-
1
-
-
0030479496
-
Prostaglandin endoperoxide H synthases (cyclooxygenases)-1 and -2
-
Smith WL, Garavito RM, DeWitt DL: Prostaglandin endoperoxide H synthases (cyclooxygenases)-1 and -2. J Biol Chem 1996, 271:33157-33160.
-
(1996)
J Biol Chem
, vol.271
, pp. 33157-33160
-
-
Smith, W.L.1
Garavito, R.M.2
DeWitt, D.L.3
-
3
-
-
0027986841
-
Differential inhibition of human prostaglandin endoperoxide H synthases-1 and -2 by nonsteroidal anti-inflammatory drugs
-
Laneuville O, Breuer DK, DeWitt DL, Hla T, Funk CD, Smith WL: Differential inhibition of human prostaglandin endoperoxide H synthases-1 and -2 by nonsteroidal anti-inflammatory drugs. J Pharmacol Exp Ther 1994, 271:927-934.
-
(1994)
J Pharmacol Exp Ther
, vol.271
, pp. 927-934
-
-
Laneuville, O.1
Breuer, D.K.2
DeWitt, D.L.3
Hla, T.4
Funk, C.D.5
Smith, W.L.6
-
4
-
-
0026588961
-
Mitogen-inducible prostaglandin G/H synthase: A new target for nonsteroidal antiinflammatory drugs
-
Xie W, Robertson DL, Simmons DL: Mitogen-inducible prostaglandin G/H synthase: a new target for nonsteroidal antiinflammatory drugs. Drug Dev Res 1992, 25:249-265.
-
(1992)
Drug Dev Res
, vol.25
, pp. 249-265
-
-
Xie, W.1
Robertson, D.L.2
Simmons, D.L.3
-
5
-
-
0027912932
-
PGH synthase isoenzyme selectivity: The potential for safer nonsteroidal antiinflammatory drugs
-
DeWitt DL, Meade EA, Smith WL: PGH synthase isoenzyme selectivity: the potential for safer nonsteroidal antiinflammatory drugs. Am J Med 1993, 95:2A40S-2A44S.
-
(1993)
Am J Med
, vol.95
-
-
DeWitt, D.L.1
Meade, E.A.2
Smith, W.L.3
-
6
-
-
0028322893
-
Selective inhibition of inducible cyclooxygenase 2 in vivo is antiinflammatory and nonulcerogenic
-
Masferrer JL, Zweifel BS, Manning PT, Hauser SD, Leahy KM, Smith WG, Isakson PC, Seibert K: Selective inhibition of inducible cyclooxygenase 2 in vivo is antiinflammatory and nonulcerogenic. Proc Natl Acad Sci USA 1994, 91:3228-3232.
-
(1994)
Proc Natl Acad Sci USA
, vol.91
, pp. 3228-3232
-
-
Masferrer, J.L.1
Zweifel, B.S.2
Manning, P.T.3
Hauser, S.D.4
Leahy, K.M.5
Smith, W.G.6
Isakson, P.C.7
Seibert, K.8
-
8
-
-
0029911267
-
Flexibility of the NSAID binding site in the structure of human cyclooxygenase-2
-
Luong C, Miller A, Barnett J, Chow J, Ramesha C, Browner MF: Flexibility of the NSAID binding site in the structure of human cyclooxygenase-2. Nat Struct Biol 1996, 3:927-933.
-
(1996)
Nat Struct Biol
, vol.3
, pp. 927-933
-
-
Luong, C.1
Miller, A.2
Barnett, J.3
Chow, J.4
Ramesha, C.5
Browner, M.F.6
-
9
-
-
0030461132
-
Structural basis for selective inhibition of cyclooxygenase- 2 by anti-inflammatory agents
-
Kurumbail RG, Stevens AM, Gierse JK, McDonald JJ, Stegeman RA, Pak JY, Gildehaus D, Miyashiro JM, Penning TD, Seibert K et al.: Structural basis for selective inhibition of cyclooxygenase- 2 by anti-inflammatory agents. Nature 1996, 384:644-648.
-
(1996)
Nature
, vol.384
, pp. 644-648
-
-
Kurumbail, R.G.1
Stevens, A.M.2
Gierse, J.K.3
McDonald, J.J.4
Stegeman, R.A.5
Pak, J.Y.6
Gildehaus, D.7
Miyashiro, J.M.8
Penning, T.D.9
Seibert, K.10
-
10
-
-
0026702494
-
Structure of the mitogen-inducible TIS10 gene and demonstration that the TIS10-encoded protein is a functional prostaglandin G/H synthase
-
Fletcher BS, Kujubu DA, Perrin DM, Herschman HR: Structure of the mitogen-inducible TIS10 gene and demonstration that the TIS10-encoded protein is a functional prostaglandin G/H synthase. J Biol Chem 1992, 267:4338-4344.
-
(1992)
J Biol Chem
, vol.267
, pp. 4338-4344
-
-
Fletcher, B.S.1
Kujubu, D.A.2
Perrin, D.M.3
Herschman, H.R.4
-
11
-
-
0025754779
-
Expression of a mitogen-responsive gene encoding prostaglandin synthase is regulated by mRNA splicing
-
Xie W, Chipman JG, Robertson DL, Erikson RL, Simmons DL: Expression of a mitogen-responsive gene encoding prostaglandin synthase is regulated by mRNA splicing. Proc Natl Acad Sci USA 1991, 88:2692-2696.
