O-Methylated Catechíns from Tea Leaves Inhibit Multiple Protein Kinases in Mast Cells

Journal of Immunology

Volumn 172, Issue 7, 2004, Pages 4486-4492

  Maeda Yamamoto, Mari ^a   Inagaki, Naoki ^b   Kitaura, Jiro ^d   Chikumoto, Takao ^b   Kawahara, Hiroharu ^c   Kawakami, Yuko ^d   Sano, Mitsuaki ^a   Miyase, Toshio ^a   Tachibana, Hirofumi ^c   Nagai, Hiroichi ^b   Kawakami, Toshiaki ^a,d  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

^c KYUSHU UNIVERSITY   (Japan)

^d LA JOLLA INSTITUTE FOR ALLERGY AND IMMUNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIALLERGIC AGENT; ANTIGEN; BRUTON TYROSINE KINASE; CALCIUM; CATECHIN; EPIGALLOCATECHIN 3 O (3 O METHYL)GALLATE; EPIGALLOCATECHIN 3 O (4 O METHYL)GALLATE; EPIGALLOCATECHIN GALLATE; IMMUNOGLOBULIN E; LEUKOTRIENE; PROTEIN KINASE; PROTEIN KINASE B; PROTEIN KINASE LYN; PROTEIN KINASE SYK; PROTEIN SERINE THREONINE KINASE; PROTEIN TYROSINE KINASE; STRESS ACTIVATED PROTEIN KINASE; UNCLASSIFIED DRUG; DRUG DERIVATIVE; ENZYME INHIBITOR; MITOGEN ACTIVATED PROTEIN KINASE; MITOGEN ACTIVATED PROTEIN KINASE 1; PROTEIN KINASE C; PROTEIN KINASE C BETA; PROTEIN KINASE INHIBITOR; STRESS ACTIVATED PROTEIN KINASE 1;

ALLERGY; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CELL ACTIVATION; CONTROLLED STUDY; CYTOKINE PRODUCTION; CYTOKINE RELEASE; DRUG MECHANISM; ENZYME ACTIVATION; ENZYME INHIBITION; HISTAMINE RELEASE; MALE; MAST CELL; METHYLATION; MOUSE; NONHUMAN; PLANT LEAF; PRIORITY JOURNAL; TEA; ANIMAL; CBA MOUSE; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; ENZYMOLOGY; IMMUNOLOGY; METABOLISM; PASSIVE SKIN ANAPHYLAXIS; SIGNAL TRANSDUCTION;

ANIMALS; ANTI-ALLERGIC AGENTS; CATECHIN; ENZYME ACTIVATION; ENZYME INHIBITORS; MAST CELLS; METHYLATION; MICE; MICE, INBRED CBA; MITOGEN-ACTIVATED PROTEIN KINASE 1; MITOGEN-ACTIVATED PROTEIN KINASE 8; MITOGEN-ACTIVATED PROTEIN KINASES; PASSIVE CUTANEOUS ANAPHYLAXIS; PLANT LEAVES; PROTEIN KINASE C; PROTEIN KINASE INHIBITORS; PROTEIN KINASES; PROTEIN-SERINE-THREONINE KINASES; PROTEIN-TYROSINE KINASES; SIGNAL TRANSDUCTION; TEA;

EID: 1642281177     PISSN: 00221767     EISSN: None     Source Type: Journal    
DOI: 10.4049/jimmunol.172.7.4486     Document Type: Article

References (51)

