Comparative effect of benzanthrone and 3-bromobenzanthrone on hepatic xenobiotic metabolism and anti-oxidative defense system in guinea pigs

Archives of Toxicology

Volumn 77, Issue 2, 2003, Pages 94-99

  Singh, Ravindra P ^a   Khanna, Raj ^a   Kaw, Jawahar L ^b   Khanna, Subhash K ^b   Das, Mukul ^b  

^a UNIVERSITY OF LUCKNOW   (India)

^b CSIR INDIAN INSTITUTE OF TOXICOLOGY RESEARCH   (India)

Author keywords

3 Bromobenzanthrone; Ascorbic acid; Benzanthrone; Bio antioxidant enzymes; Glutathione; Lipid peroxidation

Indexed keywords

3 BROMOBENZANTHRONE; ASCORBIC ACID; ASPARTATE AMINOTRANSFERASE; BENZANTHRONE; CATALASE; CYTOCHROME P450; GLUTATHIONE PEROXIDASE; GLUTATHIONE REDUCTASE; GLUTATHIONE TRANSFERASE; KETONE DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); SUPEROXIDE DISMUTASE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; ARTICLE; ASPARTATE AMINOTRANSFERASE BLOOD LEVEL; BODY WEIGHT; CELL HYPERPLASIA; CONTROLLED STUDY; ENZYME ACTIVITY; GUINEA PIG; KUPFFER CELL; LIPID PEROXIDATION; LIVER METABOLISM; MALE; NONHUMAN; OXIDATION; OXIDATIVE STRESS; PRIORITY JOURNAL; PROTEIN CONTENT; RISK FACTOR; XENOBIOTIC METABOLISM;

ANIMALIA; CAVIA; CAVIA PORCELLUS; SUS SCROFA;

EID: 0037291166     PISSN: 03405761     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00204-002-0396-9     Document Type: Article

References (50)