-
(1991)
Proc Natl Acad Sci USA
, vol.88
, pp. 2692-2696
-
-
Xie, W.1
Chipman, J.G.2
Robertson, D.L.3
Erikson, R.L.4
Simmons, D.L.5
-
13
-
-
0000151210
-
Structural requirements for time-dependent inhibition of prostaglandin biosynthesis by anti-inflammatory drugs
-
Rome LH, Lands WEM: Structural requirements for time-dependent inhibition of prostaglandin biosynthesis by anti-inflammatory drugs. Proc Natl Acad Sci USA 1975, 72:4863-4865.
-
(1975)
Proc Natl Acad Sci USA
, vol.72
, pp. 4863-4865
-
-
Rome, L.H.1
Lands, W.E.M.2
-
14
-
-
0028139275
-
Mechanism of selective inhibition of the inducible isoform of prostaglandin G/H synthase
-
Copeland RA, Williams JM, Giannaras J, Numberg S, Covington M, Pinto D, Pick S, Trzaskos JM: Mechanism of selective inhibition of the inducible isoform of prostaglandin G/H synthase. Proc Natl Acad Sci USA 1994, 91:11202-11206.
-
(1994)
Proc Natl Acad Sci USA
, vol.91
, pp. 11202-11206
-
-
Copeland, R.A.1
Williams, J.M.2
Giannaras, J.3
Numberg, S.4
Covington, M.5
Pinto, D.6
Pick, S.7
Trzaskos, J.M.8
-
15
-
-
0029056992
-
The structural basis of aspirin activity inferred from the crystal structure of inactivated prostaglandin H2 synthase
-
Loll PJ, Picot D, Garavito RM: The structural basis of aspirin activity inferred from the crystal structure of inactivated prostaglandin H2 synthase. Nat Struct Biol 1995, 2:637-642.
-
(1995)
Nat Struct Biol
, vol.2
, pp. 637-642
-
-
Loll, P.J.1
Picot, D.2
Garavito, R.M.3
-
17
-
-
0030068054
-
Involvement of arginine 120, glutamate 524, and tyrosine 355 in the binding of arachidonate and 2-phenylpropionic acid inhibitors to the cyclooxygenase active site of ovine prostaglandin endoperoxide H synthase-1
-
Bhattacharyya DK, Lecomte M, Rieke CJ, Garavito RM, Smith WL; Involvement of arginine 120, glutamate 524, and tyrosine 355 in the binding of arachidonate and 2-phenylpropionic acid inhibitors to the cyclooxygenase active site of ovine prostaglandin endoperoxide H synthase-1. J Biol Chem 1996, 271:2179-2184.
-
(1996)
J Biol Chem
, vol.271
, pp. 2179-2184
-
-
Bhattacharyya, D.K.1
Lecomte, M.2
Rieke, C.J.3
Garavito, R.M.4
Smith, W.L.5
-
18
-
-
0028783912
-
Arginine 120 of prostaglandin G/H synthase-1 is required for the inhibition by nonsteroidal anti-inflammatory drugs containing a carboxylic acid moiety
-
Mancini JA, Riendeau D, Falgueyret J-P, Vickers PJ, O'Neill GP: Arginine 120 of prostaglandin G/H synthase-1 is required for the inhibition by nonsteroidal anti-inflammatory drugs containing a carboxylic acid moiety. J Biol Chem 1995, 270:29372-29377.
-
(1995)
J Biol Chem
, vol.270
, pp. 29372-29377
-
-
Mancini, J.A.1
Riendeau, D.2
Falgueyret, J.-P.3
Vickers, P.J.4
O'Neill, G.P.5
-
19
-
-
0023839665
-
Higher oxidation states of prostaglandin H synthase. EPR study of a transient tyrosyl radical in the enzyme during the peroxidase reaction
-
Karthein R, Dietz R, Nastainczyk W, Ruf HH: Higher oxidation states of prostaglandin H synthase. EPR study of a transient tyrosyl radical in the enzyme during the peroxidase reaction. Eur J Biochem 1988, 171:313-320.
-
(1988)
Eur J Biochem
, vol.171
, pp. 313-320
-
-
Karthein, R.1
Dietz, R.2
Nastainczyk, W.3
Ruf, H.H.4
-
20
-
-
0027054946
-
Spectral analysis of the protein-derived tyrosyl radicals from prostaglandin H synthase
-
DeGray JA, Lassmann G, Curtis JF, Kennedy TA, Marnett LJ, Eling TE, Mason RP: Spectral analysis of the protein-derived tyrosyl radicals from prostaglandin H synthase. J Biol Chem 1992, 267:23583-23588.
-
(1992)
J Biol Chem
, vol.267
, pp. 23583-23588
-
-
DeGray, J.A.1
Lassmann, G.2
Curtis, J.F.3
Kennedy, T.A.4
Marnett, L.J.5
Eling, T.E.6
Mason, R.P.7
-
21
-
-
0032512718
-
Structural characterization of arachidonyl radicals formed by prostaglandin H synthase-2 and prostaglandin H synthase-1 reconstituted with mangano protoporphyrin IX
-
Tsai A-L, Palmer G, Xiao G, Swinney DC, Kulmacz RJ: Structural characterization of arachidonyl radicals formed by prostaglandin H synthase-2 and prostaglandin H synthase-1 reconstituted with mangano protoporphyrin IX. J Biol Chem 1998, 273:3888-3894.
