Inhibition of tumor necrosis factor-α (TNF-α)/TNF-α receptor binding by structural analogues of suramin

Biochemical Pharmacology

Volumn 58, Issue 5, 1999, Pages 851-859

  Mancini, Francesca ^a   Toro, Carola Marani ^a   Mabilia, Massimo ^b   Giannangeli, Marilena ^a   Pinza, Mario ^a   Milanese, Claudio ^a  

^a Università Politecnica delle Marche ACRAF Gruppo Angelini   (Italy)

^b S IN Soluzioni Informatiche   (Italy)

Author keywords

Evans blue; Molecular modeling; p55 receptor; Suramin; Trypan blue; Tumor necrosis factor

Indexed keywords

EVANS BLUE; NAPHTHALENE DERIVATIVE; SULFONAZO III; SURAMIN; TRYPAN BLUE; TUMOR NECROSIS FACTOR ALPHA; TUMOR NECROSIS FACTOR RECEPTOR;

ARTICLE; DRUG RECEPTOR BINDING; ENZYME IMMUNOASSAY; HUMAN; MOLECULAR MODEL; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ANTIGENS, CD; BINDING, COMPETITIVE; COMPUTER SIMULATION; HUMANS; MODELS, MOLECULAR; PROTEIN CONFORMATION; RECEPTORS, TUMOR NECROSIS FACTOR; RECEPTORS, TUMOR NECROSIS FACTOR, TYPE I; SURAMIN; TRYPANOCIDAL AGENTS; TUMOR NECROSIS FACTOR-ALPHA;

EID: 0032807795     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(99)00150-1     Document Type: Article

References (34)

