Inhibition of inducible TNF-α expression by oxaspirodion, a novel spiro-compound from the ascomycete Chaetomium subspirale

Biological Chemistry

Volumn 385, Issue 9, 2004, Pages 829-834

  Rether, Jan ^a   Erkel, Gerhard ^a   Anke, Timm ^a   Sterner, Olov ^b  

^a IBWF   (Germany)

^b LUND UNIVERSITY   (Sweden)

Author keywords

ERK; NF B; Oxaspirodion; TNF synthesis

Indexed keywords

IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; IONOMYCIN; LUCIFERASE; MITOGEN ACTIVATED PROTEIN KINASE 1; OXASPIRODION; PHORBOL 13 ACETATE 12 MYRISTATE; SPIRO COMPOUND; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

ARTICLE; ASCOMYCETES; CELL STIMULATION; CHAETOMIUM; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; IC 50; LEUKEMIA CELL LINE; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; PROTEIN PHOSPHORYLATION; REPORTER GENE; T LYMPHOCYTE ACTIVATION;

ANIMALS; ASCOMYCOTA; CHAETOMIUM; FURANS; GENE EXPRESSION REGULATION; HELA CELLS; HUMANS; JURKAT CELLS; MICE; SPIRO COMPOUNDS; TUMOR NECROSIS FACTOR-ALPHA; U937 CELLS;

CHAETOMIUM;

EID: 5044221540     PISSN: 14316730     EISSN: None     Source Type: Journal    
DOI: 10.1515/BC.2004.108     Document Type: Article

References (31)