-
(1998)
J Biol Chem
, vol.273
, pp. 3888-3894
-
-
Tsai, A.-L.1
Palmer, G.2
Xiao, G.3
Swinney, D.C.4
Kulmacz, R.J.5
-
22
-
-
0032502610
-
Nitric oxide trapping of tyrosyl radicals generated during prostaglandin endoperoxide synthase turnover: Detection of the radical derivative of tyrosine 385
-
Goodwin DC, Gunther MH, Hsi LH, Crews BC, Eling TE, Mason RP, Marnett LJ: Nitric oxide trapping of tyrosyl radicals generated during prostaglandin endoperoxide synthase turnover: Detection of the radical derivative of tyrosine 385. J Biol Chem 1998, 273:8903-8909.
-
(1998)
J Biol Chem
, vol.273
, pp. 8903-8909
-
-
Goodwin, D.C.1
Gunther, M.H.2
Hsi, L.H.3
Crews, B.C.4
Eling, T.E.5
Mason, R.P.6
Marnett, L.J.7
-
23
-
-
0025160887
-
Antiinflammatory and safety profile of DuP 697, a novel orally effective prostaglandin synthesis inhibitor
-
Gans KR, Galbraith W, Roman RJ, Haber SB, Kerr JS, Schmidt WK, Smith C, Hewes WE, Ackerman NR: Antiinflammatory and safety profile of DuP 697, a novel orally effective prostaglandin synthesis inhibitor. J Pharmacol Exp Ther 1990, 254:180-187.
-
(1990)
J Pharmacol Exp Ther
, vol.254
, pp. 180-187
-
-
Gans, K.R.1
Galbraith, W.2
Roman, R.J.3
Haber, S.B.4
Kerr, J.S.5
Schmidt, W.K.6
Smith, C.7
Hewes, W.E.8
Ackerman, N.R.9
-
24
-
-
0028089109
-
NS-398, a new anti-inflammatory agent, selectively inhibits prostaglandin G/H synthase/cyclooxygenase (COX-2) activity in vitro
-
Futaki N, Takahashi S, Yokoyama M, Arai I, Higuchi S, Otomo S: NS-398, a new anti-inflammatory agent, selectively inhibits prostaglandin G/H synthase/cyclooxygenase (COX-2) activity in vitro. Prostaglandins 1994, 47:55-59.
-
(1994)
Prostaglandins
, vol.47
, pp. 55-59
-
-
Futaki, N.1
Takahashi, S.2
Yokoyama, M.3
Arai, I.4
Higuchi, S.5
Otomo, S.6
-
25
-
-
0029033219
-
Pharmacology of a selective cyclooxygenase-2 inhibitor, L-745,337: A novel nonsteroidal anti-inflammatory agent with an ulcerogenic sparing effect in rat and nonhuman primate stomach
-
Chan CC, Boyce S, Brideau C, Ford-Hutchinson AW, Gordon R, Guay R, Hill RG, Li C-S, Mancini J, Penneton M et al.: Pharmacology of a selective cyclooxygenase-2 inhibitor, L-745,337: a novel nonsteroidal anti-inflammatory agent with an ulcerogenic sparing effect in rat and nonhuman primate stomach. J Pharmacol Exp Ther 1995, 274:1531-1537.
-
(1995)
J Pharmacol Exp Ther
, vol.274
, pp. 1531-1537
-
-
Chan, C.C.1
Boyce, S.2
Brideau, C.3
Ford-Hutchinson, A.W.4
Gordon, R.5
Guay, R.6
Hill, R.G.7
Li, C.-S.8
Mancini, J.9
Penneton, M.10
-
26
-
-
0027282120
-
Studies on antiiflammatory agents. II. Synthesis and pharmacological properties of 2′-(phenylthio)methanesuflonamides and related derivatives
-
Nakamura K, Tsuji K, Konishi N, Okumura H, Matsuo M: Studies on antiiflammatory agents. II. Synthesis and pharmacological properties of 2′-(phenylthio)methanesuflonamides and related derivatives. Chem Pharm Bull (Tokyo) 1993, 41:894-906.
-
(1993)
Chem Pharm Bull (Tokyo)
, vol.41
, pp. 894-906
-
-
Nakamura, K.1
Tsuji, K.2
Konishi, N.3
Okumura, H.4
Matsuo, M.5
-
27
-
-
77956739670
-
Selective cyclooxygenase-2 inhibitors
-
Edited by Hagmann WK. New York: Academic Press Inc
-
Prasit P, Riendeau D: Selective cyclooxygenase-2 inhibitors. In Annual Reports in Medicinal Chemistry, vol 32. Edited by Hagmann WK. New York: Academic Press Inc; 1997:211-220. A comprehensive review on the development of selective cyclooxygenase-2 (COX-2) inhibitors with particular emphasis on structure/activity relationship studies and relevant pharmacological data on lead compounds. The article also reveals the chemical structures with the corresponding inhibition profile of novel and selective COX-2 inhibitors, which have not been published before.
