Cytotoxicity study of tacrine, structurally and pharmacologically related compounds using rat hepatocytes

Drug and Chemical Toxicology

Volumn 19, Issue 1-2, 1996, Pages 71-84

  Monteith, D K ^a   Emmerling, M R ^a   Garvin, J ^a   Theiss, J C ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,4 TETRAHYDRO 7 METHYL 9 AMINOACRIDINE; 1,2,3,4 TETRAHYDRO 9 AMINO 1 ACRIDINOL MONOHYDROCHLORIDE; 1,2,3,4 TETRAHYDRO 9 AMINO 7 ACRIDINOL MONOHYDROBROMIDE; 1,2,3,4 TETRAHYDRO 9 METHYL ACRIDINE; ACETYLCHOLINESTERASE; AMINOACRIDINE; LACTATE DEHYDROGENASE; PHYSOSTIGMINE; PROFLAVINE; TACRINE; TACRINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CHEMICAL MODIFICATION; CONTROLLED STUDY; CYTOTOXICITY; DOSE RESPONSE; DRUG POTENCY; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; LIVER CELL CULTURE; LIVER TOXICITY; MALE; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

EID: 0029895178     PISSN: 01480545     EISSN: None     Source Type: Journal    
DOI: 10.3109/01480549609002197     Document Type: Article

References (19)

1. P. B Watkins, H. J. Zimmerman, M. Knapp, S. I. Gracon and K W Lewis, Hepatotoxic effects of tacrine administration in patients with Alzheimer's disease, JAMA 271, 992 (1994)
2. P. Dogterom, J. F Nagelkerke and G. J Mulder, Hepatotoxicity of tetrahydroaminoacridme in isolated rat hepatocytes: effect of glutathione and vitamin E, Biochem. Pharmacol. 7, 2311 (1988).
3. R. M. Walker, D. W. Clarke, G S. Smith, G. E. Macallum, N. J Barsoum and P. Greaves, Hepatotoxicity of tacrine in animal models, The Toxicologist 9, 197 (1989).
4. T. A. Smolarek, C V Higgins and D. E. Amacher, The biotransformation of tetrahydroaminoacridine (THA) in cultured hepatocytes as the cause for relative cytotoxicity in 3 species, The Toxicologist 10, 329 (1990).
5. D. K. Monteith and J. C Theiss, The role of metabolism in the cytotoxicity of tetrahydroaminoacridine (THA) in hepatocytes, The Toxicologist 11, 139 (1993).
6. C J Viau, R. D. Curren and K. Wallace, Cytotoxicity of tacrine and velnacrine metabolites in cultured rat, dog and human hepatocytes, Drug Chem. Toxicol. 16, 227 (1993).
7. S Madden, T F Woolf, W F. Pool and B. K. Park, An investigation into the formation of stable, protein-reactive and cytotoxic metabolites from tacrine in vitro, Biochem. Pharmacol. 46. 13 (1993).
8. S. Madden, V. Spaldin, R N. Hayes, T. F, Woolf, W. F. Pool and B, K. Park, Species variation in the bioactivation of tacrine by hepatic microsomes, Xenobiotica 25, 103 (1995).
9. G. M. Steinberg, M. L. Mednick, J. Maddox and R. Rice, A hydrophobic binding site in acetylcholinesterase, J Med. Chem 18, 1056 (1975).
10. T. Thomsen, B Kaden, J P Fischer, U. Bickel, H. Barz, G. Gusztony, J Cervos-Navarro and H. Kewitz, Inhibition of acetylcholinesterase activity in human brain tissue and erythrocytes by galanthamine, physostigmine and tacrine, Eur J. Clin. Chem Biochem. 29, 487 (1991).
11. MN. Berry and D. S. Friend, High-yield preparation of isolated rat liver parenchymal cells: A biochemical and fine structural analysis, J. Cell Biol. 43, 506 (1969).
12. P. O. Seglen, Preparation of isolated rat liver cells, Methods Cell Biol. 13, 29 (1976).
13. J. Deschenes, J. P. Valet and N Marceau, Hepatocytes from newborn and weanling rats in monolayer culture: Isolation by perfusion, fibronectin-mediated adhesion, spreading and functional activities, In Vitro 16, 722 (1980).
14. C. D. Johnson and R. L. Russell, A rapid, simple radiometric assay for cholinesterase for multiple determinations, Anal. Biochem. 64, 229 (1975).
15. MR. Emmerling and H. M. Sobkowicz, Differentiation and distribution of acetylcholinesterase molecular forms in the mouse cochlea, Hearing Res. 32, 137 (1988).
16. C. B. Frederick, J. B. Mays, D M Ziegler, F. P. Guengerich and F. F. Kadlubar, Cytochrome P-450 and flavin-containing monooxygenase-catalyzed formation of the carcinogen N-hydroxy-2-aminofluorene and its covalent binding to nuclear DNA, Cancer Res. 42, 2671 (1982).
17. H. P. Hendrickson, D.O. Scott and C. E. Lunte, Identification of 9-hydroxlamine-1,2,3,4-tetrahydroacridine as a hepatic microsomal metabolite of tacrine by high-performance liquid chromatography and electrochemistry, J. Chromatog. 487, 401 (1989).
18. C. M. King and I. B. Glowinski, Acetylation, deacetylation and acyl transfer, Env. Health Perspect. 49, 43 (1983).
19. T. F. Woolf, W. F. Pool, S. M Bjorge, T Chang, O. P. Goel, C. F. Purchase, M. C. Schroeder, K. L. Kunze and W. F. Trager, Bioactivation and irreversible binding of the cognition activator tacrine using human and rat liver microsomal preparations, Drug Metab. Disp. 21, 874 (1993).