Effects of the Methanol Extract of the Leaves of Brassica juncea and Its Major Component, Isorhamnetin $3-O-{\beta}-D-Glucoside$, on Hepatic Drug Metabolizing Enzymes in Bromobenzene-treated Rats

  • Hur, Jong-Moon (Department of Oriental Medicine Resources and Research Institute of Korean Oriental Medicine, Sunchon National University) ;
  • Choi, Jong-Won (Department of Pharmacy, Kyungsung University) ;
  • Park, Jong-Cheol (Department of Oriental Medicine Resources and Research Institute of Korean Oriental Medicine, Sunchon National University)
  • Published : 2007.06.30

Abstract

The effects of the methanol extract of the leaves of Brassica juncea and isorhamnetin $3-O-{\beta}-D-glucopyranoside$, major compound isolated from the ethyl acetate fraction of this plant on hepatic lipid peroxidation and drug-metabolizing enzymes, were evaluated in rats treated with bromobenzene. The extract and isorhamnetin $3-O-{\beta}-D-glucopyranoside$ of oral administration did not show any significant effects on activities of aminopyrine N-demethylase and aniline hydroxylase, enzymes forming toxic epoxide by bromobenzene as well as on glutathione content. However, both methanol extract and isorhamnetin $3-O-{\beta}-D-glucopyranoside$ significantly recovered the decreased activities of glutathione s-transferase and epoxide hydrolase, and also reduced the lipid peroxide level in rats treated with bromobenzene. From the results, the protections of this plant against bromobenzene-induced hepatotoxicity are thought to be via enhancing the activities of epoxide hydrolase and glutathione s-transferase, enzymes removing toxic epoxide, and reducing the lipid peroxide level.