1. Carswell E.A., Old L.J., Kassel R.L., Green S., Fiore N., Williamson B. An endotoxin-induced serum factor that causes necrosis of tumors. Proc Natl Acad Sci USA. 72:1975;3666-3670.
2. Oliff A., Defeo-Jones D., Boyer M., Martinez D., Kiefer D., Vuocolo G., Wolfe A., Socher S.H. Tumors secreting human TNF/cachectin induce cachexia in mice. Cell. 50:1987;555-563.
3. Pennica D., Nedwin G.E., Hayflick J.S., Seeburg P.H., Derynck R., Palladino M.A., Kohr W.J., Aggarwal B.B., Goeddel D.V. Human tumor necrosis factor Precursor structure, expression and homology to lymphotoxin . Nature. 321:1984;724-729.
4. Smith R.A., Baglioni C. The active form of tumor necrosis factor is a trimer. J Biol Chem. 262:1987;6951-6954.
5. Loetscher H., Pan Y.C., Lahm H.W., Gentz R., Brockhaus M., Tabuchi H., Lesslauer W. Molecular cloning and expression of the human 55 kd tumor necrosis factor receptor. Cell. 61:1990;351-359.
6. Smith C.A., Davis T., Anderson D., Solam L., Beckmann M.P., Jerzy R., Dower S.K., Cosman D., Goodwin R.G. A receptor for tumor necrosis factor defines an unusual family of cellular and viral proteins. Science. 248:1990;1019-1023.
7. Tracey K.J., Fong Y., Hesse D.G., Manogue K.R., Lee A.T., Kuo G.C., Lowry S.F., Cerami A. Anti-cachectin/TNF monoclonal antibodies prevent septic shock during lethal bacteraemia. Nature. 330:1987;662-664.
8. Beutler B., Greenwald D., Hulmes J.D., Chang M., Pan Y.C., Mathison J., Ulevitch R., Cerami A. Identity of tumor necrosis factor and the macrophage-secreted factor cachectin. Nature. 316:1985;552-554.
9. Duh E.J., Maury W.J., Folks T.M., Fauci A.S., Rabson A.B. Tumor necrosis factor α activates human immunodeficiency virus type 1 through induction of nuclear factor binding to the NF-kappa B sites in the long terminal repeat. Proc Natl Acad Sci USA. 86:1989;5974-5978.
10. Pujol-Borrel R., Todd I., Doshi M., Bottazzo G.F., Sutton R., Gray D., Adolf G.R., Feldmann M. HLA class II induction in human islet cells by interferon-gamma plus tumor necrosis factor or lymphotoxin. Nature. 326:1987;304-306.
11. Fiers W. Tumor necrosis factor. Characterization at the molecular, cellular and in vivo level. FEBS Lett. 285:1991;199-212.
12. La Rocca R.V., Stein C.A., Myers C.E. Suramin Prototype of a new generation of antitumor compounds . Cancer Cells. 2:1990;106-115.
13. Alzani R., Cozzi E., Corti A., Temponi M., Trizio D., Gigli M., Rizzo V. Mechanism of suramin-induced deoligomerization of tumor necrosis factor alpha. Biochemistry. 34:1995;6344-6350.
14. Eck M.J., Sprang S.R. The structure of tumor necrosis factor-alpha at 2.6 angstroms resolution: Implications for receptor binding. J Biol Chem. 264:1989;17595-17605.
15. Laskowski R.A., Mac Arthur M.W., Moss D.S., Thornton J.M. PROCHECK A program to check the stereochemical quality of protein structures . J Appl Crystallogr. 26:1993;283-291.
16. Weiner S.J., Kollman P.A., Case D.A., Singh U.C., Chio C., Alagona G., Profeta S., Weiner P. A new forcefield for molecular mechanical simulation of nucleic acids and proteins. J Am Chem Soc. 106:1984;765-775.
17. Weiner S.J., Kollman P.A., Nguyen D.T., Case D.A. An all atom force field for simulations of proteins and nucleic acids. J Comput Chem. 7:1986;230-240.
18. Polak E., Ribiere G. PR Conjugate Gradient (PRCG) - Best general method. Revue Francaise Inf Rech Oper. 16-R1:1969;35-46.
19. 2 torsional terms. J Am Chem Soc. 99:1977;8127-8134.
20. Ponder J.W., Richards F.M. An efficient Newton-like method for molecular mechanics energy minimization of large molecules. J Comput Chem. 8:1987;1016-1024.
21. Goodmann J., Still W.C. An unbounded systematic search of conformational space. J Comput Chem. 12:1991;1110-1117.
22. Halgren T.A. Extension of MMFF94 using experimental data, additional computational data and empirical rules. J Comput Chem. 17:1996;490-641.
23. Still W.C., Tempczyk A., Hawley R.C., Hendrickson T. Semianalytical treatment of solvation for molecular mechanics and dynamics. J Am Chem Soc. 112:1990;6127-6131.
24. Van der Poll T., Lowry S.F. Tumor necrosis factor in sepsis Mediator of multiple organ failure or essential part of host defense? Shock. 3:1995;1-12.
25. Renno T., Krakowski M., Piccirillo C., Lin J.Y., Owens T. TNF-α expression by resident microglia and infiltrating leukocytes in the central nervous system of mice with experimental allergic encephalomyelitis. Regulation by Th1 cytokines. J Immunol. 154:1995;944-953.
26. Murch S.H., Braegger C.P., Walker-Smith J.A., MacDonald T.T. Location of tumor necrosis factor-α by immunohistochemistry in chronic inflammatory bowel disease. Gut. 35:1994;1705-1709.
27. Smith-Oliver T., Noel L.S., Stimpson S.S., Yarnall D.P., Connolly K.M. Elevated levels of TNF in the joints of adjuvant arthritic rats. Cytokine. 5:1993;298-305.
28. Lee J.C., Laydon J.T., McDonnell P.C., Gallagher T.F., Kumar S., Green D., McNulty D., Blumenthal M.J., Heys J.R., Landvatter S.W., Strickler J.E., McLaughlin M.M., Siemens I.R., Fisher S.M., Livi G.P., White J.R., Adams J.L., Young P.R. A protein kinase involved in the regulation of inflammatory cytokine biosynthesis. Nature. 372:1994;739-746.
29. Moreira A.L., Sampaio E.P., Zmuidzinas A., Frindt P., Smith K.A., Kaplan G. Thalidomide exerts its inhibitory action on tumor necrosis factor-α by enhancing mRNA degradation. J Exp Med. 177:1993;1675-1680.
30. McGeehan G.M., Becherer J.D., Bast R.C., Boyer C.M., Champion B., Connolly K.M., Conway J.G., Furdon P., Karp S., Kidao S., McElroy A.B., Nichols J., Pryzwansky K.M., Schoenen F., Sekut L., Truesdale A., Verghese M., Warner J., Ways J.P. Regulation of tumor necrosis factor-α processing by a metalloproteinase inhibitor. Nature. 370:1994;558-561.
31. Williams R.O., Feldmann M., Maini R.N. Anti-tumor necrosis factor ameliorates joint disease in murine collagen-induced arthritis. Proc Natl Acad Sci USA. 89:1992;9784-9788.
32. Wooley P.H., Dutcher J., Widmer M.B., Gillis S. Influence of a recombinant human soluble tumor necrosis factor receptor Fc fusion protein on type II collagen-induced arthritis in mice. J Immunol. 151:1993;6602-6607.
33. Middaugh C.R., Mach H., Burke C.J., Volkin D.B., Dabora J.M., Tsai P.K., Bruner M.W., Ryan J.A., Marfia K.E. Nature of the interaction of growth factors with suramin. Biochemistry. 31:1992;9016-9024.
34. Alzani R., Corti A., Grazioli L., Cozzi E., Ghezzi P., Marcucci F. Suramin induces deoligomerization of human tumor necrosis factor alpha. J Biol Chem. 268:1993;12526-12529.