Tannic acid, a potent inhibitor of epidermal growth factor receptor tyrosine kinase

Journal of Biochemistry

Volumn 139, Issue 3, 2006, Pages 495-502

  Yang, Er Bin ^a   Wei, Liu ^b   Zhang, Kai ^c   Chen, Yu Zong ^b   Chen, Wei Ning ^a  

^a Nanyang Technological University   (Singapore)

^b NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^c SINGAPORE GENERAL HOSPITAL   (Singapore)

Author keywords

EGF receptor; Inhibitor; Molecular modeling; Tyrosine kinase

Indexed keywords

ADENOSINE TRIPHOSPHATE; BASIC FIBROBLAST GROWTH FACTOR RECEPTOR; CYCLIC AMP DEPENDENT PROTEIN KINASE; EPIDERMAL GROWTH FACTOR RECEPTOR KINASE; GALLIC ACID; INSULIN RECEPTOR; MITOGEN ACTIVATED PROTEIN KINASE; PLATELET DERIVED GROWTH FACTOR; PROTEIN KINASE C; PROTEIN SERINE THREONINE KINASE; TANNIN;

ARTICLE; CELL CULTURE; CELL GROWTH; CONTROLLED STUDY; DRUG ACTIVITY; DRUG RECEPTOR BINDING; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; IC 50; PROTEIN PHOSPHORYLATION;

3T3 CELLS; ANIMALS; CELL LINE; GALLIC ACID; KINETICS; MICE; MODELS, MOLECULAR; RECEPTOR, EPIDERMAL GROWTH FACTOR; TANNINS;

EID: 33646343750     PISSN: 0021924X     EISSN: None     Source Type: Journal    
DOI: 10.1093/jb/mvj050     Document Type: Article

References (35)

