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Protective Effects of Chalcone Derivatives for Acute Liver Injury in Mice

Guan Li-Ping    (College of Pharmacy, Yan bian University   ); Nan Ji-Xing    (College of Pharmacy, Yan bian University   ); Jin Xue-Jun    (College of Pharmacy, Yan bian University   ); Jin Qing-Hao    (College of Pharmacy, Yan bian University   ); Kwak Kyung Chell    (Department of Chemistry, Wonkwang University   ); Chai Kyu-yun    (Department of Chemistry, Wonkwang University   ); Quan Zhe-Shan    (College of Pharmacy, Yan bian University, Yanji City  );
  • 초록

    The hepatoprotective effects of chalcone derivatives were evaluated in D-galactosamine/lipopolysaccharide (D-GaIN/LPS)-induced fulminant hepatic failure in mouse. Thirteen chalcone derivatives were synthesized for study and their hepatoprotective effects were evaluated by assessing aspartate aminotransferase (AST) and alanine aminotransferase (ALT) levels in serum. Chalcone preparations were injected into mice at 12 hand 1 h before intraperitoneal injection of D-GaIN/LPS. After abdominal administration, changes in AST and ALT between the control and treated groups were observed. Ten of the synthesized chalcone derivatives exhibited inhibitory effects on D-GaIN/LPS-induced levels of AST and ALT in mice. Compounds 2, 3, 8, 9, and 12 markedly reduced serum AST and ALT at 8 h, inhibited hepatocyte necrosis and showed significant hepatoprotective activities. The activity of compound 3 was compared with the bifendate (DDB) through oral administration. Compound 3 showed much higher inhibitory effects than bifendate for decreasing AST and ALT activity. The results indicate that compound 3 has strong hepatoprotective activity through suppression of tumor necrosis factor­alpha (TNF-alpha) preduction, reduction of the histological change in the liver, and attenuated of hepatocyte apoptosis confirmed by DNA fragmentation assay.


  • 주제어

    Chalcone derivatives .   Butein .   Hepatoprotective activity .   Fulminant hepatitis.  

  • 참고문헌 (23)

