The immunosuppressive activities of newly synthesized azaphenothiazines in human and mouse models

Cellular and Molecular Biology Letters

Volumn 14, Issue 4, 2009, Pages 622-635

  Zimecki, Michał ^a   Artym, Jolanta ^a   Kocięba, Maja ^a   Pluta, Krystian ^b   Morak Młodawska, Beata ^b   Jeleń, Małgorzata ^b  

^a INSTITUTE OF IMMUNOLOGY AND EXPERIMENTAL THERAPY   (Poland)

^b MEDICAL UNIVERSITY OF SILESIA   (Poland)

Author keywords

Azaphenothiazines; Cytokines; Immune response; PBMC; Proliferation

Indexed keywords

2,7 DIAZAPHENOTHIAZINE; 6 (3 DIMETHYLAMINOPROPYL)DIQUINOTHIAZINE; CD3 ANTIBODY; CHLORPROMAZINE; IMMUNOSUPPRESSIVE AGENT; INTERLEUKIN 6; OVALBUMIN; PHENOTHIAZINE DERIVATIVE; PHYTOHEMAGGLUTININ; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG; CYTOKINE; HETEROCYCLIC COMPOUND; LIPOPOLYSACCHARIDE;

ADULT; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; CYTOKINE PRODUCTION; DELAYED HYPERSENSITIVITY; DRUG CYTOTOXICITY; DRUG SYNTHESIS; ERYTHROCYTE; FEMALE; HUMAN; HUMAN CELL; HUMORAL IMMUNITY; IMMUNOSUPPRESSIVE TREATMENT; LYMPHOCYTE PROLIFERATION; MALE; MOUSE; NONHUMAN; NORMAL HUMAN; PERIPHERAL BLOOD MONONUCLEAR CELL; SHEEP; SPLEEN CELL; ANIMAL; BIOLOGICAL MODEL; BIOSYNTHESIS; CBA MOUSE; CELL CULTURE; CELL PROLIFERATION; CHEMICAL STRUCTURE; DRUG EFFECT; MIDDLE AGED; MONONUCLEAR CELL; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

MUS; OVIS ARIES;

ADULT; ANIMALS; AZA COMPOUNDS; CELL PROLIFERATION; CELLS, CULTURED; CYTOKINES; FEMALE; HUMANS; IMMUNOSUPPRESSIVE AGENTS; LEUKOCYTES, MONONUCLEAR; LIPOPOLYSACCHARIDES; MALE; MICE; MICE, INBRED CBA; MIDDLE AGED; MODELS, BIOLOGICAL; MOLECULAR STRUCTURE; PHENOTHIAZINES; PHYTOHEMAGGLUTININS; SHEEP; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 70349897753     PISSN: 14258153     EISSN: 16891392     Source Type: Journal    
DOI: 10.2478/s11658-009-0025-1     Document Type: Article

References (34)

