Pharmacokinetic interaction between oltipraz and dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethylene dioxybiphenyl-2,2′-dicarboxylate (DDB) after single intravenous and oral administration to rats

Journal of Pharmacy and Pharmacology

Volumn 55, Issue 9, 2003, Pages 1241-1249

  Bae, Soo Kyung ^a   Kim, Eun Jung ^a   Chung, Suk Jae ^a   Kim, Sang Geon ^a   Lee, Myung Gull ^a  

^a Seoul National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

2 (1,3 DITHIETAN 2 YLIDENE) 2 [N (4 METHYL 2 THIAZOLYL)CARBAMOYL]ACETIC ACID ISOPROPYL ESTER; 4,4' DIMETHOXY 5,6:5',6' BIS(METHYLENEDIOXY)BIPHENYL 2,2' DICARBOXYLIC ACID DIMETHYL ESTER; LIVER PROTECTIVE AGENT; OLTIPRAZ; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; DRUG ABSORPTION; DRUG BINDING; DRUG BLOOD LEVEL; DRUG CLEARANCE; DRUG DISTRIBUTION; DRUG POTENTIATION; DRUG TISSUE LEVEL; GASTROINTESTINAL ABSORPTION; KIDNEY CLEARANCE; MALE; NONHUMAN; RAT; STEADY STATE;

ADMINISTRATION, ORAL; ANIMALS; ANTICARCINOGENIC AGENTS; AREA UNDER CURVE; BIPHENYL COMPOUNDS; DICARBOXYLIC ACIDS; DRUG INTERACTIONS; INJECTIONS, INTRAVENOUS; MALE; METABOLIC CLEARANCE RATE; PROTECTIVE AGENTS; PYRAZINES; RATS; RATS, SPRAGUE-DAWLEY; TISSUE DISTRIBUTION;

EID: 0141459488     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/0022357021648     Document Type: Article

References (35)