1. Aggarwal, B.B. (2003). Signaling pathways of the TNF superfamily: a double-edged sword. Nat. Rev. Immunol. 3, 745-756.
2. Arnott, I.D.R., Watts, D. and Satsangi, J. (2003). Azathioprine and anti-TNF-α therapies in Crohn's disease: a review of pharmacology, clinical efficacy and safety. Pharmacol. Res. 47, 1-10.
3. Calabrese, L. and Fleischer Jr., A.B. (2000). Thalidomide: current and potential clinical applications. Am. J. Med. 108, 487-495.
4. DeSilva, D.R., Jones, E.A., Favata, M.F., Jaffee, B.D., Magolda, R.L., Traskos, J.M. and Scherle, P.A. (1998). Inhibition of mitogen-activated protein kinase blocks T cell proliferation but does not induce or prevent anergy. J. Immunol. 160, 4175-4181.
5. Erkel, G., Anke, T. and Sterner, O. (1996). Inhibition of NF-κB activation by panepoxydone. Biochem. Biophys. Res. Commun. 226, 214-221.
6. Falvo, J.V., Uglialoro, A.M., Brinkman, B.M.N., Merika, M., Parekh, B.S., Tsai, E.Y., King, H.C., Morielli, A.D., Peralta, E.G., Maniatis, T., Thanos, D. and Goldfield, A.E. (2000). Stimulus-specific assembly of enhancer complex on the tumor necrosis factor alpha gene promoter. Mol. Cell. Biol. 20, 2239-2247.
7. Feldmann, F., and Maini, R.N. (2001). Anti-TNF-α therapy of rheumatoide arthritis: what we have learned. Annu. Rev. Immunol. 19, 163-196.
8. Haas R., Lonnemann, G., Mannel, D., Topley, N., Hartmann, A., Kohler, L., Resch, K. and Goppelt-Strube, M. (1991). Regulation of TNF-α IL-1 and IL-6 synthesis in differentiating human monoblastoid leukemic U937 cells. Leukoc. Res. 15, 327-339.
9. Habtemariam, S. (2000). Natural inhibitors of tumor necrosis factor-α production, secretion and function. Planta Med. 4, 303-313.
10. Hoffmeyer, A., Grosse-Wilde, A., Flory, E., Neufeldt, B., Kunz, M., Rapp, U.R. and Ludwig, S. (1999). Different mitogen-activated protein kinase signaling pathways cooperate to regulate tumor necrosis factor α gene expression in T lymphocytes. J. Biol. Chem. 274, 4319-4327.
11. Iñiguez, M.A., Martínez-Martínez, S., Punzón, C., Redondo, J.M. and Fresno, M. (2000). An essential role of the nuclear factor of activated T cells in the regulation of the expression of the cyclooxygenase-2 gene in human T lymphocytes. J. Biol. Chem. 275, 23627-23635.
12. Kleinert, H., Schwarz, P.M. and Förstermann, U. (2003). Regulation of the expression of inducible nitric oxide synthase. Biol. Chem. 384, 1342-1364.
13. Kuprash, D.V., Udalova, I.A., Turetskaya, R.L., Kwiatkowski, D., Rice, N.R. and Nedospasov, S.A. (1999). Similarities and differences between human and murine TNF promoters in their response to lipopolysaccharide. J. Immunol. 162, 4045-4052.
14. Lewis, A.J. and Manning, A.M. (1999). New targets for anti-inflammatory drugs. Curr. Opin. Chem. Biol. 3, 489-494.
15. Mestre, J.R., Mackrell, P.J., Rivadeneira, D.E., Stapleton, P.P., Tanabe, T. and Daly, J.M. (2001). Redundancy in the signalling pathways and promoter elements regulating cyclooxygenase-2 gene expression in endotoxin-treated macrophages/monocytic cells. J. Biol. Chem. 276, 3977-3982.
16. Rether, J., Erkel, G., Anke, T. and Sterner, O. (2004). Oxaspirodion, a new inhibitor of inducible TNF-α expression from the ascomycete Chaetomium subspirale. Production, isolation and structure elucidation. J. Antibiot., in press.
17. Rutault, K., Hazzalin, C.A and Mahadevan, L.C. (2001). Combination of ERK and p38 MAPK inhibitors ablate tumor necrosis factor-α (TNF-α) mRNA induction. J. Biol. Chem. 276, 6666-6674.
18. Shaulian, E. and Karin, M. (2001). AP-1 in cell proliferation and survival. Oncogene 20, 2390-2400.
19. Silberborth, S., Stumpf, A., Erkel, G., Anke, T. and Sterner, O. (2002). Gerronemins A-F, cytotoxic biscatechols from a Gerronema species. Phytochemistry 59, 643-648.
20. Surh, Y.-J., Chun, K.-S., Cha, H.-H., Han, S.S., Keum, Y.-S., Park, K.-K. and Lee, S.S. (2001). Molecular mechanisms underlying chemopreventive activities of anti-inflammatory phytochemicals: down-regulation of COX-2 and iNOS through suppression of NF-κB activiation. Mutat. Res. 480-481, 243-268.
21. Swantek, J.L., Christerson, L. and Cobb, M.H. (1999). Lipopolysaccharide-induced tumor necrosis factor-α promoter activity is inhibitor of nuclear factor-κB kinase dependent. J. Biol. Chem. 274, 11667-11671.
22. Takashiba, S., Shapira, L., Amar, S. and Van Dyke, T.E. (1993). Cloning and characterization of human TNFα promoter region. Gene 131, 307-308.
23. p. Mol. Cell. Biol. 16, 459-467.
24. p and ATF-2/Jun. Mol. Cell. Biol. 16, 5232-5244.
25. Tsytsykova, A.V. and Goldfield, A.E. (2002). Inducer-specific enhanceosome formation controls tumor necrosis factor α gene expression in T lymphocytes. Mol. Cell. Biol. 22, 2620-2631.
26. Weber, W., Anke, T., Stefan, B. and Steglich, W. (1990). Antibiotics from basidiomycetes. XXXII. Strobilurin E: a new cytostatic and antifungal E-β-methoxyacrylate antibiotic from Crepidotus fulvotomentosus Peck. J. Antibiot. 43, 207-212.
27. Weidler, M., Rether, J., Anke, T. and Erkel, G. (2000). Inhibition of interleukin-6 signaling by galiellalactone. FEBS Lett. 484, 1-6.
28. Yamamoto, Y. and Gaynor, R.B. (2001). Therapeutic potential of inhibition of the NF-κB pathway in the treatment of inflammation and cancer. J. Clin. Invest. 107, 135-142.
29. Yao, J., Mackman, N., Edgington, T.S. and Fan, S.-T. (1997). Lipopolysaccharide induction of the tumor necrosis factor-α promoter in human monocytic cells. J. Biol. Chem. 272, 17795-17801.
30. Zhang, M. and Tracy, K.J. (1998). Tumor necrosis factor. In: The Cytokine Handbook, 3rd Edition, A. Thomson, ed. (San Diego, USA: Academic Press), pp 517-592.
31. Zhu, W., Downey, J.S., Gu, J., Di Padova, F., Gram, H. and Han, J. (2000). Regulation of TNF expression by multiple mitogen-activated protein kinase pathways. J. Immunol. 164, 6349-6358.