1. Gupta, R.R. and Kumar, M. Synthesis, properties and reactions of phenothiazines. in: Phenothiazines and 1,4-Benzothiazines - Chemical and Biological Aspects (Gupta, R.R., Ed) Elsevier, Amsterdam, 1988, 1-161.
2. Motohashi, N., Kurihara, T., Sakagami, H., Szabo, D., Csuri, K. and Molnár, J. Chemical structure and tumor type specificity of "half-mustard type" phenothiazines. Anticancer Res. 19 (1999) 1859-1864.
3. Motohashi, N., Kawase, M., Saito, S. and Sakagami, H. Antitumor potential and possible targets of phenothiazine-related compounds. Curr. Drug Targets 1 (2000) 237-245.
4. Motohashi, N., Kawase, M., Satoh, K. and Sakagami, H. Cytotoxic potential of phenothiazines. Curr. Drug Targets 7 (2006) 1055-1066.
5. Molnár, A., Amaral, L. and Molnár, J. Antiplasmid effect of promethazine in mixed bacterial cultures. Int. J. Antimicrob. Agents 22 (2003) 217-222. (Pubitemid 37103203)
6. Amaral, L. and Kristiansen, J.E. Phenothiazines: potential management of Creutzfeldt-Jacob disease and its variants. Int. J. Antimicrob. Agents 18 (2001) 411-417. (Pubitemid 33065651)
7. Motohashi, N., Kawase, M., Saito, M., Kurihara, T., Satoh, K., Nakashima, H., Premanathan, M., Arakaki, R., Sakagami, H. and Molnár, J. Synthesis and biological activity of N-acylphenothia-zines. Int. J. Antimicrob. Agents 14 (2000) 203-207.
8. Amaral, L., Martins, M. and Viveiros, M. Enhanced killing of intracellular multidrug-resistant Mycobacterium tuberculosis by compounds that affect the activity of efflux pumps. J. Antimicrob. Chemother. 59 (2007) 1237-1246. (Pubitemid 47073342)
9. Mayur, Y.C., Jagadeesh, S. and Thimmaiah, K.N. Targeting calmodulin in reversing multi drug resistance in cancer cells. Mini-Rev. Med. Chem. 6 (2006) 1383-1389. (Pubitemid 44890545)
10. Mosnaim, A.D., Ranade, V.V., Wolf, M.E., Puente, J. and Valenzuela, M.A. Phenothiazine molecule provides the basic chemical structure for various classes of pharmacotherapeutic agents. Am. J. Therapeutics 13 (2006) 261-273. (Pubitemid 44026194)
11. Viveiros, M., Martins, M., Couto, I., Kristiansen, J.E., Molnár, J. and Amaral, L. The in vitro activity of phenothiazines against Mycobacterium avium: potential of thioridazine for therapy of the co-infected AIDS patients. In Vivo 19 (2005) 733-736. (Pubitemid 40903270)
12. Ghezzi, P., Garattini, S., Mennini, T., Bertini, R., Delgado Hernandez, R., Benigni, F., Sacco, S., Skorupska, M., Mengozzi, M., Latini, R., Kurosaki, M., Lombet, A., Fradin, A., Bonnet, J., Rolland, Y. and Brion, J.D. Mechanism of inhibition of tumor necrosis factor production by chlorpromazine and its derivatives. Eur. J. Pharmacol. 317 (1996) 369-376. (Pubitemid 27014044)
13. Zinetti, M., Galli, G., Demitri, M.T., Demitri, M.T., Fantuzzi, G., Minto, M., Ghezzi, P., Alzani, R., Cozzi, E. and Fratelli, M. Chlorpromazine inhibits tumor necrosis factor synthesis and cytotoxicity in vitro. Immunology 86 (1995) 416-421.
14. Molnar, J., Mandi, Y., Regely, K., Tarnoky, K. and Nakamura, M.J. Inhibition of biological effects of endotoxin by phenothiazines. In Vivo 6 (1992) 205-209.
15. Molnár, J., Mándi, Y., Földes, J., Földeák, S., Molnár, M. and Motohashi, N. Effect of phenothiazines, benzo[a]phenothiazines, benz[c]acridines and pentaglobin on endotoxin. In Vivo 9 (1995) 463-468. (Pubitemid 26090709)
16. Mengozzi, M., Fantuzzi, G., Faggioni, R., Marchant, A., Goldman, M., Orencole, S., Clark, B.D., Sironi, M., Benigni, F. and Ghezzi, P. Chlorpromazine specifically inhibits peripheral and brain TNF production, and up-regulates IL-10 production, in mice. Immunology 82 (1994) 207-210. (Pubitemid 24241733)
