Protection of S-adenosyl methionine against the toxicity of clivorine on hepatocytes

Environmental Toxicology and Pharmacology

Volumn 26, Issue 3, 2008, Pages 331-335

  Ji, Lili ^a,b   Chen, Ying ^a,c   Wang, Zhengtao ^a,b,c  

^a SHANGHAI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE   (China)

^b Shanghai R and D Centre for Standardization of Chinese Medicines   (China)

^c CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Clivorine; GSH; L 02 cells; Pyrrolizidine alkaloid; SAM

Indexed keywords

ACETYLCYSTEINE; CASPASE 3; CLIVORINE; GLUTATHIONE; S ADENOSYLMETHIONINE; THIOL DERIVATIVE;

APOPTOSIS; ARTICLE; CELL VIABILITY; CHEMICAL STRUCTURE; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOTOXICITY; DNA FRAGMENTATION; HUMAN; HUMAN CELL; LIVER CELL; LIVER PROTECTION; LIVER TOXICITY; PRIORITY JOURNAL; WESTERN BLOTTING;

EID: 53149143858     PISSN: 13826689     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.etap.2008.06.007     Document Type: Article

References (39)

1. Bailey S.M., Robinson G., Pinner A., Chamlee L., Ulasova E., Pompilius M., Page G.P., Chhieng D., Jhala N., Landar A., Kharbanda K.K., Ballinger S., and Darley-Usmar V. S-Adenosymethionine prevents chronic alcohol-induced mitochondrial dysfunction in the rat liver. Am. J. Physiol. Gastrointest. Liver Physiol. 291 (2006) G857-G867
2. Boyce M., Degterev A., and Yuan J. Caspases: an ancient cellular sword of Damocles. Cell Death Differ. 11 (2004) 29-37
3. Cantoni G.L. Biochemical methylations: selected aspects. Ann. Rev. Biochem. 44 (1975) 435-441
4. Chandra J., Samali A., and Orrenius S. Triggering and modulation of apoptosis by oxidative stress. Free Radic. Biol. Med. 29 (2000) 323-333
5. Cohen G.M. Caspases: the executioners of apoptosis. Biochem. J. 326 Pt 1 (1997) 1-16
6. Corrales F.J., Gimenez A., Alvarez L., Caballeria J., Pajares M.A., Andreu H., Pares A., Mato J.M., and Rodes J. S-Adenosyl-l-methionine treatment prevents CCl4-induced S-adenosylmethionine synthatase inactivation and attenuates liver injury. Hepatology 16 (1991) 1022-1027
7. Coulombe R.A. Pyrrolizidine alkaloids in foods. In: Taylor S.L. (Ed). Advances in Food and Nutrition Research vol. 45 (2003), Elsevier Science, Oxford 61-99
8. Cui Y., and Lin G. Simultaneous analysis of clivorine and its four microsomal metabolites by high-performance liquid chromatography. J. Chromatogr. A 903 (2000) 85-92
9. De Maria R., Lenti L., Malisan F., d'Agostino F., Tomassini B., Zeuner A., Rippo M.R., and Testi R. Requirement for GD3 ganglioside in CD95- and ceraminde-induced apoptosis. Science 277 (1997) 1652-1655
10. Deleve L.D., and Kaplowitz N. Glutathione metabolism and its role in hepatotoxicity. Pharmacol. Ther. 52 (1991) 287-305
11. DeLeve L.D., Wang X., Kuhlenkamp J.F., and Kaplowitz N. Toxicity of azathioprine and monocrotaline in murine sinusoidal endothelial cells and hepatocytes: the role of glutathione and relevance to hepatic veno-occlusive disease. Hepatology 23 (1996) 589-599
12. Hall A.G. Review: the role of glutathione in the regulation of apoptosis. Eur. J. Clin. Invest. 29 (1999) 238-245
13. Hansen M.B., Nielsen S.E., and Berg K. Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. J. Immunol. Methods 119 (1989) 203-210
14. Ji L.L., Zhao X.G., Chen L., Zhang M., and Wang Z.T. Pyrrolizidine alkaloid clivorine inhibits human normal liver L-02 cells growth and activates p38 mitogen-activated protein kinase in L-02 cells. Toxicon 40 (2002) 1685-1690
15. Ji L.L., Zhang M., Sheng Y.C., and Wang Z.T. Pyrrolizidine alkaloid clivorine induces apoptosis in human normal liver L-02 cells and reduces the expression of p53 protein. Toxicol. In Vitro 19 (2005) 41-46
16. Kelly G.S. Clinical application of N-acetylcysteine. Alt. Med. Rev. 3 (1998) 114-127
17. Kim B.R., Hu R., Keum Y.S., Vidya H., Shen G.X., Nair S.S., and Kong A.N.T. Effects of glutathione on antioxidant response element-mediated gene expression and apoptosis elicited by sulforaphane. Cancer Res. 63 (2003) 7520-7525