-
(1997)
Annual Reports in Medicinal Chemistry
, vol.32
, pp. 211-220
-
-
Prasit, P.1
Riendeau, D.2
-
28
-
-
0030029368
-
Synthesis and biological evaluation of 2,3-diarylthiophenes as selective COX-2 inhibitors. Part II: Replacing the heterocycle
-
Gauthier JY, Leblanc Y, Black WC, Chan C-C, Cromlish WA, Gordon R, Kennedy RP, Lau CK, Léger S, Wang Z et al.: Synthesis and biological evaluation of 2,3-diarylthiophenes as selective COX-2 inhibitors. Part II: replacing the heterocycle. Bioorg Med Chem Letts 1996, 6:87-92.
-
(1996)
Bioorg Med Chem Letts
, vol.6
, pp. 87-92
-
-
Gauthier, J.Y.1
Leblanc, Y.2
Black, W.C.3
Chan, C.-C.4
Cromlish, W.A.5
Gordon, R.6
Kennedy, R.P.7
Lau, C.K.8
Léger, S.9
Wang, Z.10
-
29
-
-
0343052955
-
A new series of selective COX-2 inhibitors: 5,6-diarylthiazolo[3,2-b][1,2,4]triazoles
-
Roy P, Lelbanc Y, Ball RG, Brideau C, Chan CC, Chauret N, Cromlish W, Ethier D, Gauthier JY, Gordon R et al.: A new series of selective COX-2 inhibitors: 5,6-diarylthiazolo[3,2-b][1,2,4]triazoles. Bioorg Med Chem Letts 1997, 7:57-62.
-
(1997)
Bioorg Med Chem Letts
, vol.7
, pp. 57-62
-
-
Roy, P.1
Lelbanc, Y.2
Ball, R.G.3
Brideau, C.4
Chan, C.C.5
Chauret, N.6
Cromlish, W.7
Ethier, D.8
Gauthier, J.Y.9
Gordon, R.10
-
30
-
-
0343052956
-
Synthesis and biological evaluation of 5,6-diarylimidazo[2.1-b]thiazole as selective COX-2 inhibitors
-
Thérien M, Brideau C, Chan CC, Cromlish WA, Gauthier JY, Gordon R, Greiog G, Kargman S, Lau CK, Leblanc Y et al.: Synthesis and biological evaluation of 5,6-diarylimidazo[2.1-b]thiazole as selective COX-2 inhibitors. Bioorg Med Chem Letts 1997, 7:47-52. The sulfur atom contained on the thiazole ring of the lead compound in the diarylimidazolothiazole series (see [29]) undergoes oxidation in the presence of liver microsomes to the toxic thiazolo-S-oxide (analogous to the toxicity associated with vinyl sulfoxides). This paper describes an elegant structural modification of the toxic imidazolothiazoles to the nontoxic thiazolotriazoles; oxidative metabolism of the sulfur is prevented due to steric hindrance provided by the pendant phenyl rings around the sulfur.
-
(1997)
Bioorg Med Chem Letts
, vol.7
, pp. 47-52
-
-
Thérien, M.1
Brideau, C.2
Chan, C.C.3
Cromlish, W.A.4
Gauthier, J.Y.5
Gordon, R.6
Greiog, G.7
Kargman, S.8
Lau, C.K.9
Leblanc, Y.10
-
31
-
-
15844425962
-
Novel terphenyls as selective cyclooxygenase-2 inhibitors and orally active anti-inflammatory agents
-
Li JJ, Norton MB, Reinhard EJ, Anderson GD, Gregory SA, Isakson PC, Koboldt CM, Masferrer JL, Perkins WE, Seibert K et al.: Novel terphenyls as selective cyclooxygenase-2 inhibitors and orally active anti-inflammatory agents. J Med Chem 1996, 39:1846-1856.
-
(1996)
J Med Chem
, vol.39
, pp. 1846-1856
-
-
Li, J.J.1
Norton, M.B.2
Reinhard, E.J.3
Anderson, G.D.4
Gregory, S.A.5
Isakson, P.C.6
Koboldt, C.M.7
Masferrer, J.L.8
Perkins, W.E.9
Seibert, K.10
-
32
-
-
13444266910
-
Synthesis and biological evaluation of the 1,5-diarylpyrazole class of cyclooxygenase-2 inhibitors: Identification of 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1 H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib)
-
Penning TD, Talley JJ, Bertenshaw SR, Carter JS, Collins PW, Doctor S, Graneto MJ, Lee IF, Malecha JW, Miyashiro JM et al.: Synthesis and biological evaluation of the 1,5-diarylpyrazole class of cyclooxygenase-2 inhibitors: Identification of 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1 H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib). J Med Chem 1997, 40:1347-1365. Structure/activity relationship studies on Searle's early lead compound SC-58125, leading to the development of SC-58635 (Celecoxib), are reported. One of the major structural differences between Celecoxib and SC-58125 is that the former contains a sulfonamide moiety, whereas a methylsulfonyl substituent is present in SC-58125. The presence of the sulfonamide moiety in Celecoxib results in a lower cyclooxygenase selectivity ratio than SC-58125; however, it was elected for clinical trials based on its overall in vivo efficacy. Celecoxib is currently in phase III clinical trials for the treatment of osteoarthritis.
