Differential inhibition of murine prostaglandin synthase-1 and -2 by nonsteroidal anti-inflammatory drugs using exogenous and endogenous sources of arachidonic acid

Journal of Pharmacology and Experimental Therapeutics

Volumn 280, Issue 2, 1997, Pages 606-613

  Chulada, Patricia C ^a   Langenbach, Robert ^a  

^a NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLSALICYLIC ACID; ARACHIDONIC ACID; CALCIMYCIN; CALCIUM IONOPHORE; INDOMETACIN; N (2 CYCLOHEXYLOXY 4 NITROPHENYL)METHANESULFONAMIDE; NONSTEROID ANTIINFLAMMATORY AGENT; PROSTAGLANDIN SYNTHASE;

ANIMAL CELL; ANIMAL TISSUE; ARACHIDONIC ACID METABOLISM; ARTICLE; CHO CELL; DRUG EFFICACY; EMBRYO DEVELOPMENT; INHIBITION KINETICS; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROSTAGLANDIN SYNTHESIS INHIBITION;

ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ARACHIDONIC ACID; ASPIRIN; CALCIMYCIN; CELL LINE; CELL SURVIVAL; CHO CELLS; CRICETINAE; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; CYCLOOXYGENASE 2 INHIBITORS; CYCLOOXYGENASE INHIBITORS; INDOMETHACIN; ISOENZYMES; KINETICS; MEMBRANE PROTEINS; MICE; NITROBENZENES; PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES; SULFONAMIDES;

EID: 0030933917     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (43)