17. Pollmächer, T., Haack, M., Schuld, A. Kraus, T. and Hinze-Selch, D. Effects of antipsychotic drugs on cytokine networks. J. Psych. Res. 34 (2000) 369-382. (Pubitemid 32101554)
18. Drzyzga, Ł., Obuchowicz, E., Marcinkowska, A. and Herman, Z.S. Cytokines in schizophrenia and the effects of antipsychotic drugs. Brain Behav. Immun. 20 (2006) 532-545.
19. Morak-Młodawska, B. and Pluta, K. Synthesis of novel dipyrido-1,4- thiazines. Heterocycles 71 (2007) 1347-1361.
20. Pluta, K. Synthesis and properties of 14-substituted 1,4- thiazinodiquinolines. Phosphorus, Sulfur, Silicon 59 (1997) 145-156.
21. Pluta, K., Maślankiewicz, A. and Szmielew, M. N,N- dialkylaminoalkyl substituted quinobenzo[1,4]thiazines and diquino[1,4] thiazines. Phosphorus, Sulfur, Silicon 159 (2000) 79-86.
22. Nowak, M., Pluta, K., Suwińska, K. and Straver, L. Synthesis of new pentacyclic diquinothiazines. J. Heterocycl. Chem. 44 (2007) 543-550.
23. Jeleń, M. and Pluta, K. Synthesis of 6-aminoalkyldiquinithiazines and their acyl and sulfonyl derivatives. Heterocycles 75 (2008) 859-870.
24. Morak-Młodawska, B. and Pluta, K. Acyl and sulfonyl derivatives of 10- aminoalkyl-2,7-diazaphenothiazines. Heterocycles 78 (2009) in press.
25. Hansen, M.B., Nielsen, S.E. and Berg, K. Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. J. Immunol. Methods 119 (1989) 203-210.
26. Mishell, R.I. and Dutton, R.W. Immunization of dissociated spleen cell cultures from normal mice. J. Exp. Med. 126 (1967) 423-442.
27. Lagrange, P.H., Mackaness, G.B., Miller, T.E. and Pardon, P. Influence of dose and route of antigen injection on the immunological induction of T cells. J. Exp. Med. 139 (1974) 528-542.
28. Espevik, T. and Nissen-Meyer, J. A highly sensitive cell line, WEHI 164 clone 13, for measuring cytotoxic factor/tumor necrosis factor from human monocytes. J. Immunol. Methods 95 (1986) 99-105. (Pubitemid 17196641)
29. Van Snick, J., Cayphas, S., Vink, A., Uyttenhove, C., Coulie, P. G., Rubira, M. R. and R. J. Simpson, R.J. Purification and NH2-terminal amino acid sequence of a T-cell-derived lymphokine with growth factor activity for Bcell hybridomas. Proc. Natl. Acad. Sci. USA 83 (1986) 9679-9683. (Pubitemid 17223420)
30. Molnar, J., Mandi, Y., Petri, I., Petofi, S., Sakagami, H., Kurihara, T. and Motohashi, N. Immuonomodulation activity of phenothiazines, benzo[a]phenothiazines and benz[c]acridines. Anticacer Res. 13 (1993) 439-442. (Pubitemid 23196785)
31. Pasparakis, M., Alexopoulou, L., Episkopou, V. and Kollia, G. Immune and inflammatory responses in TNF-α-deficient mice: a critical requirement for TNF-α in the formation of primary B cell follicles, follicular dendritic cell networks and germinal centers, and in the maturation of the humoral immune response. J. Exp. Med. 184 (1996) 1397-1411. (Pubitemid 26354696)
32. Ceuppens, J.L., Baroja, M.L., Lovre, K., Van Damme, J. and Billiau, A. Human T cell activation with phytohemaglutinnin. The function of IL-6 as an accessory signal. J. Immunol. 14 (1998) 3868-3874.
33. Waterfield, J.D., Hammarstrom, L. and Smith, E. The effect of membrane stabilizing agents on induction of the immune response. I. Effect of lymphocyte activation in mixed lymphocyte reactions. J. Exp. Med. 144 (1976) 562-567.
34. Martinez, F. and Coleman, J.W. The effects of selected drugs, including chlorpromazine and non-steroidal anti-inflammatory agents, on polyclonal IgG synthesis and interleukin 1 production by human peripheral blood mononuclear cells in vitro. Clin. Exp. Immunol. 76 (1989) 252-257. (Pubitemid 19150397)