    1. Kiichiro, K., Seiichi, K., Hirohide, H., Hiroko, M., Hiroyuki, M, and Yoshio, K., Suppression of lipopolysaccharide-induced tumor necrosis factor-release and liver injury in mice by naringin. Eur. J. Pharmacol., 368, 245-250 (1999) 
    2. Mas, A. and Rodes, J., Fulminant hepatic failure. Lancet, 349, 1081-1085 (1997) 
    3. Morikawa, T., Matsuda, H., Ninomiya, K., and Yoshikawa, M., Medicinal Foodstuffs XXIX. Potent protective effects of sesquiterpenes and curcumin from zedoariae rhizoma on liver injury induced by D-galactosamine/Lipopolysaccharide or tumor necrosis factor-${\alpha}$. Biol. Pharm. Bull., 25, 627-631 (2002) 
    4. Takahashi, K., Morikawa, A., Kato, Y., Sugiyama, T., Koide, N., Mu, M. M., Yoshida, T., and Yokochi, T., Flavonoids protect mice from two types of lethal shock induced by endotoxin. FEMS. Immunol. Med. Microbiol., 31, 29-33 (2001) 
    5. Hiseh, H. K., Lee, T. H., Wang, J. P., Wang, J. J., and Lin, C. N., Synthesis and anti-inflammatory effects of chalcones and related compounds. Pharm. Res., 15, 39-46 (1998) 
    6. Cheng, Z. J., Kuo, S. C., Chan, S. C., Ko, F. N., and Teng, C. M., Antioxidant properties of butein isolated from Dalbergia odorifera. Biochim. Biophys. Acta, 1392, 291-299 (1998) 
    7. Xiong, Q., Hase, K., Tezuka, Y., Namba, T., and Kadota, S., Acteoside inhibits apoptosis in D-galactosamine and lipopolysaccharide-induced liver injury. Life Sci., 65, 421-430 (1999) 
    8. Sass, G., Heinlein, S., Agli, A., Bang, R., Schumann, J., and Tiegs, G., Cytokine expression in three mouse models of experimental hepatitis. Cytokine, 19, 115-120 (2002) 
    9. Bekhit, A. A., Habib, N. S., Din, A., and Bekhit, A., Synthesis and antimicrobial evaluation of chalcone and syndrome derivatives of 4(3H)-quinazolinone. Boll. Chim. Farm., 140, 297-301 (2001) 
    10. Kawaguchi, K., Kikuchi, S., Hasegawa, H., Maruyama, H., Morita, H., and Kumazawa, Y., Suppression of lipopolysaccharideinduced tumor necrosis factor-release and liver injury in mice by naringin. Eur. J. Pharmacol., 368, 245-250 (1999) 
    11. Woo, S. W., Lee, S. H., Kang, H. C., Park, E. J., Zhao, Y. Z., Kim, Y. C., and Sohn, D. H., Butein suppresses myofibroblastic differentiation of rat-hepatic stellate cells in primary culture. J. Pharm. Pharmacol., 55, 347-352 (2003) 
    12. Arvelo, M. B., Cooper, J. T., Longo, C., Daniel, S., Grey, S. T., Mahiou, J., Czismadia, E., Abu-jawdeh, G., and Ferran, C., A20 protects mice from D-galactosamine/Lipopolysaccharide acute toxic lethal hepatitis. Hepatol., 35, 535-543 (2002) 
    13. Kosai, K. I., Matsumoto, K., Funakoshi, H., and Nakamura, T., Hepatocyte growth factor prevents endotoxin-induced lethal hepatic failure in mice. Hepatol., 30, 151-159 (1999) 
    14. Liu, M., Wilairat, P., and Go, M. L., Antimalarial alkoxylated and hydroxylated chalcones [corrected]: structure-activity relationship analysis. J. Med. Chem., 44, 4443-4452 (2001) 
    15. Murakami, S., Muramatsu, M., Aihara, H., and Otomo, S., Inhibition of gastric $H^+$, $K^+$-ATPase by the antiulcer agent, sofalcone. Biochem. Pharmacol., 42, 1447-1451 (1991) 
    16. Nakama, T., Hirono, S., Moriuchi, A., Hasuike, S., Nagata, K., Hori, T., Ido, A., Hayashi, K., and Tsubouchi, H., Etoposide prevents apoptosis in mouse liver with D-galactosamine/ lipopolysaccharide-induced fulminant hepatic failure resulting in reduction of lethality. Hepatol., 33, 1441-1450 (2001) 
    17. Kumar, S. K., Hager, E., Pettit, C., Gurulingppa, H., Davidson, N. E., and Khan, S. R., Design, synthesis, and evaluation of novel boronic-chalcone derivatives as antitumor agents. J. Med. Chem., 46, 2813-2815 (2003) 
    18. Wu, J. H., Wang, X. H., Yi, Y. H., and Lee, K. H., Anti-AIDS agents 54, A potent anti-HIV chalcone and flavonoids from genus Desmos. Bioorg. Med. Chem. Lett., 13, 1813-1815 (2003) 
    19. Galanos, C., Freudenberg, M. A., and Reutter, W., Galactosamine- induced sensitization to the lethal effects of endotoxin. Proc. Natl. Acad. Sci. U.S.A., 76, 5939-5943 (1979) 
    20. Lopez, S. N., Castelli, M. V., Zacchino, S. A., Dominguez, J. N., Lobo, G., Chrris-Charriss, J., Cortes, J. C., Ribas, J. C., Devia, C., Rodriguez, A. M., and Enrizz, R. D., In vitro antifungal evaluation and structure-activity relationships of a new series of chalcone derivatives and synthetic analogues, with inhibitory properties against polymers of the fungal cell wall. Bioorg. Med. Chem., 9, 1999-2013 (2001) 
    21. Tran, Q. L., Adnyana, I. K., Tezuka, Y., Harimaya, Y., Saiki, I., Kurashige, Y., Tran, Q. K., and Kadota, S., Hepatoprotective effect of majonoside R2, the major saponin from Vietnamese ginseng. Planta Med., 68, 402-406 (2002) 
    22. Viana, G. S., Bandeira, M. A., and Matos, F. J., Analgesic and antiinflammatory effects of chalcones isolated from Myracrodruon urundeuva allemao. Phytomedicine, 10, 189- 196 (2003) 
    23. Kim, K., Kim, Y. M., Park, M., Park, K ., Chang, H. K., Park, T. K., Chung, H. H., and Kang, C. Y., A broad spectrum caspase inhibitor blocks concanavalin A-induced hepatitis in mice. Clin. Immunol., 97, 221-233 (2000) 

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