Synthesis and Structure-activity Relationships of Novel Compounds for the Inhibition of TNF-α Production

Archives of Pharmacal Research

Volumn 23, Issue 4, 2000, Pages 332-337

  Park, Joon Seok ^a   Baik, Kyong Up ^a   Son, Ho Jung ^a   Lee, Jae Ho ^a   Lee, Se Jong ^a   Cho, Jae Youl ^a   Park, Jisoo ^a   Yoo, Eun Sook ^a   Byun, Young Seok ^a   Park, Myung Hwan ^a  

^a Daewoong Pharmaceutical Co Ltd   (South Korea)

Author keywords

2 3 (cyclopentyloxy) 4 methoxyphenyl 1 isoindolinone; PDE 4 inhibition; Structure activity relationship; TNF production inhibitor

Indexed keywords

PHOSPHODIESTERASE INHIBITOR; ROLIPRAM; THALIDOMIDE; TUMOR NECROSIS FACTOR ALPHA;

ANIMAL; ARTICLE; BIOLOGICAL MODEL; BIOSYNTHESIS; DRUG ANTAGONISM; MOUSE; STRUCTURE ACTIVITY RELATION;

ANIMALS; MICE; MODELS, BIOLOGICAL; PHOSPHODIESTERASE INHIBITORS; ROLIPRAM; STRUCTURE-ACTIVITY RELATIONSHIP; THALIDOMIDE; TUMOR NECROSIS FACTOR-ALPHA;

EID: 0034251661     PISSN: 02536269     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02975443     Document Type: Article

References (17)

1. Baik, K., Yoo, E., Byun, Y., Lee, S., Jang, B., Son, H., Lee, J., Cho, J. and Lee, S. Novel 3,4-dialkoxyphenylderivatives and their therapeutic use thereof. Patent: WO9842666, 1998.
2. Cho, J. Y., Park, J., Yoo, E. S., Baik, K. U., Lee, J. S. and Park, M. H. Inhibitory effect of sesquiterpene lactones from Saussurea lappa on tumor necrosis factor-alpha production in murine macrophage-like cells. Planta Med., 64, 594-597 (1998a).
3. Cho, J. Y., Park, J., Yoo, E. S., Yoshikawa, K., Baik, K. U., Lee, J. S. and Park, M. H. Inhibitory effect of lignans from the rhizomes of Coptis japonica var. dissecta on tumor necrosis factor-alpha production in lipopolysaccharide-stimulated RAW264.7 cells. Arch. Pharm. Res., 21,12-16 (1998b).
4. Christensen, S. B. and Webb, K. S. Compounds, Compositions and Treatment of Allergies and Inflammation. Patent: WO9509624, 1995.
5. 3H]rolipram binding activity and their relationship to emetic behavior in the ferret, J. Med. Chem., 39, 120-125 (1996).
6. Espat, N. J., Copeland, E. M. and Moldawer, L. L. Tumor necrosis factor and cachexia: a current perspective. Surg. Oncol., 3, 255-262 (1994).
7. Garrison, L. and McDonnell, N. D. Etanercept: therapeutic use in patients with rheumatoid arthritis. Ann. Rheum. Dis., Suppl 1, 165-169 (1999).
8. Harriman, G., Harper, L. K. and Schaible, T. F. Summary of clinical trials in rheumatoid arthritis using infliximab, an anti-TNF alpha treatment. Ann. Rheum. Dis., Suppl 1, 161-164 (1999).
9. Jones, R. E. and Moreland, L. W. Tumor necrosis factor inhibitors for rheumatoid arthritis. Bull. Rheum. Dis., 48, 1-4 (1999).
10. Muller, G. W., Shire, M. G., Wong, H., Corral, L. G., Patterson, R. T., Chen, y. and Stirling, D. I. Thalidomide analogs and PDE4 inhibition. Bioorg. Med. Chem. Lett., 8, 2669-2674 (1998).
11. Newton, R. C. and Decicco, C. P Therapeutic Potential and Strategies for Inhibiting Tumor Necrosis Factor-α. J. Med. Chem., 42, 2295-2314 (1999).
12. Park, J. S., Baik, K. U., Son, H. J., Cho, J. Y., Park, J., Lee, J. H., Lee, S. J., Yoo, E. S., and Park, M. H. The Discovery of Novel Lead Compound for the Inhibition of Tumor Necrosis Factor-α Production. Korean J. Med. Chem., 10, 6-9 (2000).
13. Prabhakar, U., Lipshutz. D., Battus, J. O., Slivjak, M. J., Smith, E. F. 3rd, Lee, J. C. and Esser, K. M. Characterization of cAMP-dependent inhibition of LPS-induced TNF alpha production by rolipram, a specific phosphodiesterase IV (PDE IV) inhibitor. Int. J. Immunopharmacol., 10, 805-16 (1994).
14. Sampaio, E. P., Sarno, E. N., Galilly, R., Cohn, Z. A. and Kaplan, G. Thalidomide selectively inhibits tumor necrosis factor alpha production by stimulated human monocytes. J. Exp. Med., 173, 699-703 (1991).
15. Torphy, T. J., Stadel, J. M., Burman, M., Cieslinski, L. B., Mclaughlin, M. M., White, J. R. and Livi, G. P. Coexpression of human cAMP-specific phosphodiesterase activity and high affinity rolipram binding in yeast. J. Biol. Chem., 267, 1798-1804 (1992a).
16. Torphy, T. J., Zhou, H. L., and Cieslinski, L. B. Stimulation of beta adrenoceptors in a human monocyte cell line (U937) up-regulates cyclic AMP-specific phosphodiesterase activity. J. Pharmacol. Exp. Ther, 263, 1195-1205 (1992b).
17. Van der Poll, T. and Lowry, S. F. Tumor necrosis factor in sepsis: mediator of multiple organ failure or essential part of host defense? Shock, 3, 1-12 (1995).