A labile sulfur in trisulfide affects cytochrome P-450 dependent lipid peroxidation in rat liver microsomes

Toxicology Letters

Volumn 99, Issue 3, 1998, Pages 191-198

  Ogasawara, Yuki ^a   Isoda, Shinji ^a   Tanabe, Shinzo ^a  

^a MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Cystine trisulfide; Cytochrome P 450; Lipid peroxidation; Rat liver microsomes; Thiocyclam; Trisulfide

Indexed keywords

BUTYL HYDROPEROXIDE; CARBON TETRACHLORIDE; CYSTEINE; CYTOCHROME P450; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE FERRIHEMOPROTEIN REDUCTASE; SULFIDE; THIOBARBITURIC ACID REACTIVE SUBSTANCE;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INHIBITION; LIPID PEROXIDATION; LIVER MICROSOME; MALE; NONHUMAN; OXYGEN CONSUMPTION; PRIORITY JOURNAL; RAT;

ANIMALS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 ENZYME SYSTEM; LIPID PEROXIDATION; MALE; MICROSOMES, LIVER; NADPH-FERRIHEMOPROTEIN REDUCTASE; OXYGEN CONSUMPTION; RATS; RATS, WISTAR; SULFIDES; SULFUR; THIOBARBITURIC ACID REACTIVE SUBSTANCES;

EID: 0031794679     PISSN: 03784274     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-4274(98)00156-8     Document Type: Article

References (35)