1. Benson AM, Hunkeler MJ, Talalay P (1980) Increase of NAD(P)H: quinone reductase by dietary antioxidants: possible role in protection against carcinogenesis and toxicity. Proc Natl Acad Sci 77:5216-5220
2. Buben JA, Narasimha N, Hanzlik RP (1988) Effects of chemical and enzymic probes on microsomal covalent binding of bromobenzene and derivatives: evidences for quinones as reactive metabolites. Xenobiotica 18:501-510
3. Carlberg I, Mannervick B (1985) Glutathione reductase. Methods Enzymol 113:484-490
4. Chandra SV, Singh GB (1968) Effect of benzanthrone on hemopoietic system of rats. Ind J Ind US Med 14:102-106
5. Chatterjee IB, Mukhopadhyay CK, Ghosh MK (1995) Vitamin C: a potential saviour against free radical-induced oxidative damage. Curr Sci 69:747-751
6. Cochine J, Axelrod J (1959) Biochemical and pharmacological changes in rats following chronic administration of morphine, nalomorphin and normorphine. J Pharmacol Exp Ther 125:105-110
7. Das M, Seth PK, Mukhtar H (1981) Characterization of microsomal aryl hydrocarbon hydroxylase of rat brain. J Pharmacol Exp Ther 216:156-161
8. Das M, Garg K, Singh GB, Khanna SK (1989a) Benzanthrone: a new substrate for hepatic microsomal cytochrome P-450. Biochem Int 19:1237-1244
9. Das M, Joshi A, Garg K, Khanna SK (1989b) Benzanthrone-induced hepatic lipid peroxidation: involvement of reactive oxygen species. Presented in the International Symposium on Biological Oxidation System at IISc, Banglore, from Oct 23-26.
10. Das M, Garg K, Joshi A, Singh GB, Khanna SK (1991a) Interaction of benzanthrone with cytochrome P-450: altered patterns of hepatic xenobiotic metabolism in rats. J Biochem Toxicol 6:1-8
11. Das M, Garg K, Singh GB, Khanna SK (1991b) Bio-elimination and organ retention profile of benzanthrone in scorbutic and nonscorbutic guinea pigs. Biochem Biophys Res Commun 178:1405-1412
12. Das M, Garg K, Singh GB, Khanna SK (1994) Attenuation of benzanthrone toxicity by ascorbic acid in guinea pigs. Fundam Appl Toxicol 22:447-456
13. Dehnen W, Tomingas R, Roos J (1973) A modified method for the assay of benzo[a]pyrene hydroxylase. Anal Biochem 53:373-383
14. Dwivedi N (1995) Chemico-toxicological aspects of some of the commonly used anthraquinone based dyes. PhD thesis, Gorakhpur University, India
15. Dwivedi N, Das M, Khanna SK (2001) Role of biological antioxidants in benzanthrone toxicity. Arch Toxicol 75:221-226
16. Ellman GL (1959) Tissue sulphydryl groups. Arch Biochem Biophys 82:70-77
17. Ernster L (1967) DT-diaphorase. Methods Enzymol 10:309-317
18. Garg K (1990) Chemotoxicological effects of benzanthrone, an anthraquinone based dye intermediate. PR D thesis, Lucknow University, India
19. Habig WH, Pabst MJ, Jacoby WB (1974) Glutathione-S-transferase, the first step in mercapturic acid formation. J Biol Chem 249:7130-7139
20. Hai TK, He ZY, Suzuk K (1995) Effect of antioxidants on fiber mutagenesis. Carcinogenesis 16:1573-1578
21. Halliwell B (1996) Vitamin C: antioxidant or prooxidant in vivo? Free Radic Res 25:439-454
22. Halliwell B, Cross CE (1994) Oxygen-derived species: their relation to human disease and environment stress. Environ Health Perspect 102 [Suppl 10]:5-12
23. Jacobson M, Levin W, Lu AYH, Conney AH, Kuntzman R (1973) The rate of phenobarbital and acetanilide metabolism by liver microsomes. A function of lipid peroxidation and degradation of cytochrome P-450 heme. Drug Metab Dispos 1:766-774
24. Kato R, Gillette JR (1965) Effect of starvation on NADPH dependent enzymes in liver microsomes of the male and female rats. J Pharmacol Exp Ther 150:279-284
25. Lau SS, Monk TJ (1997) Bromobenzene hepatotoxicity: a paradigm of reactive electrophilic metabolites binding covalently to tissue macromolecules. Is there the end of the tunnel? In: Sipes G, McQueen CA, Gordirfi AJ (eds). Comprehensive toxicology: hepatic and gastrointestinal toxicology, vol 9. Elsevier Science, Oxford, pp 465-474.
26. Lau SS, Zannoni VG (1981) Bromobenzene metabolism in the rabbits: specific forms of cytochrome P-450 involved in 2,3- and 3,4-epoxidation. Mol Pharmacol 20:234-235
27. Lowry OH, Rosebrough MJ, Farr AL, Randall RJ (1951) Protein measurement with the Folin phenol reagent. J Biol Chem 193:165-175
28. Lubs HA (1955) The chemistry of synthetic dyes and pigments. Reinhold Publishing, New York, pp 375-399
29. May JM, Qu Z-C, Whitesell RR, Cobb CE (1996) Ascorbate recycling in human erythrocyte: role of GSH in reducing dehydroascorbate. Free Radic Biol Med 20:543-551
30. Meister A (1994) Glutathione, ascorbic acid antioxidant system in animals. J Biol Chem 269:9397-9400
31. Mishra HP, Fridovich I (1972) The role of superoxide anion in the autooxidation of epinephrine and a simple assay for the superoxide dismutase. J Biol Chem 247:3170-3175
32. Nash T (1953) Colorimetric estimation of formaldehyde by means of Hantzsch reaction. Biochem J 55:416-421
33. Neel R, Yang P, Fiechtl J, Yildiz O, Gurer H, Ercal N (1997) Prooxidant effect of δ-aminolevulinic acid on Chinese hamster ovary cells. Toxicol Lett 91:169-178
34. NIOSH (National Institute of Occupational Safety and Health, USA) (1979) Toxic effects of chemical substances - benzanthrone. US-NTIS Report US.AMBRDL-TR-7704. US Department of Health, Education, and Welfare, Washington, D.C., pp 34-45
35. Omura T, Sato R (1961) The carbon monoxide binding pigment of liver microsomes. Evidence for its hemoprotein nature. J Biol Chem 239:2370-2385
36. Pandya KP, Singh GB, Joshi NC (1970) Effect of benzanthrone on the body level of ascorbic acid in guinea pigs. Acta Pharmacol Toxicol 28:499-506
37. Pohl RJ, Fouts JR (1980) A rapid method for assaying the metabolism of 7-ethoxyresorufin by microsomal subcellular fractions. Anal Biochem 107:150-155
38. Roe JH, Mills MB, Oesterling MJ, Damron CM (1948) The determination of diketo-L-gulonic acid, dehydro-L-ascorbic acid and L-ascorbic acid in the same tissue extract by the 2,4-dinitrophenyl-hydrazine method. J Biol Chem 174:201-208
39. Rotruck JT, Pope AL, Ganther HE, Swanson AB, Hafeman DG, Hoekstra WG (1973) Selenium: biochemical role as a component of glutathione peroxidase. Science 179:588-590
40. Shen X, Aw TY, Jones DP (1990) Glutathione-dependent protection against oxidative injury. Pharmacol Ther 47:61-71
41. Singh GB, Sharma SN, Zaidi SH (1967) Effect of benzanthrone on the skin of mice. Ind J Med Sci 21:727-728
42. Singh GB, Khanna SK, Das M (1990) Recent studies on the toxicity of benzanthrone. J Sci Ind US Res 49:288-296
43. Singh RP, Das M, Khanna R, Khanna SK (2000) Evaluation of skin irritancy potential of benzanthrone derived dye analogs: structure activity relationship. Skin Pharmacol Appl Physiol 13:165-173
44. Sinha AK (1972) Colorimetric assay of catalase. Anal Biochem 47:369-394
45. Snedecor GW, Cochran WG (1967) Statistical methods. Iowa State University, Press, Ames, Iowa, USA
46. Society of Dyers and Colourists (1971) Colour index, vol 6. The Society of Dyers and Colourists and the American Association of Textile Chemicals and Colorists, Bradford UK, p 4511
47. Utley HG, Bernheim E, Hochstein P (1967) Effect of sulphydryl reagents on peroxidation in microsomes. Arch Biochem Biophys 118:29-32
48. Venkataraman K (1952) The chemistry of synthetic dyes: Benzanthrone derivatives. In: Fieser HF, Fieser M (eds) Organic and biological chemistry: a series of monograph, Vol 2. Academic Press, New York, pp 958-983
49. Volodchenko VA, Sadokha ER, Ostrovaskai IS, Trimashenko LV (1977) Toxicological properties of benzanthrone and its derivatives in relation to their chemical structure. Farmakol Toksikol 40:457-463
50. Wootton IDP, Freeman H (1982) Microanalysis in medical biochemistry, 6th edn. Churchill, London