-
(1997)
J Med Chem
, vol.40
, pp. 1347-1365
-
-
Penning, T.D.1
Talley, J.J.2
Bertenshaw, S.R.3
Carter, J.S.4
Collins, P.W.5
Doctor, S.6
Graneto, M.J.7
Lee, I.F.8
Malecha, J.W.9
Miyashiro, J.M.10
-
33
-
-
0030860775
-
Studies on antiinflammatory agents. IV. Synthesis and pharmacological properties of 1,5-diarylpyrazoles and related derivatives
-
Tsuji K, Nakamura K, Konishi N, Tojo T, Ochi T, Senoh H, Matsuo M: Studies on antiinflammatory agents. IV. Synthesis and pharmacological properties of 1,5-diarylpyrazoles and related derivatives. Chem Pharm Bull 1997, 45:987-995.
-
(1997)
Chem Pharm Bull
, vol.45
, pp. 987-995
-
-
Tsuji, K.1
Nakamura, K.2
Konishi, N.3
Tojo, T.4
Ochi, T.5
Senoh, H.6
Matsuo, M.7
-
34
-
-
16144363582
-
Novel 1,2-diarylbutenes: Selective and orally active COX-2 inhibitors
-
Friesen RW, Dube D, Fortin R, Frenette R, Prescott S, Cromlish W, Greig GM, Kargman S, Wong E, Chan CC, Gordon R et al.: Novel 1,2-diarylbutenes: selective and orally active COX-2 inhibitors. Bioorg Med Chem Letts 1996, 6:2677-2682.
-
(1996)
Bioorg Med Chem Letts
, vol.6
, pp. 2677-2682
-
-
Friesen, R.W.1
Dube, D.2
Fortin, R.3
Frenette, R.4
Prescott, S.5
Cromlish, W.6
Greig, G.M.7
Kargman, S.8
Wong, E.9
Chan, C.C.10
Gordon, R.11
-
35
-
-
8244255009
-
Biochemical and pharmacological profile of a tetrasubstituted furanone as a highly selective COX-2 inhibitor
-
50 values of the furanone with several selective and nonselective inhibitors is also included. The results are consistent with the finding by Copeland et al. [14] that COX-2-selective inhibitors derive their selectivity on the basis of their slow, time-dependent inhibition, as they retain their ability to reversibly inhibit both isoforms.
-
(1997)
Br J Pharmacol
, vol.121
, pp. 105-117
-
-
Riendeau, D.1
Percival, M.D.2
Boyce, S.3
Brideau, C.4
Charleson, S.5
Cromlish, W.6
Ethier, D.7
Evans, J.8
Falgueyret, J.P.9
Ford-Hutchinson, A.W.10
-
36
-
-
13344261416
-
Diarylspiro[2.4]heptenes as orally active highly selective cyclooxygenase-2 inhibitors: Synthesis and structure-activity relationships
-
Huang HC, Li JJ, Garland DJ, Chamberlain TS, Reinhard EJ, Manning RE, Seibert K, Koboldt CM, Gregory SA, Anderson GD, Veenhuizen AW et al.: Diarylspiro[2.4]heptenes as orally active highly selective cyclooxygenase-2 inhibitors: synthesis and structure-activity relationships. J Med Chem 1996, 39:253-266.
-
(1996)
J Med Chem
, vol.39
, pp. 253-266
-
-
Huang, H.C.1
Li, J.J.2
Garland, D.J.3
Chamberlain, T.S.4
Reinhard, E.J.5
Manning, R.E.6
Seibert, K.7
Koboldt, C.M.8
Gregory, S.A.9
Anderson, G.D.10
Veenhuizen, A.W.11
-
37
-
-
0030919185
-
1,2-Diarylimidazoles as potent cyclooxygenase-2 selective, and orally active antiinflammatory agents
-
Khanna IK, Weier RM, Yu Y, Xu XD, Koszyk FJ, Collins PW, Koboldt CM, Veenhuizen AW, Perkins WE, Casier JJ et al.: 1,2-Diarylimidazoles as potent cyclooxygenase-2 selective, and orally active antiinflammatory agents. J Med Chem 1997, 40:1634-1647.
-
(1997)
J Med Chem
, vol.40
, pp. 1634-1647
-
-
Khanna, I.K.1
Weier, R.M.2
Yu, Y.3
Xu, X.D.4
Koszyk, F.J.5
Collins, P.W.6
Koboldt, C.M.7
Veenhuizen, A.W.8
Perkins, W.E.9
Casier, J.J.10
-
38
-
-
0030968683
-
1,2-Diarylpyrroles as potent and selective inhibitors of cyclooxygenase-2
-
Khanna IK, Weier RM, Yu Y, Collins PW, Miyashiro JM, Koboldt CM, Veenhuizen AW, Curie JL, Seibert K, Isakson PC: 1,2-Diarylpyrroles as potent and selective inhibitors of cyclooxygenase-2. J Med Chem 1997, 40:1619-1633.
-
(1997)
J Med Chem
, vol.40
, pp. 1619-1633
-
-
Khanna, I.K.1
Weier, R.M.2
Yu, Y.3
Collins, P.W.4
Miyashiro, J.M.5
Koboldt, C.M.6
Veenhuizen, A.W.7
Curie, J.L.8
Seibert, K.9
Isakson, P.C.10
-
39
-
-
0029899186
-
A single amino acid difference between cyclooxygenase-1 (COX-1) and -2 (COX-2) reverses the selectivity of COX-2 specific inhibitors
-
Gierse JK, McDonald JJ, Hauser SD, Rangwala SH, Koboldt CM, 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 1996, 271:15810-15814.