1. AMIN, A. R., VYAS, P., ATTUR, M., LESZCZYNSKA-PIZIAK, J., PATEL, I. R., WEISSMANN, G. AND ABRAMSON, S. B.: The mode of action of aspirin-like drugs: Effect on inducible nitric oxide synthase. Proc. Natl. Acad. Sci. U.S.A. 92: 7926-7930, 1995.
2. BARNETT, J., CHOW, J., IVES, D., CHIOU, M., MACKENZIE, R., OSEN, E., NGUYEN, B., TSING, S., BACH, C., FREIRE, J., CHAN, H., SIGAL, E. AND RAMESHA, C: Purification characterization and selective inhibition of human prostaglandin G/H synthase 1 and 2 expressed in the baculovirus system. Biochem. Biophys. Acta 1209: 130-139, 1994.
3. BOZZA, P. T., PAYNE, J. L., MORHAM, S. G., LANGENBACH, R., SMITHIES, O. AND WELLER, P. F.: Leukocyte formation and eicosanoid generation: Cyclooxygenase-independent inhibition by aspirin. Proc. Natl. Acad. Sci. U.S.A. 93: 11091-11096, 1996.
4. CHULADA, P. C., LOFTIN, C. D., WINN, V. D., YOUNG, D. A., TIANO, H. F., ELING, T. E. AND LANGENBACH, R.: Relative activities of retrovirally-expressed murine prostaglandin synthase-1 and -2 depend on source of arachidonic acid. Arch. Biochem. Biophys. 330: 301-313, 1996.
5. COPELAND, R. A., WILLIAMS, J. M., GIANNARAS, J., NURNBERG, S., COVINGTON, M., PINTO, D., PICK, S. AND TRZASKOS, J. M.: Mechanism of selective inhibition of the inducible isoform of prostaglandin G/H synthase Proc. Natl. Acad. Sci. U.S.A. 91: 11202-11206, 1994.
6. DEWITT, D. L., EL-HARITH, E. A., KRAEMER, S. A., ANDREWS, M. J., YAO, E. F., ARMSTRONG, R. L. AND SMITH, W. L.: The aspirin and heme-binding sites of ovine and murine prostaglandin endoperoxide synthases. J. Biol. Chem. 265: 5192-5198, 1990.
7. DEWITT, D. L., MEADE, E. A. AND SMITH, W. L.: PGH synthase isoenzyme selectivity: The potential for safer nonsteroidal antiinflammatory drugs. Amer. J. Med. 95: suppl. 2A, 40S-44S, 1993.
8. EARNEST, D. L., HIXSON, L. J. AND ALBERTS, D. S.: Piroxicam and other cyclooxygenase inhibitors: Potential for cancer chemoprevention. J. Cell. Biochem. 161: suppl, 156-166, 1992.
9. FRIES, J. F., WILLIAMS, C. A. AND BLOCH, D. A.: The relative toxicity of nonsteroidal antiinflammatory drugs. Arthritis Rheum. 34: 1353-1360, 1991.
10. FUTAKI, N., TAKAHASHI, S., YOKOYAMA, M., ARAI, I., HIGUCHI, S. AND OTOMO, S.: NS-398, a new anti-inflammatory agent, selectively inhibits prostaglandin G/H synthase/cyclooxygenase (COX-2) activity in vitro. Prostaglandins 47: 55-59, 1994.
11. FUTAKI, N., YOSHIKAWA, K., HAMASAKA, Y., ARAI, I., HIGUCHI, S., IIZUKA, H. AND OTOMO, S.: NS-398, a novel non-steroidal anti-inflammatory drug with potent analgesic and antipyretic effects, which causes minimal stomach lesions. Gen. Pharmac. 24: 105-110, 1993.
12. GIERSE, J. K., HAUSER, S. D., CREELY, D. P., KOBOLDT, C., RANGWALA, S. H., ISAKSON, P. C. AND SEIBERT, K.: Expression and selective inhibition of the constitutive and inducible forms of human cyclo-oxygenase. Biochem. J. 305: 479-484, 1995.
13. GIERSE, J. K., MCDONALD, J. J., HAUSER, S. D., RANGWALA, S., KOBOLDT, C. M. AND SEIBERT, K.: A single amino acid difference between cyclooxygenase-1 (COX-1) and -2 (COX-2) reverses the selectivity of COX-2 specific inhibitors. J. Biol. Chem. 271: 15810-15814, 1996.
14. 2 from cytosol to the nuclear envelope in rat basophilic leukemic cells stimulated with calcium ionophore or IgE/antigen. J. Biol. Chem. 270: 15359-15367, 1995.
15. KUJUBU, D. A., FLETCHER, B. S., VARNUM, B. C., LIM, R. W. AND HERSCHMAN, H. R.: TIS10, a phorbol ester tumor promoter-inducible mRNA from Swiss 3T3 cells, encodes a novel prostaglandin synthase/cyclooxygenase homologue. J. Biol. Chem. 266: 12866-12872, 1991.
16. KULMACZ, R. J. AND LANDS, W. E. M.: Stoichiometry and kinetics of the interaction of prostaglandin H synthase with anti-inflammatory agents. J. Biol. Chem. 260: 12572-12578, 1985.
17. LANEUVILLE, O., BREUER, D. K., DEWITT, D. L., HLA, T., FUNK, C. D. AND SMITH, W. L.: Differential inhibition of human prostaglandin endoperoxide H synthases-1 and -2 by nonsteroidal anti-inflammatory drugs. J. Pharmacol. Exp. Ther. 271: 927-934, 1994.
18. LECOMTE, M., LANEUVILLE, O., JI-C., DEWITT, D. L. AND SMITH, W. L.: Acetylation of human prostaglandin endoperoxide synthase-2 (cyclooxygenase-2) by aspirin. J. Biol. Chem. 269: 13207-13215, 1994.
19. MASFERRER, J. L., ZWEIFEL, B. S., MANNING, P. T., HAUSER, S. D., LEAHY, K. M., SMITH, W. G., ISAKSON, P. C. AND SEIBERT, K.: Selective inhibition of inducible cyclooxygenase 2 in vivo is antiinflammatory and nonulcerogenic. Proc. Natl. Acad. Sci. U.S.A. 91: 3228-3232, 1994.
20. MEADE, E. A., SMITH, W. L. AND DEWITT, D. L.: Expression of the murine prostaglandin endoperoxide synthase (cyclooxygenase) isozymes by aspirin and other nonsteroidal anti-inflammatory drugs. J. Biol. Chem. 268: 6610-6614, 1993.
