Competitive enzymatic interactions determine the relative amounts of prostaglandins E 2and D 2

Journal of Pharmacology and Experimental Therapeutics

Volumn 339, Issue 2, 2011, Pages 716-725

  Yu, Rui ^a   Xiao, Lei ^a   Zhao, Guiqing ^a   Christman, John W ^a,b   Van Breemen, Richard B ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

^b JESSE BROWN VA MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ISOMERASE; PROSTAGLANDIN D2; PROSTAGLANDIN E2; PROSTAGLANDIN SYNTHASE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BONE MARROW CELL; CONTROLLED STUDY; ENZYME METABOLISM; ENZYME PURIFICATION; ENZYME STABILITY; ENZYME SUBSTRATE COMPLEX; HOMEOSTASIS; IN VITRO STUDY; LIQUID CHROMATOGRAPHY; MACROPHAGE; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; TANDEM MASS SPECTROMETRY;

4-BUTYROLACTONE; ANIMALS; CELLS, CULTURED; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; DIBENZOCYCLOHEPTENES; DINOPROSTONE; ENZYME ASSAYS; ENZYME INHIBITORS; HUMANS; INTRAMOLECULAR OXIDOREDUCTASES; ISOMERASES; LIPOCALINS; MACROPHAGES; MICE; MICE, INBRED C57BL; PIPERIDINES; PROSTAGLANDIN D2; PROSTAGLANDIN H2; SHEEP; THIOPHENES;

EID: 80054781023     PISSN: 00223565     EISSN: 15210103     Source Type: Journal    
DOI: 10.1124/jpet.111.185405     Document Type: Article

References (39)