-
(1996)
J Biol Chem
, vol.271
, pp. 15810-15814
-
-
Gierse, J.K.1
McDonald, J.J.2
Hauser, S.D.3
Rangwala, S.H.4
Koboldt, C.M.5
Seibert, K.6
-
40
-
-
0030964929
-
523→Val mutation
-
523→Val mutation. J Biol Chem 1997, 272:9280-9286. This study expands on the results of Gierse et al. [39]. In addition to Ile523, His513 in cyclooxygenase-1 (COX-1) is not conserved between the two isozymes and is replaced by an arginine residue in COX-2. The residues Ile523 and His513 in COX-1 were individually mutated to valine and arginine, respectively, and a double mutant (His513→Arg/Ile523 Val) was constructed. These mutants had no effect on catalysis but were sensitive to time-dependent inhibition by selective COX-2 inhibitors. This studies complements the finding of Gierse et al. [39] in that mutations were made in COX-1, rendering it sensitive to COX-2 inhibitors.
-
(1997)
J Biol Chem
, vol.272
, pp. 9280-9286
-
-
Wong, E.1
Bayly, C.2
Waterman, H.L.3
Riendeau, D.4
Mancini, J.A.5
-
41
-
-
0029666486
-
509 in time-dependent inhibition of prostaglandin H synthase-2 cyclooxygenase activity by isoform-selective agents
-
509 in time-dependent inhibition of prostaglandin H synthase-2 cyclooxygenase activity by isoform-selective agents. J Biol Chem 1996, 271:19134-19139.
-
(1996)
J Biol Chem
, vol.271
, pp. 19134-19139
-
-
Guo, Q.1
Wang, L.-H.2
Ruan, K.-H.3
Kulmacz, R.J.4
-
42
-
-
9844255580
-
2,6-Di-tert-butylphenols: A new class of potent and selective PGHS-2 inhibitor
-
Song Y, Connor DT, Sorenson RJ, Doubleday R, Sercel AD, Unangst PC, Gilbertsen RB, Chan K, Bornemeier DA, Dyer RD: 2,6-Di-tert-butylphenols: a new class of potent and selective PGHS-2 inhibitor, Inflamm Res 1997, 46:S141-S142. The Parke-Davis group has disclosed 2,6-di-tert-butylphenols as a new class of selective cyclooxygenase-2 (COX-2) inhibitors. These compounds are structurally different from the traditional diarylheterocycles or the acidic sulfonamides. The lead compounds display COX-2 selective inhibition against purified human COX-2 and in cellular assays. Incidently, analogous di-tert-butylphenols have also been shown to inhibit 5-lipoxygenase and it is not known whether these particular analogs are capable of inhibiting lipoxygenases.
-
(1997)
Inflamm Res
, vol.46
-
-
Song, Y.1
Connor, D.T.2
Sorenson, R.J.3
Doubleday, R.4
Sercel, A.D.5
Unangst, P.C.6
Gilbertsen, R.B.7
Chan, K.8
Bornemeier, D.A.9
Dyer, R.D.10
-
43
-
-
0029981646
-
From indomethacin to a selective COX-2 inhibitor: Development of indolalkanoic acids as potent and selective cyclooxygenase-2 inhibitors
-
Black WC, Bayly C, Belley M, Chan C-C, Charleson S, Denis D, Gauthier JY, Gordon R, Guay D, Kargman S et al.: From indomethacin to a selective COX-2 inhibitor: development of indolalkanoic acids as potent and selective cyclooxygenase-2 inhibitors. Bioorg Med Chem Letts 1996, 6:725-730.
-
(1996)
Bioorg Med Chem Letts
, vol.6
, pp. 725-730
-
-
Black, W.C.1
Bayly, C.2
Belley, M.3
Chan, C.-C.4
Charleson, S.5
Denis, D.6
Gauthier, J.Y.7
Gordon, R.8
Guay, D.9
Kargman, S.10
-
44
-
-
0029980668
-
Synthesis and biological evaluation of both enantiomers of L-761,000 as inhibitors of cyclooxygenase 1 and 2
-
Leblanc Y, Black WC, Chan CC, Charleson S, Delorme D, Denis D, Gauthier JY, Grimm EL, Gordon R, Guay D et al.: Synthesis and biological evaluation of both enantiomers of L-761,000 as inhibitors of cyclooxygenase 1 and 2. Bioorg Med Chem Letts 1996, 6:731-736.
-
(1996)
Bioorg Med Chem Letts
, vol.6
, pp. 731-736
-
-
Leblanc, Y.1
Black, W.C.2
Chan, C.C.3
Charleson, S.4
Delorme, D.5
Denis, D.6
Gauthier, J.Y.7
Grimm, E.L.8
Gordon, R.9
Guay, D.10
-
45
-
-
14444275534
-
Effect of structural modification of enol-carboxamide-type nonsteroidal antiinflammatory drugs on COX-2/COX-1 selectivity
-
Lazer ES, Miao CK, Cywin CL, Sorcek R, Wong H-C, Meng Z, Potocki I, Hoermann MA, Snow RJ, Tschantz MA et al.: Effect of structural modification of enol-carboxamide-type nonsteroidal antiinflammatory drugs on COX-2/COX-1 selectivity. J Med Chem 1997, 40:980-989. The introduction of meloxicam as a nonsteroidal antiinflammatory drug (NSAID) led to further structure/activity relationship development in the enolcarboxamide class of compounds as selective cyclooxygenase-2 (COX-2) inhibitors. Interestingly, meloxicam was developed as an NSAID prior to the discovery of COX-2. This paper reports that meloxicam has a 75-fold selectivity for COX-2, whereas Ogmo et al. [46] report a 12-fold COX-2 selectivity by meloxicam.