1. Bae, S. K., Bu, S. C., Kim, E. J., Kim, S. H., Kim, S. G., Lee, M. G. (2001a) Determination of a chemopreventive agent, oltipraz, in rat plasma and urine by high-performance liquid chromatography. Res. Commun. Mol. Pathol. Pharmacol. 110: 133-138
2. Bae, S. K., Bu, S. C., Kim, E. J., Kim, S. H., Kim, S. G., Lee, M. G. (2001b) HPLC analysis, stability, blood partition, and protein binding of antifibrotic agent, oltipraz. Proceedings of the Pharmaceutical Society of Korea, Sookmyung Women's University, October 17-19, Abstract, p. 307
3. Baek, M. S., Kim, J. Y., Myung, S. W., Yim, Y. H., Jeong, J. H., Kim, D. H. (2001) Metabolism of dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethylene dioxybiphenyl-2,2′-dicarboxylate (DDB) by human liver microsomes: Characterization of metabolic pathways and of cytochrome P450 isoforms involved. Drug Metab. Dispos. 29: 381-388
4. Bieder, A., Decouvelaere, B., Gaillard, C., Depaire, H., Heusse, D., Ledoux, C., Lemar, M., Leroy, J. P., Raynaud, L., Snozzi, C., Gregoire, J. (1983) Comparison of the metabolism of oltipraz in the mouse, rat and monkey and in man. Distribution of the metabolites in each species. Arzneim. Forsch./Drug Res. 33: 1289-1297
5. Bueding, E., Dolan, P., Leroy, J. P. (1982) The antischistosomal activities of oltipraz. Res. Commun. Chem. Pathol. Pharmacol. 37: 293-303
6. Buetler, T. M., Gallagher, E. P., Wang, C., Stahl, D. L., Hayes, J. D., Eaton, D. L. (1995) Induction of phase I and phase II drug-metabolizing enzyme mRNA, protein, and activity by BHA, ethoxyquin, and oltipraz. Toxicol. Appl. Pharmacol. 135: 45-57
7. Chiou, W. L. (1978) Critical evaluation of the potential error in pharmacokinetic studies using the linear trapezoidal rule method for the calculation of the area under the plasma level-time curve. J. Pharmacokin. Biopharm. 6: 539-546
8. Chiou, W. L. (1979a) New calculation method for mean apparent drug volume of distribution and application to rational dosage regimen. J. Pharm. Sci. 68: 1067-1069
9. Chiou, W. L. (1979b) Potential pitfalls in the conventional pharmacokinetic studies: Effect of the initial mixing of drug in blood and the pulmonary first-pass elimination. J. Pharmacokin. Biopharm. 7: 527-536
10. Chiou, W. L. (1980) New calculation method of mean total body clearance of drugs and its application to rational dosage regimens. J. Pharm. Sci. 69: 90-91
11. Chiou, W. L., Nation, R. L., Peng, G. W., Huang, S. M. (1978) Improved micro-scale high-pressure liquid-chromatographic assay of gentamicin in plasma. Clin. Chem. 24: 1846-1847
12. Christensen, R. G., Malone, W. (1992) Determination of oltipraz in serum by high-performance liquid chromatography with optical absorbance and mass spectrometric detection. J. Chromatogr. 584: 207-212
13. Clapper, M. (1998) Chemopreventive activity of oltipraz. Pharmacol. Ther. 78: 17-27
14. Davies, B., Morris, T. (1993) Physiological parameters in laboratory animals and humans. Pharm. Res. 10: 1093-1095
15. Eatman, F. B., Colburn, W. A., Boxenbaum, H. G., Posmanter, H. N., Weinfeld, R. E., Rondfeld, R, Weissman, L., Moore, J. D., Gibaldi, M., Kaplan, S. A. (1977) Pharmacokinetics of diazepam following multiple dose oral administration to healthy human subjects. J. Pharmacokin. Biopharm. 5: 481-494
16. Gibaldi, M., Perrier, D. (1982) Pharmacokinetics. 2nd edn, Dekker, New York
17. Kang, K. W., Kim, Y. G., Cho, M. K., Bae, S. K., Kim, C. W., Lee, M. G., Kim, S. G. (2002a) Oltipraz regenerates cirrhotic liver through CCAAT/enhancer binding protein-mediated stellate cell inactivation. FASEB J. 16: 1988-1990
18. Kang, K. W., Kim, Y. G., Kim, C. W., Kim, S. G. (2002b) Anti-fibrogenic effect of the pharmaceutical composition of [5-(2-pyrazinyl)-4-methyl-1,2-dithiol-3-thione] (oltipraz) and dimethyl-4,4′- dimethoxy-5,6,5′,6′-dimethylene dioxybiphenyl-2,2′-dicarboxylate (DDB). Arch. Pharm. Res. 25: 655-663
19. Kessler, F. K., Ritter, J. K. (1998) Induction of a rat liver benzo[a]pyrene-trans-7,8-dihydrodiol glucuronidating activity by oltipraz and beta-naphthoflavone. Carcinogenesis 18: 107-114