18. Kuhara K., Takanashi H., Hirono I., Furuya T., and Asada Y. Carcinogenic activity of clivorine, a pyrrolizidine alkaloid isolated from Ligularia Dentata. Cancer Lett. 10 (1980) 117-122
19. 2+-dependent endonuclease. Biochem. Pharmacol. 63 (2002) 225-236
20. Lieber C.S. Role of S-adenosyl-l-methionine in the treatment of liver diseases. J. Hepatol. 30 (1999) 1155-1159
21. Lieber C.S. S-adenosyl-l-methionine and alcoholic liver disease in animal models: implications for early intervention in human beings. Alcohol 27 (2002) 173-177
22. Lin G., Cui Y.Y., and Hawes E.M. Microsomal formation of a pyrrolic alcohol glutathione conjugate of clivorine. Firm evidence for the formation of a pyrrolic metabolite of an otonecine-type pyrrolizidine alkaloid. Drug Metab. Dispos. 26 (1998) 181-184
23. Lin G., Cui Y.Y., and Hawes E.M. Characterization of rat liver microsomal metabolites of clivorine, an hepatotoxic otonecine-type pyrrolizidine alkaloid. Drug Metab. Dispos. 28 (2000) 1475-1483
24. Mato J.M., Alvarez L., Ortiz P., and Pajares M.A. S-adenosyl-l-methionine synthesis: molecular mechanisms and clinical implications. Pharmacol. Therapeut. 73 (1997) 265-280
25. Menor C., Fernandez-Moreno M., Fueyo J.A., Escribano O., Olleros T., Arriaza E., Cara C., Lorusso M., Di Paola M., Roman I.D., and Guijarro L.G. Azathioprine acts upon rat hepatocytes mitochondria and stress-activated protein kinases leading to necrosis: protective role of N-acetyl-l-cysteine. J. Pharmacol. Exp. Ther. 311 (2004) 668-676
26. Roeder E. Medicinal plants in Europe containing pyrrolizidine alkaloids. Pharmazie 50 (1995) 83-98
27. Roeder E. Medicinal plants in China containing pyrrolizidine alkaloids. Pharmazie 55 (2000) 711-726
28. Rumora L., Domijan A.M., Grubisic T.Z., and Peraica M. Mycotoxin fumonisin B1 alters cellular redox balance and signaling pathways in rat liver and kidney. Toxicology 242 (2007) 31-38
29. Santra A., Chowdhury A., Ghatak S., Biswas A., and Dhali G.K. Arsenic induces apoptosis in mouse liver is mitochondria dependent and is abrogated by N-acetylcysteine. Toxicol. Appl. Pharmacol. 220 (2007) 146-155
30. Sies H., and Akerboom T.P. Glutathione disulfide (GSSG) efflux from cells and tissues. Methods Enzymol. 105 (1984) 445-451
31. Song Z., Zhou Z., Chen T., Hill D., Kang J., Barve S., and McClain C. S-Adenosylmethionine (SAMe) protects against acute alcohol-induced hepatotoxicity in mice. J. Nutr. Biochem. 14 (2003) 591-597
32. Stegelmeier B.L., Edgar J.A., Colegate S.M., Gardner D.R., Schoch T.K., Coulombe R.A., and Molyneux R.J. Pyrrolizidine alkaloid plants, metabolism and toxicity. J. Nat. Toxins 8 (1999) 95-116
33. Wang X., and Cederbaum A.L. S-adenosyl-l-methionine attenuates hepatotoxicity induced by agonistic Jo2 Fas antibody following CYP2E1 induction in mice. J. Pharmacol. Exp. Ther. 317 (2006) 44-52
34. Wu J., Soderbergh H., Karlsson K., and Danielsson A. Protective effect of S-adenosyl-l-methionine on bromobenzene- and d-galactosamine-induced toxicity to isolated rat hepatocytes. Hepatology 23 (1996) 359-365
35. Xia Q., Chou M.W., Lin G., and Fu P.P. Metabolic formation of DHP-derived DNA adducts from a representative otonecine type pyrrolizidine alkaloid clivorine and the extract of Ligularia hodgsonnii hook. Chem. Res. Toxicol. 17 (2004) 702-708
36. Yamanaka H., Nagao M., Sugimura T., Furuya T., Shirai A., and Matsushima T. Mutagenicity of pyrrolizidine alkaloids in the Salmonella/mammalian-microsome test. Mutat. Res. 68 (1979) 211-216
37. Yeh H.J., Chu T.H., and Shen T.W. Ultrastructure of continuously cultured adult human liver cell. Acta. Biol. Exp. Sin. 13 (1980) 361-364
38. Zhang Y., Mattjus P., Schmid P.C., Dong Z., Zhong S., Ma W.Y., Brown R.E., Bode A.M., Schmid H.H., and Dong Z. Involvement of the acid sphingomyelinase pathway in UVA-induced apoptosis. J. Biol. Chem. 276 (2001) 11775-11782
39. Zhang B., Zhang Y., Wang J., Zhang Y., Chen J., Pan Y., Ren L., Hu Z., Zhao J., Liao M., and Wang S. Screening and identification of a targeting peptide to hepatocarcinoma from a phage display peptide library. Mol. Med. 13 (2007) 246-254