-
(1997)
J Med Chem
, vol.40
, pp. 980-989
-
-
Lazer, E.S.1
Miao, C.K.2
Cywin, C.L.3
Sorcek, R.4
Wong, H.-C.5
Meng, Z.6
Potocki, I.7
Hoermann, M.A.8
Snow, R.J.9
Tschantz, M.A.10
-
46
-
-
0030767947
-
Evaluation of pharmacological profile of meloxicam as an anti-inflammatory agent, with particular reference to its relative selectivity for cyclooxygenase-2 over cyclooxygenase-1
-
Ogino K, Hatanaka K, Kawamura M, Katori M, Harada Y: Evaluation of pharmacological profile of meloxicam as an anti-inflammatory agent, with particular reference to its relative selectivity for cyclooxygenase-2 over cyclooxygenase-1. Pharmacology 1997, 55:44-53.
-
(1997)
Pharmacology
, vol.55
, pp. 44-53
-
-
Ogino, K.1
Hatanaka, K.2
Kawamura, M.3
Katori, M.4
Harada, Y.5
-
47
-
-
0030030129
-
Meloxicam: Influence on arachidonic acid metabolism Part I. In vitro findings
-
Engelhardt G, Bogel R, Schnitzler Chr, Utzmann R: Meloxicam: influence on arachidonic acid metabolism Part I. In vitro findings. Biochem Pharmacol 1996, 51:21-28.
-
(1996)
Biochem Pharmacol
, vol.51
, pp. 21-28
-
-
Engelhardt, G.1
Bogel, R.2
Schnitzler, Chr.3
Utzmann, R.4
-
48
-
-
0030061289
-
Meloxicam: Influence on arachidonic acid metabolism part II. In vivo findings
-
Engelhardt G, Bogel R, Schnitzler Chr, Ultzmann R: Meloxicam: influence on arachidonic acid metabolism part II. In vivo findings. Biochem Pharmacol 1996, 51:29-38.
-
(1996)
Biochem Pharmacol
, vol.51
, pp. 29-38
-
-
Engelhardt, G.1
Bogel, R.2
Schnitzler, C.3
Ultzmann, R.4
-
50
-
-
11544338960
-
Structural basis for time-dependent inhibition of cyclooxygenases
-
Edited by Honn KV, Nigam S, Marnett LJ, Dennis E. New York: Plenum Publishing Corp; in press
-
Kurumbail R, Pawlitz JL, Stevens AM, Stageman RA, Cierse JK, Kobolt CM, Seibert K, Isakson PC, Stallings WC: Structural basis for time-dependent inhibition of cyclooxygenases. In Eicosanoids and Other Bioactive Lipids in Cancer, Inflammation and Related Diseases. Edited by Honn KV, Nigam S, Marnett LJ, Dennis E. New York: Plenum Publishing Corp; 1998: in press.
-
(1998)
Eicosanoids and Other Bioactive Lipids in Cancer, Inflammation and Related Diseases
-
-
Kurumbail, R.1
Pawlitz, J.L.2
Stevens, A.M.3
Stageman, R.A.4
Cierse, J.K.5
Kobolt, C.M.6
Seibert, K.7
Isakson, P.C.8
Stallings, W.C.9
-
51
-
-
0024571185
-
Topographic studies of microsomal and pure prostaglandin H synthase
-
Kulmacz RJ, Wu KK: Topographic studies of microsomal and pure prostaglandin H synthase. Arch Biochem Biophys 1989, 268:502-515.
-
(1989)
Arch Biochem Biophys
, vol.268
, pp. 502-515
-
-
Kulmacz, R.J.1
Wu, K.K.2
-
52
-
-
0029893612
-
Kinetics of the interaction of nonsteroidal antiinflammatory drugs with prostaglandin endoperoxide synthase-1 studied by limited proteolysis
-
Kalgutkar AS, Crews BC, Marnett LJ: Kinetics of the interaction of nonsteroidal antiinflammatory drugs with prostaglandin endoperoxide synthase-1 studied by limited proteolysis. Biochemistry 1996, 35:9076-9082.
-
(1996)
Biochemistry
, vol.35
, pp. 9076-9082
-
-
Kalgutkar, A.S.1
Crews, B.C.2
Marnett, L.J.3
-
53
-
-
0020493115
-
Protection of prostaglandin H synthase from trypsin upon binding of heme
-
Kulmacz RJ, Lands WEM: Protection of prostaglandin H synthase from trypsin upon binding of heme. Biochem Biophys Res Comm 1982, 104:758-764.
-
(1982)
Biochem Biophys Res Comm
, vol.104
, pp. 758-764
-
-
Kulmacz, R.J.1
Lands, W.E.M.2
-
54
-
-
0023657172
-
Controlled tryptic digestion of prostaglandin H synthase
-
Chen Y-NP, Bienkowski MJ, Marnett LJ: Controlled tryptic digestion of prostaglandin H synthase. J Biol Chem 1987, 252:16892-16899.
