Metabolism of furazolidone: alternative pathways and modes of toxicity in different cell lines

References

• ADAMS, G. A., CLARKE, E. I., JAcoss, R. S., STRATFORD, I. J., WALLACE, R. G., WARDMAN, P. and WATTS, M. E., 1976, Mammalian cell toxicity of nitrocompounds : dependence upon reduction potential. Biochemical and Biophysical Research Communications, 72, 824–829.
   PubMed Web of Science ®Google Scholar
• Au, B. H., 1989, Pharmacology and toxicity of furazolidone in man and animals: some recent research. General Pharmacology, 20, 557–563.
   PubMedGoogle Scholar
• BAKER, S. S. and BAKER, R. D., 1992, Antioxidant enzymes in the differentiated Caco-2 cells. In Vitro Cellular and Developmental Biology, 28, 643–647.
   Google Scholar
• BAKER, S. S. and BAKER, R. D., 1993, Caco-2 cell metabolism of oxygen-derived radicals. Digestive Disease Sciences, 38, 2273–2280.
   PubMed Web of Science ®Google Scholar
• BOULENC, X., BOURRIE, M., FABRE, I., ROQUE, C., JOYEUX, H., BERGER, Y. and FABRE, G., 1992, Regulation of cytochrome P450IA1 gene expression in a human intestinal cell line. Journal of Pharmacology and Experimental Therapeutics, 263, 1471–1478.
   PubMed Web of Science ®Google Scholar
• BOYD, M. R., 1980, Biochemical mechanisms in pulmonary toxicity of furan derivatives. Reviews in Biochemistry and Toxicology, 2, 71–102.
   Google Scholar
• CINGI, M. R., DE ANGELES, I., FORTUNATI, E., REGGIANI, D., BIANCHI, V., TIOZZO, R. and Zucco, F., 1991, Choice and standardisation of test protocols in cytotoxicology: a multicentre approach. Toxicology In Vitro, 5,119–125.
   PubMed Web of Science ®Google Scholar
• DE ANGELES, I., HOOGENBOOM, L. A. P., HUVENEERS -0ORSPRONG, M. B. M., Zucco, F. and STAMMATI A., 1994, Established cell lines for safety assessment of food contaminants: differing furazolidone toxicity to V79, HEp-2 and Caco-2 cells. Food and Chemical Toxicology, 32, 481–488.
   Google Scholar
• GAO, N., Ni, Y.-C., THORNTON -MANNING, J. R., Fu, P. P. and HEFLICH, R. H., 1989, Mutagenicity of nitrofurantoin and furazolidone in Chinese hamster ovary cell strains. Mutation Research, 225, 181–187.
   Google Scholar
• GLATT, H., GEMPERLEIN, I., SETIABUDI, F., PLATT, K. L. and OESCH, F., 1990, Expression of xenobiotic metabolising enzymes in propagable cells in cultures and induction of micronuclei by 13 compounds. Mutagenesis, 5, 241–249.
   PubMed Web of Science ®Google Scholar
• GOITSCHALL, D. W. and WANG, R., 1995, Depletion and bioavailability of " C-furazolidone residues in swine tissues. Journal of Agricultural and Food Chemistry, 43, 2520–2525.
   Web of Science ®Google Scholar
• HISSIN, P. J. and HILF, R., 1976, A fluorimetric method for determination of oxidised and reduced glutathione in tissues. Analytical Biochemistry, 74, 214–226.
   PubMed Web of Science ®Google Scholar
• HOOGENBOOM, L. A. P., KAMMEN, M. VAN, BERGHMANS, M. C. J., KOEMAN, J. H., HUVENEERS, M. B. M. and RHIJN, J. VAN, 1991, The use of pig hepatocytes to study the nature of protein-bound metabolites of furazolidone: a new analytical method for their detection. Food and Chemical Toxicology, 29, 321–328.
   Google Scholar
• HOOGENBOOM, L. A. P., KAMMEN, M. VAN, HUVENEERS -0ORSPRONG, M. B. M. and KUIPER, H. A., 1992, Study on the role of glutathione in the biotransformation and toxicity of furazolidone, using pig hepatocytes. Toxicology In Vitro, 6, 227–237.
   Google Scholar
• HOOGENBOOM, L. A. P., POLMAN TH. H. G., LOMMEN, A., HUVENEERS, M. B. M. and RHIJN, J. VAN, 1994, Biotransformation of furaltadone by pig hepatocytes and Salmonella typhimurium TA 100 bacteria and the formation of protein-bound metabolites. Xenobiotica, 24, 713–727.
   Google Scholar
• HUVENEERS -0ORSPRONG, M. B. M., HOOGENBOOM, L. A. P. and KUIPER, H. A, 1997, The use of MTT test for determining the cytotoxicity of veterinary drugs in pig hepatocytes. Toxicology In Vitro, 11, 385–392.