20. Kim, S. H., Choi, Y. M., Lee, M. G. (1993) Pharmacokinetics and pharmacodynamics of furosemide in protein-calorie malnutrition. J. Pharmacokin. Biopharm. 21: 1-17
21. Kim, S. G., Nam, S. Y., Chung, H. C., Hong, S. Y., Jung, K. H. (1995) Enhanced effectiveness of dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethylene dioxybiphenyl-2,2′-dicarboxylate in combination with garlic oil against experimental hepatic injury in rats and mice. J. Pharm. Pharmacol. 47: 678-682
22. Kim, S. G., Kim, H. J., Choi, S. H., Ryu, J. Y. (2000) Inhibition of lipopolysaccharide-induced 1-kappaB degradation and tumor necrosis factor-alpha expression by dimethyl-4,4′-dimethoxy-5,6,5′ ,6′-dimethylene dioxybiphenyl-2,2′-dicarboxylate (DDB): Minor role in hepatic detoxifying enzyme expression. Liver 20: 319-329
23. Kim, J. Y., Baek, M., Lee, S., Kim, S. O., Dong, M. S., Kim, B. R., Kim, D. H. (2001) Characterization of the selectivity and mechanism of cytochrome P450 inhibition by dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethylene dioxybiphenyl-2,2′-dicarboxylate. Drug Metab. Dispos. 29: 1555-1560
24. Langouet, S., Maheo, K., Berthou, F., Morel, F., Lagadic-Gossman, D., Glaise, D., Coles, B., Ketterer, B., Guillouzo, A. (1997) Effects of administration of the chemoprotective agent oltipraz on CYP1A and CYP2B in rat liver and rat hepatocytes in culture. Carcinogenesis 18: 1343-1349
25. Lee, H. S., Kim, Y. T., Jung, H. C., Yoon, B. Y., Song, I. S., Kim, C. Y. (1991) Prospective randomized controlled trial with diphenyldimethyldicarboxylate in chronic active liver disease: The effect on lowering serum alanine aminotransferase levels. Kor. J. Intern. Med. 40: 172-178
26. Li, Y., Paranawithana, S. R., Yoo, J. S., Ning, S. M., Ma, B. L., Lee, M. J., Liu, G. T., Yang, C. S. (1992) Induction of liver microsomal cytochrome P450 2B1 by dimethyl diphenyl bicarboxylate in rats. Zhongguo Yao Li Xue Bao 13: 485-490
27. Liu, K. T., Lesca, P. (1982) Pharmacological properties of dibenz(a,-o)cyclooctene derivatives isolated from Fructus schizndrae chinencis. III. Inhibitory effects on carbon tetrachloride-induced lipid peroxidation metabolism and covalent binding of carbon tetrachloride to lipids. Chem. Biol. Interact. 41: 39-47
28. Liu, K. T., Wang, G. F., Wei, H. L., Bao, T. T., Song, Z. Y. (1979) A comparison of the protective actions of biphenyl dimethyl-dicarboxylate, trans-stilbene, alcoholic extracts of Fructus schizandrae and Ganoderma against experimental liver injury in mice. Acta. Pharm. Sinica 14: 598-604
29. Liu, K. T., Cresteil, T., Le Provost, E., Lesca, P. (1981) Specific evidence that schizandrins induce a phenobarbital-like cytochrome P450 form separated from rat liver. Biochem. Biophys. Res. Commun. 103: 1131-1137
30. Liu, K. T., Wei, H. L., Song, Z. Y. (1982) Further studies on the protective action of diphenyl dimethyl-dicarboxylate (DDB) against experimental liver injury in mice. Acta. Pharm. Sinica 17: 101-105
31. Liu, T. Y., Hwua, Y. S., Chao, T. W., Chi, C. W. (1995) Mechanistic study of the inhibition of aflatoxin b1-induced hepatotoxicity by dimethyl 4,4′-dimethoxy-5,6,5′,6′-dimethylenedioxy biphenyl-2,2′-dicarboxylate. Cancer Lett. 89: 201-205
32. Maheo, K., Morel, F., Antras-Ferry, J., Langouet, S., Desmots, F., Corcos, L., Guillouzo, A. (1998) Endotoxin suppresses the oltipraz-mediated induction of major hepatic glutathione transferases and cytochromes P450 in the rat. Hepatology 28: 1655-1662
33. Manson, M. M., Ball, H. W., Barrett, M. C., Clark, H. L., Judah, D. J., Williamson, G., Neal, G. E. (1997) Mechanism of action of dietary chemoprotective agents in rat liver: Induction of phase I and II drug metabolizing enzymes and aflatoxin B1 metabolism. Carcinogenesis 18: 1729-1738
34. Mitruka, B. M., Rawnsley, H. M. (1982) Clinical Biomedical and Hematological Reference Values in Normal Experimental Animals and Normal Humans. 2nd edn, Manson Publishing, New York
35. Yoon, W. H., Yoo, J. K., Lee, J. W., Shim, C.- K., Lee, M. G. (1998) Species differences in pharmacokinetics of a hepatoprotective agent, YH439, and its metabolites, M4, M5, and M7, after intravenous and oral administration to rats, rabbits, and dogs. Drug Metab. Dispos. 26: 152-163