-
(1987)
J Biol Chem
, vol.252
, pp. 16892-16899
-
-
Chen, Y.-N.P.1
Bienkowski, M.J.2
Marnett, L.J.3
-
55
-
-
0028807498
-
Prostaglandin synthase 2 gene disruption causes severe renal pathology in the mouse
-
Morham SG, Lagenbach R, Loftin CD, Tiano HF, Vouloumanos N, Jennette JC, Mahler JF, Kluckman KD, Ledford A, Lee CA, Smithies O: Prostaglandin synthase 2 gene disruption causes severe renal pathology in the mouse. Cell 1995, 83:473-482.
-
(1995)
Cell
, vol.83
, pp. 473-482
-
-
Morham, S.G.1
Lagenbach, R.2
Loftin, C.D.3
Tiano, H.F.4
Vouloumanos, N.5
Jennette, J.C.6
Mahler, J.F.7
Kluckman, K.D.8
Ledford, A.9
Lee, C.A.10
Smithies, O.11
-
56
-
-
0028843881
-
Prostaglandin synthase 1 gene disruption in mice reduces arachidonic acid-induced inflammation and indomethacin-induced gastric ulceration
-
Lagenbach R, Morham SG, Tiano HF, Loftin CD, Ghanayem BI, Chulada PC, Mahler JF, Lee CA, Goulding EH, Kluckman KD, Kim HS, Smithies O: Prostaglandin synthase 1 gene disruption in mice reduces arachidonic acid-induced inflammation and indomethacin-induced gastric ulceration. Cell 1995, 83:483-492.
-
(1995)
Cell
, vol.83
, pp. 483-492
-
-
Lagenbach, R.1
Morham, S.G.2
Tiano, H.F.3
Loftin, C.D.4
Ghanayem, B.I.5
Chulada, P.C.6
Mahler, J.F.7
Lee, C.A.8
Goulding, E.H.9
Kluckman, K.D.10
Kim, H.S.11
Smithies, O.12
-
57
-
-
0028818913
-
Renal abnormalities and an altered inflammatory response in mice lacking cyclooxygenase II
-
Dinchuk JE, Car BD, Focht RJ, Johnston JJ, Jaffee BD, Covington MB, Contel NR, Eng VM, Collins RJ, Czerniak PM et al.: Renal abnormalities and an altered inflammatory response in mice lacking cyclooxygenase II. Nature 1995, 378:406-409.
-
(1995)
Nature
, vol.378
, pp. 406-409
-
-
Dinchuk, J.E.1
Car, B.D.2
Focht, R.J.3
Johnston, J.J.4
Jaffee, B.D.5
Covington, M.B.6
Contel, N.R.7
Eng, V.M.8
Collins, R.J.9
Czerniak, P.M.10
-
58
-
-
0030816051
-
Altered pain perception and inflammatory response in mice lacking prostacyclin receptor
-
Murata T, Ushikubi F, Matsuoka T, Hirata M, Yamasaki A, Sugimoto Y, Ichikawa A, Aze Y, Tanaka T, Yoshida N, Ueno A, Ohishi S, Narumiya S: Altered pain perception and inflammatory response in mice lacking prostacyclin receptor. Nature 1997, 388:678-682.
-
(1997)
Nature
, vol.388
, pp. 678-682
-
-
Murata, T.1
Ushikubi, F.2
Matsuoka, T.3
Hirata, M.4
Yamasaki, A.5
Sugimoto, Y.6
Ichikawa, A.7
Aze, Y.8
Tanaka, T.9
Yoshida, N.10
Ueno, A.11
Ohishi, S.12
Narumiya, S.13
-
59
-
-
14444268088
-
Failure of parturition in mice lacking the prostaglandin F receptor
-
Sugimoto Y, Yamasaki A, Segi E, Tsuboi K, Aze Y, Nishimura T, Oida H, Yoshida N, Tanaka T, Katsuyama M et al.: Failure of parturition in mice lacking the prostaglandin F receptor. Science 1997, 277:681-683.
-
(1997)
Science
, vol.277
, pp. 681-683
-
-
Sugimoto, Y.1
Yamasaki, A.2
Segi, E.3
Tsuboi, K.4
Aze, Y.5
Nishimura, T.6
Oida, H.7
Yoshida, N.8
Tanaka, T.9
Katsuyama, M.10
-
60
-
-
0024894045
-
The pharmacological profile of CPG 28238, a novel highly potent anti-inflammatory compound
-
Weisenberg-Boettcher I, Schweizer A, Green JR, Mueller K, Maerki F, Pfeilschifter J: The pharmacological profile of CPG 28238, a novel highly potent anti-inflammatory compound. Drugs Exp Clin Res 1989, 15:501-509.
-
(1989)
Drugs Exp Clin Res
, vol.15
, pp. 501-509
-
-
Weisenberg-Boettcher, I.1
Schweizer, A.2
Green, J.R.3
Mueller, K.4
Maerki, F.5
Pfeilschifter, J.6
-
61
-
-
0032557710
-
Asprin-like molecules that covelently inactivate cyclooxygenase-2
-
Kalgutkar AS, Crews BC, Rowlinson SW, GArner C, Seibert K, Marnett LJ: Asprin-like molecules that covelently inactivate cyclooxygenase-2. Science 1998, 280:1268-1270.
-
(1998)
Science
, vol.280
, pp. 1268-1270
-
-
Kalgutkar, A.S.1
Crews, B.C.2
Rowlinson, S.W.3
Garner, C.4
Seibert, K.5
Marnett, L.J.6
|