1. Ulrich, A. and Schlessinger, J. (1990) Signal transduction by receptors with tyrosine kinase activity. Cell 61, 203-212
2. Cance, W.G. and Liu, E.T. (1995) Protein kinases in human breast cancer. Breast Cancer Res. Treatment 35, 105-114
3. Chrysogelos, S.A., and Dickson, R.B. (1994) EGF receptor expression, regulation, and function in breast cancer. Breast Cancer Res. Treatment 29, 29-40
4. Yang, E.B., Wang, D.F., Cheng, L.Y., and Mack, P. (1997) Expression and functions of growth factors and growth factor receptors in liver cancer. Cancer J. 10, 319-324
5. Madhusudan, S. and Ganesan, T.S. (2004) Tyrosine kinase inhibitors in cancer therapy. Clin. Biochem. 37, 618-635
6. Roskoski, R. Jr. (2004) The ErbB/HER receptor protein-tyrosine kinases and cancer. Biochem. Biophys. Res. Commun. 319, 1-11
7. Fry, D.W., Kraker, A.J., McMichael, A., Ambroso, L.A., Nelson, J.M., Leopold, W.R., Connors, R.W., and Bridges, A.J. (1994) A specific inhibitor of the epidermal growth factor receptor kinase. Science 265, 1093-1095
8. Morris, C. (2002) The role of EGFR-directed therapy in the treatment of breast cancer. Breast Cancer Res. Treatment 75, 51-55
9. Attoub, S., Rivat, C., Rodrigues, S., Van Bocxlaer, S., Bedin, M., Bruyneel, E., Louvet, C., Kornprobst, M., André, T., Mareel, M., Mester, J. and Gespach C. (2002) The c-kit tyrosine kinase inhibitor STI571 for colorectal cancer therapy. Cancer Res. 62, 4879-4883
10. Thomas, A.L., Morgan, B., Drevs, J., Unger, C., Wiedenmann, B., Vanhoefer, U., Laurent, D., Dugan, M. and Steward WP. (2003) Vascular endothelial growth factor receptor tyrosine kinase inhibitors: PTK787/ZK222584. Semin. Oncol. 30, 32-38
11. Laird, A.D., Vajkoczy, P., Shawver, L.K., Thurnher, A., Liang, C., Mohammadi, M., Schlessinger, J., Ullrich, A., Hubbard, S.R., Blake, R.A., Fong, T.A.T., Strawn, L.M., Sun, L., Tang, C., Hawtin, R., Tang, F., Shenoy, N., Hirth, K.P., McMahon G. and Cherrington, J.M. (2000) SU6668 is a potent antiangiogenic and antitumor agent that induces regression of established tumors. Cancer Res. 60, 4152-4160
12. Akiyama, T., Ishida, J., Nakagawa, S., Ogawara, H., Watanabe, S.I., Itoh, N., Shiburta, M., and Fakami, Y. (1987) Genistein, a specific inhibitor of tyrosine-specific protein kinases. J. Biol. Chem. 262, 5592-5595
13. Shisheva, A. and Shechter, Y. (1992) Quercetin selectively inhibits insulin receptor function in vitro and the bioresponses of insulin and insulinomimetic agents in rat adipocytes. Biochemistry 31, 8059-8063
14. Yang, E.B., Zhang, K., Cheng, L.Y., and Mack, P. (1998) Butein, a specific tyrosine kinase inhibitor. Biochem. Biophys. Res. Commun. 245, 435-438
15. Yang, E.B., Guo, Y.J., Zhang, K., Chen, Y.Z., and Mack, P. (2001) Inhibition of epidermal growth factor receptor (EGFR) tyrosine kinase by chalcone derivatives. Biochim. Biophys. Acta 1550, 144-152
16. Heywood, V.H. (1972) Plant Phenolics, Oliver & Boyd, Edinburgh
17. Laemmli, U.K. (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685
18. Hansen, M.B., Nielsen, S.E., and Berg, K. (1989) Reexamination and further development of a precise and rapid dye method for measuring cell growth/cell kill. J. Immunol. Methods 119, 203-210
19. Ewing, T.J.A. and Kuntz, I.D. (1997) Critical evaluation of search algorithms for automated molecular docking and database screening. J. Computl. Chem. 18, 1175-1189
20. Ferrin, T.E., Huang, C.C., Jarvis, L.E., and Langridge, R. (1988) The MIDAS display system. J. Mol. Graph. 6, 13-27
21. Kuntz, I.D., Blaney, J.M., Oatley, S.J., Langridge, R., and Ferrin, T.E. (1982) A geometric approach to macromolecule-ligand interactions. J. Mol. Biol. 161, 269-288
22. Shoichet, B.K., Bodian, D.L., and Kuntz, I.D. (1992) Molecular docking using shape descriptors. J. Compu. Chem. 13, 380-397
23. Meng, B.C., Shoichet, B.K., and Kuntz, I.D. (1992) Automated docking with grid-based energy evaluation. J. Comput. Chem. 13, 505-524
24. Hubbard, S.R. (1997) Crystal structure of the activated insulin receptor tyrosine kinase in complex with peptide substrate and ATP analog. EMBO J. 16, 5572-5581
25. Huang, C.C., Pettersen, E.F., Klein, T.E., Ferrin, T.E., and Langridge, R. (1991) Conic: a fast Tenderer for space-clling molecules with shadows. J. Mol. Graph. 9, 230-236
26. Yang, E.B., Zhao, Y.N., Zhang, K., and Mack, P. (1999) Daphnetin, one of coumarin derivatives, is a protein kinase inhibitor. Biochem. Biophys. Res. Commun. 260, 682-685
27. Yang, E.B., Wang, D.F., Mack, P., and Cheng, L.Y. (1996) Genistein, a tyrosine kinase inhibitor, reduces EGF-induced EGF receptor internalization and degradation in human hepatoma HepG2 cells. Biochem. Biophys. Res. Commun. 224, 309-317
28. Nepka, C., Asprodini, E., and Kouretas, D. (1999) Tannins, xenobiotic metabolism and cancer chemoprevention in experimental animals. Eur. J. Drug Metab. Pharmokinet. 24, 183-189
29. Gali-Muhtasib, H.U., Yamout, S.Z., and Sidani, M.M. (2000) Tannins protect against skin tumor promotion induced by ultraviolet-B radiation in hairless mice. Nutr. Cancer 37, 73-77
30. Marienfeld, C., Tadlock, L., Yamagiwa, Y., and Patel, T. (2003) Inhibition of cholangiocarcinoma growth by tannic acid. Hepatology 37, 1097-1104
31. Nam, S., Smith, D.M., and Dou, Q.P. (2001) Tannic acid potently inhibits tumor cell proteasome activity, increases p27 and Bax expression, and induces G1 arrest and apoptosis. Cancer Epidemiol. BiomarkersPrevent. 10, 1083-1088
32. Yang, L.L., Lee, C.Y., and Yen, K.Y. (2000) Induction of apoptosis by hydrolysable tannins from Eugenia jambos L. on human leukemia cells. Cancer Lett. 157, 65-75
33. Sakagami, H., Jiang, Y., Kusama, K., Atsumi, T., Ueha, T., Toguchi, M., Iwakura, I., Satoh, K., Ito, H., Hatano, T., and Yoshida, T. (2000) Cytotoxic activity of hydrolyzable tannins against human oral tumor cell lines-a possible mechanism. Phytomedicine 7, 39-47
34. Lin, C.C., Hsu, Y.F., and Lin, T.C. (2001) Antioxidant and free radical scavenging effects of the tannins of Terminalia catappa L. Anticancer Res. 21, 237-243
35. Andrade, E.G., Jr, Dalvi, L.T., Silva, J.M., Jr, Lopes, G.K., Alonso, A., and Hermes-Lima, M. (2005) The antioxidant effect of tannic acid on the in vitro copper-mediated formation of free radicals. Arch. Biochem. Biophys. 437, 1-9