönkkönen H, Auriola S, Lehenkari P, Kellinsalmi M, Hassinen IE, Vepsalainen J, and Mönkkönen J (2006) A new endogenous ATP analog (ApppI) inhibits the mitochondrial adenine nucleotide translocase (ANT) and is responsible for the apoptosis induced by nitrogen-containing bisphosphonates. Br J Pharmacol 147:437-445.
25. Mönkkönen H, Ottewell PD, Kuokkanen J, Mönkkönen J, Auriola S, and Holen I (2007) Zoledronic acid-induced IPP/ApppI production in vivo. Life Sci 81:1066-1070.
26. Rencurel F, Foretz M, Kaufmann MR, Stroka D, Looser R, Leclerc I, da Silva Xavier G, Rutter GA, Viollet B, and Meyer UA (2006) Stimulation of AMP-activated protein kinase is essential for the induction of drug metabolizing enzymes by phenobarbital in human and mouse liver. Mol Pharmacol 70:1925-1934.
27. Rencurel F, Stenhouse A, Hawley SA, Friedberg T, Hardie DG, Sutherland C, and Wolf CR (2005) AMP-activated protein kinase mediates phenobarbital induction of CYP2B gene expression in hepatocytes and a newly derived human hepatoma cell line. J Biol Chem 280:4367-4373.
28. Russell RG, Xia Z, Dunford JE, Oppermann U, Kwaasi A, Hulley PA, Kavanagh KL, Triffitt JT, Lundy MW, Phipps RJ, et al. (2007) Bisphosphonates: an update on mechanisms of action and how these relate to clinical efficacy. Ann N Y Acad Sci 1117:209-257.
29. Shindo S, Numazawa S, and Yoshida T (2007) A physiological role of AMP-activated protein kinase in phenobarbital-mediated constitutive androstane receptor activation and CYP2B induction. Biochem J 401:735-741.
30. Smith PK, Krohn RI, Hermanson GT, Mallia AK, Gartner FH, Provenzano MD, Fujimoto EK, GoekeNM, Olson BJ, and Klenk DC (1985) Measurement of protein using bicinchoninic acid. Anal Biochem 150:76-85.
31. Tanaka Y, Morita CT, Tanaka Y, Nieves E, Brenner MB, and Bloom BR (1995) Natural and synthetic non-peptide antigens recognized by human γδ T cells. Nature 375:155-158.
32. Thompson K and Rogers MJ (2004) Statins prevent bisphosphonate-induced γ,δ-T-cell proliferation and activation in vitro. J Bone Miner Res 19:278-288.
33. Tong H, Holstein SA, and Hohl RJ (2005) Simultaneous determination of farnesyl and geranylgeranyl pyrophosphate levels in cultured cells. Anal Biochem 336:51-59.
34. Vaidya S, Bostedor R, Kurtz MM, Bergstrom JD, and Bansal VS (1998) Massive production of farnesol-derived dicarboxylic acids in mice treated with the squalene synthase inhibitor zaragozic acid A. Arch Biochem Biophys 355:84-92.