21. MITCHELL, J. A., AKARASEREENONT, P., THEIMERMANN, V., FLOWER, R. AND VANE, J. R.: Selectivity of nonsteroidal antiinflammatory drugs as inhibitors of constitutive and inducible cyclooxygenase. Proc. Natl. Acad. Sci. U.S.A. 90: 11693-11697, 1994.
22. MONCADA, S., GRYGLEWSKI, R. J., BUNTING, S. AND VANE, J. R.: An enzyme isolated from arteries transforms prostaglandin endoperoxides to an unstable substance that inhibits platelet aggregation. Nature (Lond.) 327: 663-665, 1976.
23. MORITA, I., SCHINDLER, M., REGIER, M. K., OTTO, J. C., HORI, T., DEWlTT, D. L. AND SMITH, W. L.: Different intracellular locations for prostaglandin endoperoxide H synthase-1 and -2. J. Biol. Chem. 270: 10902-10908, 1995.
24. NEEDLEMAN, P., TURK, J., JAKSCHIK, B. A., MORRISON, A. R. AND LEEKOWITH, J. B.: Arachidonic acid metabolism. Annu. Rev. Biochem. 55: 69-102, 1986.
25. O'BANION, M. K., WINN, V. D. AND YOUNG, D. A.: cDNA cloning and functional activity of a glucocorticoid-regulated inflammatory cyclooxygenase. Proc. Natl. Acad. Sci. U.S.A. 89: 4888-4892, 1992.
26. O'NEILL, G. P., MANCINI, J. A., KARGMAN, S., YERGEY, J., KWAN, M. Y., FALGUEYRET, J.-P., ABRAMOVITZ, M., KENNEDY, B. P., OUELLET, M., CROMLISH, W., CULP, S., EVANS, J. F., FORD-HUTCHINSON, A. W. AND VICKERS, P. J.: Overexpression of human prostaglandin G/H synthase-1 and -2 by recombinant vaccinia virus: Inhibition by nonsteroidal anti-inflammatory drugs and biosynthesis of 15-hydroxyeicosatetraenoic acid. Mol. Pharmacol. 45: 245-254, 1994.
27. OUELLET, M. AND PERCIVAL, M. D.: Effect of inhibitor time-dependency on selectivity towards cyclooxygenase isoforms. Biochem. J. 306: 247-251, 1995.
28. 2 synthase-1. Nature (Lond.) 367: 243-249, 1994.
29. 2, 5-lipoxygenase, and 5-lipoxygenase-activating protein at the nuclear membrane of A23187-stimulated human neutrophils. Eur. J. Biochem. 238: 250-258, 1996.
30. RAINSFORD, K. D.: An analysis of the gastro-intestinal side-effects of nonsteroidal anti-inflammatory drugs, with particular reference to comparative studies in man and laboratory species. Rheumatol.-Int. 2: 1-10, 1982.
31. RAO, C. V., RIVENSON, A., SIMI, B., ZANG, E., KELLOFF, G., STEELE, V. AND REDDY, B. S.: Chemoprevention of colon carcinogenesis by sulindac, a nonsteroidal anti-inflammatory agent. Cancer Res. 55: 1464-1472, 1995.
32. REZNIKOFF, C. A., BRANKOW, D. W. AND HEIDELBERGER, C.: Establishment and characterization of a cloned line of C3H mouse embryo cells sensitive to postconfluence inhibition of division. Cancer Res. 33: 3231-3238, 1973.
33. SEIBERT, K. AND MASFERRER, J.: Role of inducible cyclooxygenase (COX-2) in inflammation. Receptor 4: 17-23, 1994.
34. SIMMONS, D. L., XIE, W., EVETT, G., MERRILL, J., ROBERTSON, D. L. AND BRADSHAW, W. S.: Drug inhibition and cellular regulation of prostaglandin G/H synthase isoenzyme 2. J. Lipid Med. 6: 113-117, 1993.
35. SMITH, W. L.: Prostanoid biosynthesis and mechanisms of action. Am. J. Physiol. 263: F181-F191, 1992.
36. SMITH, W. L. AND DEWITT, D. L.: Biochemistry of prostaglandin endoperoxide H synthase-1 and synthase-2 and their differential susceptibility to nonsteroidal anti-inflammatory drugs. Seminars Nephrol. 15: 179-194, 1995.
37. SMITH, W. L. AND MARNETT, L. J.: Prostaglandin endoperoxide synthase: Structure and catalysis. Biochim. Biophys. Acta 1083: 1-17, 1991.
38. STANKOWSKI, L. F. JR. AND TINDALL, K. R.: Characterization of the AS52 cell line for use in mammalian cell mutagenesis studies. In Banbury Report 28: Mammalian Cell Mutagenesis, ed. by M. M. Moore, D. M. DeMarini, F. J. de Serres, and K. R. Tindall, pp. 71-79. Cold Spring Harbor Laboratory, Cold Spring Harbor, N.Y., 1987.
39. VANE, J. R.: Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs. Nature (Lond.) 231: 232-235, 1971.
40. VANE, J. R., ANGGARD, E. E. AND BOTTING, R. M.: Regulatory functions of the vascular endothelium. N. Engl. J. Med. 323: 27-36, 1990.
41. WHITTLE, B. J. R., HIGGS, G. A., EAKINS, K. E., MONCADA, S. AND VANE, J. R.: Selective inhibition of prostaglandin production in inflammatory exudates and gastric mucosa. Nature (Lond.) 284: 271-273, 1980.
42. XIE, W., CHIPMAN, J. G., ROBERTSON, D. L., ERICKSON, R. L. AND SIMMONS, D. L.: Expression of a mitogen-responsive gene encoding prostaglandin synthase is regulated by mRNA splicing. Proc. Natl. Acad. Sci. U.S.A. 88: 2692-2696, 1991.
43. XIE, W., ROBERTSON, D. L. AND SIMMONS, D. L.: Mitogen-inducible prostaglandin G/H synthase: A new target for nonsteroidal antiinflammatory drugs. Drug Dev. Res. 25: 249-265, 1992.