Carbendazim and n-butylisocyanate: Metabolites responsible for benomyl double action on cytochrome P450 in HepG2 cells

Toxicology

Volumn 123, Issue 1-2, 1997, Pages 135-142

  Radice, Sonia ^a   Marabini, Laura ^a   Gervasoni, Marco ^a   Ferraris, Michela ^a   Chiesara, Enzo ^a  

^a UNIVERSITY OF MILAN   (Italy)

Author keywords

Carbendazim; Cytochrome P450 isoenzymes; HepG2 cell line; Monooxygenase activities; n Butylisocyanate

Indexed keywords

7 ETHOXYCOUMARIN DEETHYLASE; CARBENDAZIM; CYTOCHROME P450 ISOENZYME; DACTINOMYCIN; ETHOXYRESORUFIN DEETHYLASE; ISOCYANIC ACID BUTYL ESTER; UNCLASSIFIED DRUG; UNSPECIFIC MONOOXYGENASE;

ARTICLE; CELL STRAIN HEPG2; CONTROLLED STUDY; CYTOTOXICITY; ENZYME ACTIVITY; ENZYME INDUCTION; HUMAN; HUMAN CELL; METABOLITE; PRIORITY JOURNAL;

7-ALKOXYCOUMARIN O-DEALKYLASE; BENOMYL; BENZIMIDAZOLES; BLOTTING, WESTERN; CARBAMATES; CELL LINE; CYTOCHROME P-450 CYP1A1; CYTOCHROME P-450 ENZYME SYSTEM; FUNGICIDES, INDUSTRIAL; HUMANS; ISOCYANATES; LIVER;

EID: 0030847352     PISSN: 0300483X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0300-483X(97)00122-4     Document Type: Article

References (23)

1. Black, S.D., 1993. Cytochrome P450 structure and function. In: Schenkman, J.B., Greim, H. (Eds.), Handbook of Experimental Pharmacology. Springer, Berlin, pp. 155-168.
2. Brown, W.E., Wold, F., 1973. Alkyl isocyanate as active-site-specific reagent for serine proteases. Identification of the active-site serine as the site of reaction. Biochemistry 12, 835-840.
3. Burke, M.D., Thompson, S., Elcombe, C.R., Halpert, J., Haaparanta, T., Mayer, R.T., 1985. Ethoxy- pentoxy- and benzyloxyphenoxazones and homologues: a series of substrates to distinguish between different induced cytochromes P-450. Biochem. Pharmacol. 34, 3337-3345.
4. Chiba, M., Cherniak, E.A., 1978. Kinetic study of reversible conversion of methyl 1-(butylcarbamoyl)-2-benzimidazole-carbamate (MBC) and n-butyl isocyanate (BIC) in organic solvents. J. Agric. Food Chem. 26, 573-576.
5. Dalvi, R.R., 1992. Effect of the fungicide benomyl on xenobiotic metabolism in rats. Toxicology 71, 63-68.
6. Dawson, J.R., Adams, D.J., Wolf, C.R., 1985. Induction of drug metabolizing enzymes in human liver cell line HepG2. FEBS Lett. 183, 219-222.
7. Donato, M.T., Bassi, A.M., Gomez, M.J., Penco, S., Herrero, E., Adam, D., Castell, J.V., Ferro, M., 1994. Evaluation of the xenobiotic biotrasformation capability of six rodent hepatoma cell lines in comparison with rat hepatocytes. In vitro. Cell Dev. Biol. 304, 574-580.
8. Douch, P.G.C., 1973. The metabolism of benomyl in mammals. Xenobiotica 3, 367-380.
9. Edwards, A.M., Glistak, M.L., Lucas, C.M., 1984. 7-Ethoxycoumarin deethylase activity as a convenient measure of liver drug metabolizing enzymes, regulation in cultured rat hepatocytes. Biochem. Pharmacol. 33, 1537-1546.
10. Grant, M.H., Duthie, S.J., Gray, A.G., Burke, M.D., 1988. Mixed function oxidase and UDP-glucuronyltransferase activities in the human HepG2 hepatoma cell line. Pharmacology 37, 4111-4116.
11. 3H)thymidine incorporation in various organs of the mouse. Evidence for a more pronounced action of benomyl. Toxicology 61, 161-169.
12. Kocarek, T.A., Schuetz, E.G., Guzelian, P.S., 1991. Selective induction of cytochrome P450 by Kepone (chlordecone) in primary cultures of adult rat hepatocytes. Mol. Pharmacol. 40, 203-210.
13. Lowry, O.M., Rosenbrough, N.J., Farr, A.L., Randall, R.J., 1951. Protein measurament with the Folin phenol reagent. J. Biol. Chem. 193, 265-275.
14. Maizel, J.B., 1979. Polyacrylamide gel electrophoresis of viral proteins. In: Marasmorosch, K., Kopprowski, N. (Eds.), Methods in Virology, vol. V. Academic Press, New York, pp. 355-375.
15. Ozawa, H., 1967. Bridging reagent for protein. I. The reaction of diisocyanates with lisine and enzyme proteins. J. Biochem. 62, 419-423.
16. Pauluhn, J., Eben, L., 1992. Altered lung function in rats after subacute exposure to n-butyl isocyanate. Arch. Toxicol. 66, 118-125.
17. Radice, S., Marabini, L., Cipelletti, B., Chiesara, E., 1996. Effect of benomyl on monooxygenases activities in HepG2 cell line. ATLA 24, 589-595.
18. Roe, A.L., Snawder, J.E., Benson, R.W., Roberts, D.W., Casciano, D.A., 1993. HepG2 cells: an in vitro model for P450 dependent metabolism of acetaminophen. Biochem. Biophys. Res. Commun. 190, 15-19.
19. Somerville, L., 1986. The metabolism of fungicides. Xenobiotica 16, 1017-1030.
20. Tang, S.C., Yanagihara, K., Zhang, Y., 1992. 1-Butyl-isocyanate from benlate formulations. Arch. Environ. Contam. Toxicol. 23, 270-272.
21. Towbin, H., Staehelin, T., Gordon, J., 1979. Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: Procedure and some applications. Biochemistry 76, 4350-4354.
22. Twu, J.S., Wold, F., 1973. Butylisocyanate, an active-site-specific reagent for yeast alcohol dehydrogenase. Biochemistry 12, 381-386.
23. Zhang, S.Z., Lipsky, M.M., Trump, B.F., Hsu, I.C., 1990. Neutral red (NR) assay for cell viability and xenobiotic-induced cytotoxicity in primary cultures of human and rat hepatocytes. Cell. Biol. Toxicol. 6, 219-234.