1. Bombardier C, Laine L, Reicin A, Shapiro D, Burgos-Vargas R, Davis B, Day R, Ferraz MB, Hawkey CJ, Hochberg MC, et al. (2000) Comparison of upper gastrointestinal toxicity of rofecoxib and naproxen in patients with rheumatoid arthritis. VIGOR Study Group. N Engl J Med 343:1520-1528.
2. 2 via the levuglandin pathway. Biochemistry 38:9389-9396.
3. 2α catalyzed by glutathione S-transferases. Biochem Biophys Res Commun 142:441-447.
4. 2 production in biological fluids. Anal Biochem 372:41-51.
5. Cao H, Yu R, Choi Y, Ma ZZ, Zhang H, Xiang W, Lee DY, Berman BM, Moudgil KD, Fong HH, et al. (2010) Discovery of cyclooxygenase inhibitors from medicinal plants used to treat inflammation. Pharmacol Res 61:519-524.
6. Cao H, Yu R, Tao Y, Nikolic D, and van Breemen RB (2011) Measurement of cyclooxygenase inhibition using liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal 54:230-235.
7. Christ-Hazelhof E, Nugteren DH, and Van Dorp DA (1976) Conversions of prostaglandin endoperoxides by glutathione-S-transferases and serum albumins. Biochim Biophys Acta 450:450-461.
8. Crofford LJ, Lipsky PE, Brooks P, Abramson SB, Simon LS, and van de Putte LB (2000) Basic biology and clinical application of specific cyclooxygenase-2 inhibitors. Arthritis Rheum 43:4-13. (Pubitemid 30368207)
9. 2α using liquid chromatography-tandem mass spectrometry and comparison with an enzyme immunoassay method. Anal Biochem 404:211-216.
10. 2 as an amplifying signal for other agonists. Am J Cardiol 68:11B-15B.
11. Garavito RM and Mulichak AM (2003) The structure of mammalian cyclooxygenases. Annu Rev Biophys Biomol Struct 32:183-206. (Pubitemid 37056227)
12. Grosser T, Fries S, and FitzGerald GA (2006) Biological basis for the cardiovascular consequences of COX-2 inhibition: therapeutic challenges and opportunities. J Clin Invest 116:4-15. (Pubitemid 43121782)
13. 2 synthase-1. J Biol Chem 279:24866-24872.
14. Guerrero MD, Aquino M, Bruno I, Terencio MC, Paya M, Riccio R, and Gomez- Paloma L (2007) Synthesis and pharmacological evaluation of a selected library of new potential anti-inflammatory agents bearing the γ-hydroxybutenolide scaffold: a new class of inhibitors of prostanoid production through the selective modulation of microsomal prostaglandin E synthase-1 expression. J Med Chem 50:2176-2184. (Pubitemid 46683070)
15. i- restricted signaling that inhibits water absorption in the collecting duct. J Biol Chem 280:35028-35037.
16. Herlong JL and Scott TR (2006) Positioning prostanoids of the D and J series in the immunopathogenic scheme. Immunol Lett 102:121-131. (Pubitemid 43053081)
17. Hohwy M, Spadola L, Lundquist B, Hawtin P, Dahmén J, Groth-Clausen I, Nilsson E, Persdotter S, von Wachenfeldt K, Folmer RH, et al. (2008) Novel prostaglandin D synthase inhibitors generated by fragment-based drug design. J Med Chem 51:2178-2186. (Pubitemid 351503273)
18. Irikura D, Aritake K, Nagata N, Maruyama T, Shimamoto S, and Urade Y (2009) Biochemical, functional, and pharmacological characterization of AT-56, an orally active and selective inhibitor of lipocalin-type prostaglandin D synthase. J Biol Chem 284:7623-7630.
19. Keeting PE, Dong DS, Fu SC, and Lysz TW (1987) Rat lens prostaglandin generation proceeds by the non-enzymatic degradation of PGH2 endoperoxide. Exp Eye Res 44:261-268. (Pubitemid 17060571)
20. 2 synthase-1 and 5-lipoxygenase. J Med Chem 51:8068-8076.
21. Matsushita N, Aritake K, Takada A, Hizue M, Hayashi K, Mitsui K, Hayashi M, Hirotsu I, Kimura Y, Tani T, et al. (1998a) Pharmacological studies on the novel antiallergic drug HQL-79: II. Elucidation of mechanisms for antiallergic and antiasthmatic effects. Jpn J Pharmacol 78:11-22. (Pubitemid 28464208)
22. Matsushita N, Hizue M, Aritake K, Hayashi K, Takada A, Mitsui K, Hayashi M, Hirotsu I, Kimura Y, Tani T, et al. (1998b) Pharmacological studies on the novel antiallergic drug HQL-79: I. Antiallergic and antiasthmatic effects in various experimental models. Jpn J Pharmacol 78:1-10. (Pubitemid 28464207)
23. Mbalaviele G, Pauley AM, Shaffer AF, Zweifel BS, Mathialagan S, Mnich SJ, Nemirovskiy OV, Carter J, Gierse JK, Wang JL, et al. (2010) Distinction of microsomal prostaglandin E synthase-1 (mPGES-1) inhibition from cyclooxygenase- 2 inhibition in cells using a novel, selective mPGES-1 inhibitor. Biochem Pharmacol 79:1445-1454.
24. McAdam BF, Mardini IA, Habib A, Burke A, Lawson JA, Kapoor S, and FitzGerald GA (2000) Effect of regulated expression of human cyclooxygenase isoforms on eicosanoid and isoeicosanoid production in inflammation. J Clin Invest 105:1473-1482. (Pubitemid 30322413)
25. McGeer PL and McGeer EG (1999) Inflammation of the brain in Alzheimer's disease: implications for therapy. J Leukoc Biol 65:409-415. (Pubitemid 29160167)
26. 2 biosynthesis by inducible membrane-associated prostaglandin E2 synthase that acts in concert with cyclooxygenase-2. J Biol Chem 275:32783-32792.
27. 2. Adv Prostaglandin Thromboxane Res 6:129-137.
28. Ouellet M, Falgueyret JP, Ear PH, Pen A, Mancini JA, Riendeau D, and Percival MD (2002) Purification and characterization of recombinant microsomal prostaglandin E synthase-1. Protein Expr Purif 26:489-495. (Pubitemid 36029279)
29. 2 receptors DP1 and CRTH2 as an approach to treat allergic diseases. Nat Rev Drug Discov 6:313-325.
30. Rörsch F, Wobst I, Zettl H, Schubert-Zsilavecz M, Grösch S, Geisslinger G, Schneider G, and Proschak E (2010) Nonacidic inhibitors of human microsomal prostaglandin synthase 1 (mPGES 1) identified by a multistep virtual screening protocol. J Med Chem 53:911-915.
31. Smyth EM, Grosser T, Wang M, Yu Y, and FitzGerald GA (2009) Prostanoids in health and disease. J Lipid Res 50(Suppl):S423-S428.
32. Tanikawa N, Ohmiya Y, Ohkubo H, Hashimoto K, Kangawa K, Kojima M, Ito S, and Watanabe K (2002) Identification and characterization of a novel type of membrane- associated prostaglandin E synthase. Biochem Biophys Res Commun 291: 884-889. (Pubitemid 34694357)
33. Timmers L, Sluijter JP, Verlaan CW, Steendijk P, Cramer MJ, Emons M, Strijder C, Gründeman PF, Sze SK, Hua L, et al. (2007) Cyclooxygenase-2 inhibition increases mortality, enhances left ventricular remodeling, and impairs systolic function after myocardial infarction in the pig. Circulation 115:326-332. (Pubitemid 46148507)
34. Trebino CE, Eskra JD, Wachtmann TS, Perez JR, Carty TJ, and Audoly LP (2005) Redirection of eicosanoid metabolism in mPGES-1-deficient macrophages. J Biol Chem 280:16579-16585. (Pubitemid 41389113)
35. Vane JR (1983) Prostaglandins and the cardiovascular system. Br Heart J 49:405-409.
36. Wang MT, Honn KV, and Nie D (2007) Cyclooxygenases, prostanoids, and tumor progression. Cancer Metastasis Rev 26:525-534. (Pubitemid 350115125)
37. Weems CW, Weems YS, and Randel RD (2006) Prostaglandins and reproduction in female farm animals. Vet J 171:206-228. (Pubitemid 43262390)
38. Xiao L, Ornatowska M, Wang X, Cao H, Azim AC, Shin JW, Sadikot RT, and Christman JW (2008) Lipopolysaccharide induces expression of prostaglandin E synthase-1 and PU. 1 in bone marrow-derived macrophages. Am J Respir Crit Care Med 177:A622.
39. Zeilhofer HU (2007) Prostanoids in nociception and pain. Biochem Pharmacol 73: 165-174.