1. Galli, S. J., and C. S. Lantz. 1999. Allergy. In Fundamental Immunology. W. E. Paul, ed. Lippincott-Raven Press, Philadelphia, p. 1137.
2. Kinet, J. P. 1999. The high-affinity IgE receptor (FcεRI): from physiology to pathology. Annu. Rev. Immunol. 17:931.
3. Blank, U., C. Ra, L. Miller, K. White, H. Metzger, and J. P. Kinet. 1989. Complete structure and expression in transfected cells of high affinity IgE receptor. Nature 337:187.
4. Eiseman, E., and J. B. Bolen. 1992. Engagement of the high-affinity IgE receptor activates src protein-related tyrosine kinases. Nature 355:78.
5. Reth, M. 1989. Antigen receptor tail clue. Nature 338:383.
6. Cambier, J. C. 1995. Antigen and Fc receptor signaling: the awesome power of the immunoreceptor tyrosine-based activation motif (ITAM). J. Immunol. 155:3281.
7. Jouvin, M. H., M. Adamczewski, R. Numerof, O. Letourneur, A. Valle, and J. P. Kinet. 1994. Diffierential control of the tyrosine kinases Lyn and Syk by the two signaling chains of the high affinity immunoglobulin E receptor. J. Biol. Chem. 269:5918.
8. Kihara, H., and R. P. Siraganian. 1994. Src homology 2 domains of Syk and Lyn bind to tyrosine-phosphorylated subunits of the high affinity IgE receptor. J. Biol. Chem. 269:22427.
9. Wilson, B. S., N. Kapp, R. J. Lee, J. R. Pfeiffer, A. M. Martinez, Y. Platt, F. Letoumeur, and J. M. Oliver. 1995. Distinct functions of the FcεRI γ and β subunits in the control of FcεRI-mediated tyrosine kinase activation and signaling responses in RBL-2H3 mast cells. J. Biol. Chem. 270:4013.
10. Kawakami, Y., L. Yao, T. Miura, S. Tsukada, O. N. Witte, and T. Kawakami. 1994. Tyrosine phosphorylation and activation of Bruton tyrosine kinase upon FcεRI cross-linking. Mol. Cell. Biol. 14:5108.
11. Rawlings, D. J., A. M. Scharenberg, H. Park, M. I. Wahl, S. Lin, R. M. Kato, A. C. Fluckiger, O. N. Witte, and J. P. Kinet. 1996. Activation of BTK by a phosphorylation mechanism initiated by SRC family kinases. Science 271:822.
12. 2+ following B-cell receptor activation. EMBO J. 17:1973.
13. Scharenberg, A. M., O. El-Hillal, D. A. Fruman, L. O. Beitz, Z. Li, S. Lin, I. Gout, L. C. Cantley, D. J. Rawlings, and J. P. Kinet. 1998. Phosphatidylinositol-3,4,5-trisphosphate (PtdIns-3,4,5-P3)/Tec kinase-dependent calcium signaling pathway: a target for SHIP-mediated inhibitory signals. EMBO J. 17:1961.
14. Tsai, M., R. H. Chen, S. Y. Tam, J. Blenis, and S. J. Galli. 1993. Activation of MAP kinases, pp90rsk and pp70-S6 kinases in mouse mast cells by signaling through the c-kit receptor tyrosine kinase or FcεRI: rapamycin inhibits activation of pp70-S6 kinase and proliferation in mouse mast cells. Eur. J. Immunol. 23:3286.
15. Offermanns, S., S. V. Jones, E. Bombien, and G. Schultz. 1994. Stimulation of mitogen-activated protein kinase activity by different secretory stimuli in rat basophilic leukemia cells. J. Immunol. 152:250.
16. 2 pathway in a rat mast cell line: indications of different pathways for release of arachidonic acid and secretory granules. J. Immunol. 154:5391.
17. Kawakami, Y., T. Miura, R. Bissonnette, D. Hata, W. N. Khan, T. Kitamura, M. Maeda-Yamamoto, S. E. Hartman, L. Yao, F. W. Alt, and T. Kawakami. 1997. Bruton's tyrosine kinase regulates apoptosis and JNK/SAPK kinase activity. Proc. Natl. Acad. Sci. USA 94:3938.
18. Ishizuka, T., A. Oshiba, N. Sakata, N. Terada, G. L. Johnson, and E. W. Gelfand. 1996. Aggregation of the FcεRI on mast cells stimulates c-Jun amino-terminal kinase activity: a response inhibited by wortmannin. J. Biol. Chem. 271:12762.