Keywords

References

  1. Thomas J, Kuruvilla KM, Hrideek TK. Mustard. Vol. 2, pp. 193-201. In: Handbook of Herbs and Spices. Peter KV (ed). CRC Press, Inc., Boca Raton, FL, USA (2000)
  2. Kimura T, But PPH, Guo JX, Sung CK. International collation of traditional and folk medicine. Vol. 3. World Scientific Publishing Co., Singapore, Singapore. pp. 54-55 (1996)
  3. Editor Committee. Encyclopedia of Kimchi. Yuhanmunhwasa, Seoul, Korea. pp. 133-150 (2004)
  4. Park JE, Moon SW, Jang MS. Physicochemical properties of dongchimi added with gat (Brassica juncea). Food Sci. Biotechnol. 14: 21-27 (2005)
  5. Choi JS, Kim JE, Kim JI, Cheigh, HS, Yokozawa T. A flavonol diglucoside from the leaves of Brassica juncea. Nat. Prod. Sci. 6: 199-200 (2000)
  6. Song, ES, Jeon YS, Cheigh HS. Isolation of chlorophyll derivatives and $\beta$-carotene from mustard leaf and their antioxidant activities on the lipid peroxidation. J. Korean Soc. Food Sci. Nutr. 30: 377-381 (2001)
  7. Shin SW, Kang CA. Studies on composition and antifungal activities of essential oils from cultivars of Brassica juncea L. Korean J. Pharmacogn. 32: 140-144 (2001)
  8. Yokozawa T, Kim HY, Cho EJ, Choi JS, Chung HY. Antioxidant effects of isorhamnetin 3,7-di-o-$\beta$-glucopyranoside isolated from mustard leaf (Brassica juncea) in rats with streptozotocin-induced diabetes. J. Agr. Food Chem. 50: 5490-5495 (2002) https://doi.org/10.1021/jf0202133
  9. Kim HY, Yokozawa T, Cho EJ, Cheigh HS, Choi JS, Chung HY. ln vitro and in vivo antioxidant effects of mustard leaf (Brassica juncea). Phytother. Res. 17: 465-471 (2003) https://doi.org/10.1002/ptr.1174
  10. Jo YS, Park JR, Park SK. Effects of mustard leaf (Brassica juncea) on cholesterol metabolism in rats. Korean J. Nutr. 26: 13-20 (1993)
  11. Yokozawa T, Kim HY, Cho EJ, Choi JS. Protective effects of the BuOH fraction from mustard leaf in a renal ischemia-reperfusion model. J. Nutr, Sci. Vitaminol. 48: 384-389 (2002) https://doi.org/10.3177/jnsv.48.384
  12. Yokozawa T, Kim HY, Cho EJ, Yamabi N, Choi JS. Protective effects of mustard leaf (Brasscia juncea) against diabetic oxidative stress. J. Nutr. Sci. Vitaminol. 49: 87-93 (2003) https://doi.org/10.3177/jnsv.49.87
  13. Lim SS, Jung YJ, Hyun SK, Lee YS, Choi JS. Rat lens aldose reductase inhibitory constituents of Nelumbo nucifera stamens. Phytother. Res. 20: 825-830 (2006) https://doi.org/10.1002/ptr.1847
  14. Nash T. The colorimetric estimation of formaldehyde by means of the Hentisch reaction. J. Biol, Chem. 55: 412-416 (1953)
  15. Bidlack WR, Lowery GL. Multiple drug metabolism: p-nitroanisole reversal of acetone enhanced aniline hydroxylation. Biochem. Pharmacol. 31: 311-317 (1982) https://doi.org/10.1016/0006-2952(82)90176-9
  16. Habig WH, Pabist MJ, Jakoby WB. The first step in mercapturic acid formation. J. Biol. Chem. 249: 7130-7139 (1974)
  17. Hammock BD, Hasegawa LS. Spectrophotometric assay for mammalian cytosolic epoxide hydrolase using trans-stilbene oxide as the substrate. Biochem. Pharmacol. 31: 1979-1984 (1982) https://doi.org/10.1016/0006-2952(82)90408-7
  18. Ohkawa H, Ohishi N, Yaki K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal. Biochem. 95: 351-358 (1979) https://doi.org/10.1016/0003-2697(79)90738-3
  19. Boyne AF, Ellman GL. A methodology for analysis of tissue sulfhydryl components. Anal. Biochem. 46: 639-653 (1972) https://doi.org/10.1016/0003-2697(72)90335-1
  20. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193: 265-275 (1951)
  21. Pyo YH, Kim JS, Hahn YS. Volatile compounds of mustard leaf (Brassica juncea) kimchi and their changes during fermentation. Korean J. Food Sci. 32: 56-61 (2000)
  22. Choi YY, Yoo EJ, Lim HS, Kang DS, Nishizawa N, Choi MR. The relationship between physiological activity and cell number in Dolsan leaf mustard kimchi (Brassica juncea). J. Food Sci. Nutr. 6: 117-121 (2001)
  23. Jollow DJ, Mitchell JR, Zampaglione N, Gillette JR. Bromobenzene-induced liver necrosis. Protective role of glutathione and evidence for 3,4-bromobenzene oxide as the hepatotoxic metabolite. Pharmacology 11: 151-169 (1974) https://doi.org/10.1159/000136485
  24. Caymanska JA. Hepatotoxicity of brominated benzenes: relationship between chemical structure and hepatotoxic effects in acute intoxication of mice. Arch. Toxicol. 72: 93-103 (1998) https://doi.org/10.1007/s002040050473
  25. Aniya Y, Anders MW. Alteration of hepatic glutathione s-transferases and release into serum after treatment with bromobenzene, carbon tetrachloride, or N-nitrosodimethylamine. Biochem. Pharmacol. 34: 4239-4244 (1985) https://doi.org/10.1016/0006-2952(85)90278-3
  26. Meister A, Anderson ME. Glutathione. Annu. Rev. Biochem. 52: 711-760 (1983) https://doi.org/10.1146/annurev.bi.52.070183.003431
  27. Smith CV, Jones DP, Guenthner TM, Lash LH, Lauterburg BH. Compartmentation of glutathione: implications for the study of toxicity and disease. Toxicol. Appl. Pharmacol. 140: 1-12 (1996) https://doi.org/10.1006/taap.1996.0191
  28. Pascoe GA, Reed DJ. Cell calcium, vitamin E, and the thiol redox system in cytotoxicity. Free Radical Bio. Med. 6: 209-224 (1989) https://doi.org/10.1016/0891-5849(89)90118-4
  29. Park JC, Park JG, Kim HJ, Hur JM, Lee JH, Sung NJ, Chung SK, Choi JW. Effects of extract from Angelica keiskei and its component, cynaroside on the hepatic bromobenzene-metabolizing enzyme system in rats. Phytother. Res. 16: 24-27 (2002) https://doi.org/10.1002/ptr.783