   Google Scholar
• KIEFER, F. and WIEBEL, F. J., 1989, V79 Chinese hamster cells express cytochrome P-450 activity after simultaneous exposure to polycyclic aromatic hydrocarbons and aminophylline. Toxicology Letters, 48, 265–273.
   PubMed Web of Science ®Google Scholar
• LOWRY, O. H., ROSEBROUGH, N. J. FARR, A. L. and RANDALL, R. J., 1951, Protein measurement with the Folin-phenol reagent. Journal of Biological Chemistry, 193, 265–275.
   PubMed Web of Science ®Google Scholar
• Lu, A. Y. H., MIWA, G. T. and WISLOCK, I. P. G., 1988, Toxicological significance of covalently bound drug residues. Review of Biochemical Toxicology, 9, 1–27.
   Google Scholar
• PETERS, W. H. N. and ROELOF'S, H. M. J., 1989, Time-dependent activity and expression of glutathione S-transferase in the human colon adenocarcinoma cell line Caco-2. Biochemical Journal, 264, 613–616.
   Google Scholar
• PINTO, M., ROBINE -LEON, S., APPAY, M.-D., KEDINGER, M., TRIADOU, N., DUSSAULX, E., LACRODC, B., SrmoN -ASSMANN, P., HAFFEN, K., FOGH, J. and ZWEIBAUM, A., 1983, Enterocyte-like differentia-tion and polarisation of the human colon carcinoma cell line Caco-2 in culture. Biology of the Cell, 47,323–330.
   Google Scholar
• Rossi, L., DE ANGELES, I., PEDERSEN, J. Z., MARCHESE, E., STAMMATI, A., ROTILIO, G. and Zucco, F., 1996, N-(5 -nitro-2-furfurylidene)-3-amino-2-mazolidinone activation by the human intestinal cell line Caco-2 monitored through non-invasive electron spin resonance spectroscopy. Molecular Pharmacology, 49,547–555.
   PubMed Web of Science ®Google Scholar
• SAPORA, 0., BARONE, F., BELLI, M., MAGGI, A., QUINTILIANI, M. and TABOCCHINI, M. A., 1991, Relationship between cell killing, mutation induction and DNA damage in X- irradiatedV79 cells: the influence of oxygen and DMSO. International Journal of Radiation Biology, 60, 467–482.
   Google Scholar
• STAMIVIATI, A., TRUCCHI, D., ZAMPAGLIONI, F., MACRI, A. and Zucco, F., 1988/89, Cytotoxic effects of furazolidone on two cell lines. In Vitro Toxicology, 2, 279–286.
   Google Scholar
• STAMIVIATI, A., ZAMPAGLIONI, F. and Zucco, F., 1997, Furaltadone cytotoxicity on three cell lines in the presence or absence of DMSO: comparison with furazolidone. Cell Biology and Toxicology, 13, 125–130.
   PubMed Web of Science ®Google Scholar
• SUMMER K-H. and WIEBEL, F. J., 1981 Glutathione and glutathione S-transferase activities of mammalian cells in culture. Toxicology Letters, 9, 409–423.
   Google Scholar
• VROOMEN L H. M., BERGHMANS, M. C. J., LEEUWEN, P. VAN, STRU1TS, T. D. B. VAN DER, VRIES, P. H .U. and KUIPER, H. A., 1986, Kinetics of C-furazolidone in piglets upon oral administration during 10 days and its interaction with tissue macromolecules. Food Additives and Contaminants, 3, 331–346.
   Google Scholar
• VROOMEN, L. H. M., BERGHMANS, M. C. J., HEKMAN, P., HOOGENBOOM, L. A. P. and KUIPER, H. A., 1987a, The elimination of furazolidone and its open-chain cyano-derivative from adult swine. Xenobiotica, 17, 1427–1435.
   Google Scholar
• VROOMEN, L. H. M., GROTEN, J. P., MUISWINKEL, K. VAN, VELDHUIZEN, A. VAN and BI ADEREN, P. J. VAN, 1987b, Identification of a reactive intermediate of furazolidone formed by swine liver microsomes. Chemko-Biological Interactions, 64, 167–179.
   Google Scholar
• VROOMEN, L. H. M., BERGHMANS, M. C. J., GROTEN, J. P., KOEMAN, J. H. and BLADEREN P. J. VAN, 1988, Reversible interaction of a reactive intermediate derived from furazolidone with glutathione and protein. Toxicology and Applied Pharmacology, 95, 53–60.
   Google Scholar
• WIEBEL, F. J., 1984, Expression und induktion cytochrom P450-abhängiger monooxygenasen, UDP-glucuronosyl-und phenolsulphotransferasen in kontinuierlichen zellkulturen. Habilitation-sschrift, Technische Universität, Miinchen.
   Google Scholar
• Zucco, F., DE ANGELES I., VINCENTINI 0., ROSSI, L., STEINKLY TILER, C. and STAMMATI, A., 1994, Potentiality of the human intestinal cell line Caco-2 in toxicological investigations. In Vitro Toxicology, 7, 107–112.
   Google Scholar