19. Kawakami, Y., J. Kitaura, S. E. Hartman, C. A. Lowell, R. P. Siraganian, and T. Kawakami. 2000. Regulation of protein kinase CβI by two protein-tyrosine kinases, Btk and Syk. Proc. Natl. Acad. Sci. USA 97:7423.
20. Kitaura, J., K. Asai, M. Maeda-Yamamoto, Y. Kawakami, U. Kikkawa, and T. Kawakami. 2000. Akt-dependent cytokine production in mast cells. J. Exp. Med. 192:729.
21. Lambert, J. D., and C. S. Yang. 2003. Cancer chemopreventive activity and bioavailability of tea and tea polyphenols. Mutat. Res. 523:201.
22. Cao, Y., and R. Cao. 1999. Angiogenesis inhibited by drinking tea. Nature 398:381.
23. Maeda-Yamamoto, M., H. Kawahara, N. Tahara, K. Tsuji, Y. Hara, and M. Isemura. 1999. Effects of tea polyphenols on the invasion and matrix metalloproteinases activities of human fibrosarcoma HT1080 cells. J. Agric. Food Chem. 47:2350.
24. Maeda-Yamamoto, M., N. Suzuki, Y. Sawai, T. Miyase, M. Sano, A. Hashimoto-Ohta, and M. Isemura. 2003. Association of suppression of extra-cellular signal-regulated kinase phosphorylation by epigallocatechin gallate with the reduction of matrix metalloproteinase activities in human fibrosarcoma HT1080 cells. J. Agric. Food Chem. 51:1858.
25. Isemura, M., Y. Suzuki, K. Satoh, K. Narumi, and M. Motomiya. 1993. Effects of catechins on the mouse lung carcinoma cell adhesion to the endothelial cells. Cell Biol. Int. 17:559.
26. Sazuka, M., S. Murakami, M. Isemura, K. Satoh, and T. Nukiwa. 1995. Inhibitory effects of green tea infusion on in vitro invasion and in vivo metastasis of mouse lung carcinoma cells. Cancer Lett. 98:27.
27. Okuda, T., Y. Kimura, T. Yoshida, T. Hatano, H. Okuda, and S. Arichi. 1983. Studies on the activities of tannins and related compounds from medicinal plants and drugs. I. Inhibitory effects on lipid peroxidation in mitochondria and microsomes of liver. Chem. Pharm. Bull. 31:1625.
28. Bors, W., and M. Saran. 1987. Radical scavenging by flavonoid antioxidants. Free Radical Res. Commun. 2:289.
29. Hashimoto, F., M. Ono, C. Masuoka, Y. Ito, Y. Sakata, K. Shimizu, G. Nonaka, I. Nishioka, and T. Nohara. 2003. Evaluation of the anti-oxidative effect (in vitro) of tea polyphenols. Biosci. Biotechnol. Biochem. 67:396.
30. Yokozawa, T., H. Okura, S. Sakanaka, S. Ishigaki, and M. Kim. 1994. Depressor effect of tannin in green tea on rats with renal hypertension. Biosci. Biotechnol. Biochem. 58:855.
31. Chisaka, T., H. Matsuda, Y. Kubomura, M. Mochizuki, J. Yamahara, and H. Fujimura. 1988. The effect of crude drugs on experimental hypercholesteremia: mode of action of (-)-epigallocatechin gallate in tea leaves. Chem. Pharm. Bull. 36:227.
32. Murase, T., A. Nagasawa, J. Suzuki, T. Hase, and I. Tokimitsu. 2002. Beneficial effects of tea catechins on diet-induced obesity: stimulation of lipid catabolism in the liver. Int. J. Obes. Relat. Metab. Disord. 26:1459.
33. Sakanaka, S., N. Shiumua, M. Masumi, M. M. Kim, and T. Yamamoto. 1992. Preventive effect of green tea polyphenols against dental caries in conventional rats. Biosci. Biotechnol. Biochem. 56:592.
34. Fukai, K., T. Ishigami, and Y. Hara. 1991. Antibacterial activity of tea polyphenols against phytopathogenic bacteria. Agric. Biol. Chem. 55:1895.
35. Okubo, T., N. Ishihara, A. Okura, M. Serit, M. M. Kim. T. Yamamoto, and T. Mitsuoka. 1992. In vitro effects of tea polyphenols intake on human intestinal microflora and metabolism. Biosci. Biotechnol. Biochem. 56:588.