1. Beuge, J.A., Aust, S.D., 1978. Microsomal lipid peroxidation. In: Fleisher, S., Packer, L. (Eds.), Methods in Enzymology, vol. 52, Academic Press, New York, pp. 302-310.
2. Buttke T.M. Oxidative stress as a mediator of apoptosis. Immunol. Today. 15:1994;1-10.
3. Cadenas E., Sies H. Low level chemiluminescence of liver microsomal fractions initiated by tert-buthyl hydroperoxide. Eur. J. Biochem. 124:1982;349-356.
4. Dalvi R.R., Poore R.E., Neal R.A. Studies of the metabolism of carbon disulfide by rat liver microsomes. Life Sci. 14:1974;1785-1796.
5. De Matteis F. Covalent binding of sulfur to microsomes and loss of cytochrome P-450 during the oxidative desulfuration of several chemicals. Mol. Pharmacol. 10:1974;849-854.
6. Estabrook, R.W., 1967. Mitochondrial respiratory control and the polarographic measurement of ADP:O ratios. In: Estabrook, W.E., Pullman, M.E. (Eds.), Methods in Enzymology, vol. 10, Academic Press, New York, pp. 41-47.
7. Everett S.A., Schoneich C., Stewart J.H., Asmus K.-D. Perthiyl radicals, trisulfide radical ions, and sulfate formation. A combined photolysis and radiolysis study on redox processes with organic di- and trisulfide. J. Phys. Chem. 96:1992;306-314.
8. Fletcher J.C., Robson A. The occurrence of bis-(2-amino-2-carboxyethyl) trisulphide in hydrolysates of wool and other proteins. Biochem. J. 87:1963;553-559.
9. Freundt K.J., Romer K.G., Kamal A.M. The inhibitory action of dithiocarbamates and carbon disulfide on malondialdehyde formation resulting from lipid peroxidation in rat liver microsomes. J. Appl. Toxicol. 1:1981;215-219.
10. Golik J., Clardy J., Dubay G., Groenewold G., Hawaguchi H., Konishi M., Krishman B., Okhuma H., Saitoh K., Doyle T.W. Esperamicins, a novel class of potent antitumor antibiotics. 2. Structure of esperamicin X. J. Am. Chem. Soc. 109:1987;3461-3462.
11. Jespersen A.M., Christensen T., Klausen N.K., Nielsen P.K., Sørensen H.H. Characterisation of a trisulfide derivative of biosynthetic human growth hormone produced in Escherichia coli. Eur. J. Biochem. 219:1994;365-373.
12. Kagan V., Serbinova E., Packer L. Antioxidant effects of ubiquinones in microsomes and mitochondria are mediated by tocopherol recycling. Biochem. Biophys. Res. Commun. 169:1990;851-857.
13. Kulkarni A.P., Hodgson E. A comparison of NADPH and cumen hydroperoxide-stimulated lipid peroxidation in mouse hepatic microsomes. Int. J. Biochem. 13:1981;811-816.
14. Litaudon M., Guyot M. Lissoclinotoxin A, an antibiotic 1,2,3-trithiane derivative from the tunicate lissoclinum perforatum. Tetrahedron Lett. 32:1991;911-914.
15. Lowry O.H., Rosebrough N.J., Farr A.L., Randall R.J. Protein mesurement with the folin phenol reagent. J. Biol. Chem. 193:1951;265-275.
16. Masters, B.S.S., Williams, C.H. Jr., Kamin, H., 1967. The preparation and properties of microsomal TPNH-cytochromec reductase from pig liver. In: Estabrook, W.E., Pullman, M.E. (Eds.), Methods in Enzymology, vol. 10, Academic Press, New York, pp. 565-574.
17. Masuda, Y., Murano, T., 1977. Carbon tetrachroride-induced lipid peroxidation of rat liver microsomes in vitro. Biochem. Pharmacol. 26, 2275-2282.
18. Minnotti G. tert-Butyl hydroperoxide-dependent microsomal release of iron and lipid peroxidation. Arch. Biochem. Biophys. 273:1989;144-147.
19. Motoyama T., Miki M., Mino M., Takahashi M., Niki E. Synergistic inhibition of oxidation in dispersed phosphatidylcholine liposomes by a combination of vitamine E and cysteine. Arch. Biochem. Biophys. 270:1989;655-661.
20. Moutiez M., Aumercier M., Teissier E., Parmentier B., Tartar A., Sergheraert C. Reduction of a trisulfide derivative of glutathione by glutathione reductase. Biochem. Biophys. Res. Commun. 202:1994;1380-1386.
21. Ogasawara Y., Ishii K., Togawa T., Tanabe S. Determination of bound sulfur in serum by gas dialysis/high performance liquid chromatography. Anal. Biochem. 215:1993;78-81.
22. Ogasawara Y., Isoda S., Tanabe S. Tissue and subcellular distribution of bound and acid-labile sulfur, and the enzymic capacity for sulfide production in the rat. Biol. Pharm. Bull. 17:1994;1537-1542.
23. Omura T., Sato R. carb The carbon mono-binding pigment of liver microsomes. J. Biol. Chem. 239:1964;2370-2378.
24. Prickett C.S., Johonston C.D. The in vivo production of carbon disulfide from tetraethlythiuram (Antabuse). Biochim. Biophys. Acta. 12:1953;542-546.
25. Shiraishi N., Uthumi K., Morimoto K., Joja S., Iida S., Takada Y., Aono K. Inhibition of nitroblue tetrazolium reduction by methalothioneine. Physiol. Chem. Phys. 14:1982;533-537.
26. Slater T.F., Saywyer B.C. The stimulatory effects of carbon tetrachroride and other halogeno-alkanes on peroxidative reactions in rat liver fractions in vitro. Biochem. J. 123:1971;805-814.
27. Stipanuk M.H. Metabolism of sulfur-containing amino acids. Annu. Rev. Nutr. 6:1986;179-209.
28. Strömme J.H. Metabolism of disulfilam amd diethyldithiocarbamate in rats with demonstration of an in vivo ethanol-induced inhibition of the glucuronic acid conjugation of the thiol. Biochem. Pharmacol. 14:1965;393-410.
29. Thuchida J., Yamada T., Niki E., Kamiya Y. Interaction of galvinoxyl radical with ascorbic acid, cysteine, and glutathione in homogenous solution and in aqueous dispersions. Bull. Chem. Soc. Jpn. 58:1985;326-330.
30. Togawa T., Ogawa M., Nawata M., Kawanabe K., Ogasawara Y., Tanabe S. High performance liquid chromatographic determination of bound sulfide and sulfite and thiosulfate at their low levels in human serum by pre-column fluorescence derivatization with monobromobimane. Chem. Pharm. Bull. 40:1992;3000-3004.
31. Toohey J.I. Sulfane sulfur in biological systems: a possible regulatory role. Biochem. J. 264:1989;625-632.
32. Wardman P., Candeias L.P., Everett S.A., Tracey M. Radiation chemistry applied to drug design. Int. J. Radiat. Biol. 65:1994;35-41.
33. Winterbourn C.C. Superoxide as an intracellular radical sink. Free Radical Biol. Med. 14:1993;85-90.
34. Wood J.L. Biological function of persulfides. Adv. Exp. Med. Biol. 148:1982;327-342.
35. I: An Antitumor antibiotic that cleavaes double-stranded DNA site specifically. Science. 240:1988;1198-1201.