36. Sano, M., M. Suzuki, T. Miyase, K. Yoshino, and M. Maeda-Yamamoto. 1999. Novel antiallergic catechin derivatives isolated from oolong tea. J. Agric. Food Chem. 47:1906.
37. Suzuki, M., K. Yoshino, M. Maeda-Yamamoto, T. Miyase, and M. Sano. 2000. Inhibitory effects of tea catechins and O-methylated derivatives of (-)-epigallocatechin-3-O-gallate on mouse type IV allergy. J. Agric. Food Chem. 48:5649.
38. Ohmori, Y., M. Ito, M. Kishi, H. Mizutani, T. Katada, and H. Konishi. 1995. Antiallergic constituents from oolong tea stem. Biol. Pharm. Bull. 18:683.
39. Maeda-Yamamoto, M., H. Kawahara, N. Matsuda, K. Nesumi, M. Sano, K. Tsuji, Y. Kawakami, and T. Kawakami. 1998. Effects of tea infusions of various varieties or different manufacturing types on inhibition of mouse mast cell activation. Biosci. Biotechnol. Biochem. 62:2277.
40. Fukamachi, H., N. Yamada, T. Miura, T. Kato, M. Ishikawa, E. Gulbins, A. Altman, Y. Kawakami, and T. Kawakami. 1994. Identification of a protein, SPY75, with repetitive helix-turn-helix motifs and an SH3 domain as a major substrate for protein tyrosine kinase(s) activated by FcεRI cross-linking. J. Immunol. 152:642.
41. Han, W., L. Yao, and T. Kawakami. 1998. Expression of Bruton's tyrosine kinase in Sf9 insect cells. Chin. J. Biochem. Mol. Biol. 14:269.
42. Hata, D., J. Kitaura, S. E. Hartman, Y. Kawakami, T. Yokota, and T. Kawakami. 1998. Bruton's tyrosine kinase-mediated interleukin-2 gene activation in mast cells: dependence on the c-Jun N-terminal kinase activation pathway. J. Biol. Chem. 273:10979.
43. Baus, E., J. Urbain, O. Leo, and F. Andris, 1994. Flow cytometric measurement of calcium influx in murine T cell hybrids using Fluo-3 and an organic-anion transport inhibitor. J. Immunol. Methods 173:41.
44. Hata, D., Y. Kawakami, N. Inagaki, C. S. Lantz, T. Kitamura, W. N. Khan, M. Maeda-Yamamoto, T. Miura, W. Han, S. E. Hartman, et al. 1998. Involvement of Bruton's tyrosine kinase in FcεRI-dependent mast cell degranulation and cytokine production. J. Exp. Med. 187:1235.
45. Matsuo, N., K. Yamada, K. Shoji, M. Mori, and M. Sugano. 1997. Effect of tea polyphenols on histamine release from rat basophilic leukemia (RBL-2H3) cells: the structure-inhibitory activity relationship. Allergy 52:58.
46. 2+ and purified isozymes in washed permeabilized cells. J. Biol. Chem. 268:1749.
47. Ishizuka, T., N. Terada, P. Gerwins, E. Hamelmann, A. Oshiba, G. R. Fanger, G. L. Johnson, and E. W. Gelfand. 1997. Mast cell tumor necrosis factor a production is regulated by MEK kinases. Proc. Natl. Acad. Sci. USA 94:6358.
48. Garrington, T. P., T. Ishizuka, P. J. Papst, K. Chayama, S. Webb, T. Yujiri, W. Sun, S. Sather, D. M. Russell, S. B. Gibson, et al. 2000. MEKK2 gene disruption causes loss of cytokine production in response to IgE and c-Kit ligand stimulation of ES cell-derived mast cells. EMBO J. 19:5387.
49. Karin, M. 1995. The regulation of AP-1 activity by mitogen-activated protein kinases. J. Biol. Chem. 270:16483.
50. Moriya, K., J. Rivera, S. Odom, Y. Sakuma, K. Muramato, T. Yoshiuchi, M. Miyamoto, and K. Yamada. 1997. ER-27319, an acridone-related compound, inhibits release of antigen-induced allergic mediators from mast cells by selective inhibition of Fcε receptor I-mediated activation of Syk. Proc. Natl. Acad. Sci. USA 94:12539.
51. Kawakami, Y., S. E. Hartman, E. Kinoshita, H. Suzuki, J. Kitaura, L. Yao, N. Inagaki, A. Franco, D. Hata, M. Maeda-Yamamoto, et al. 1999. Terreic acid, a quinone epoxide inhibitor of Bruton's tyrosine kinase. Proc. Natl. Acad. Sci. USA 96:2227.