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Volumn 47, Issue 2, 2007, Pages 635-643

Perspective assessment of COX-1 and COX-2 selectivity of nonsteroidal anti-inflammatory drugs from clinical practice: Use of genetic function approximation

Author keywords

[No Author keywords available]

Indexed keywords

APPROXIMATION THEORY; ENZYMES; FUNCTION EVALUATION; GENETIC ENGINEERING; MOLECULAR STRUCTURE; THREE DIMENSIONAL;

EID: 34247180081     PISSN: 15499596     EISSN: 1549960X     Source Type: Journal    
DOI: 10.1021/ci6004367     Document Type: Article
Times cited : (15)

References (41)
  • 1
    • 0002052721 scopus 로고    scopus 로고
    • Analgesic-Antipyretic and Antiinflammatory Agents and Drugs Employed in the Treatment of Gout
    • 9th ed, Hardman, J, Limbird, L, Molinoff, P, Ruddon, R, Goodman, A, Eds, McGraw Hill: New York
    • Insel, P. A. Analgesic-Antipyretic and Antiinflammatory Agents and Drugs Employed in the Treatment of Gout. In The Pharmacological Basis of Therapeutics, 9th ed.; Hardman, J., Limbird, L., Molinoff, P., Ruddon, R., Goodman, A., Eds.; McGraw Hill: New York, 1996; pp 617-657.
    • (1996) The Pharmacological Basis of Therapeutics , pp. 617-657
    • Insel, P.A.1
  • 2
    • 0015237292 scopus 로고
    • Inhibition of Prostaglandin Synthesis as a Mechanism of Action for Aspirin-Like Drugs
    • Vane, J. R. Inhibition of Prostaglandin Synthesis as a Mechanism of Action for Aspirin-Like Drugs. Nature New Biol. 1971, 231, 232-235.
    • (1971) Nature New Biol , vol.231 , pp. 232-235
    • Vane, J.R.1
  • 3
    • 0032702213 scopus 로고    scopus 로고
    • Cyclooxygenase 2 Inhibitors: Discovery, Selectivity and the Future
    • Marnett, L. J.; Kalgutkar, A. S. Cyclooxygenase 2 Inhibitors: Discovery, Selectivity and the Future. Trends Pharm. Sci. 1999, 20, 465-469.
    • (1999) Trends Pharm. Sci , vol.20 , pp. 465-469
    • Marnett, L.J.1    Kalgutkar, A.S.2
  • 4
    • 0026788165 scopus 로고
    • Gastrointestinal Damage Associated with the Use of Nonsteroidal Antiinflammatory Drugs
    • Allison, M. C.; Howatson, A. G.; Torrance, C. J.; Lee, F. D.; Russel, R. I. Gastrointestinal Damage Associated with the Use of Nonsteroidal Antiinflammatory Drugs. New Engl. J. Med. 1992, 327, 749-754.
    • (1992) New Engl. J. Med , vol.327 , pp. 749-754
    • Allison, M.C.1    Howatson, A.G.2    Torrance, C.J.3    Lee, F.D.4    Russel, R.I.5
  • 5
    • 0021245793 scopus 로고
    • Renal Effects of Prostaglandins and Clinical Adverse Effects of Non-Steroidal Anti-Inflammatory Agents
    • Garell, S.; Matarese, R. A. Renal Effects of Prostaglandins and Clinical Adverse Effects of Non-Steroidal Anti-Inflammatory Agents. Medicine 1984, 63, 165-181.
    • (1984) Medicine , vol.63 , pp. 165-181
    • Garell, S.1    Matarese, R.A.2
  • 6
    • 0033594911 scopus 로고    scopus 로고
    • Nonsteroid Drug Selectivities for Cyclooxygenase-1 Rather Than Cyclooxygenase-2 Are Associated with Human Gastrointestinal Toxicity: A Full in Vitro Analysis
    • Warner, T. D.; Giulino, F.; Vojnovic, I.; Bukasa, A.; Mitachell, J. A.; Vane, J. R. Nonsteroid Drug Selectivities for Cyclooxygenase-1 Rather Than Cyclooxygenase-2 Are Associated with Human Gastrointestinal Toxicity: A Full in Vitro Analysis. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 7563-7568.
    • (1999) Proc. Natl. Acad. Sci. U.S.A , vol.96 , pp. 7563-7568
    • Warner, T.D.1    Giulino, F.2    Vojnovic, I.3    Bukasa, A.4    Mitachell, J.A.5    Vane, J.R.6
  • 7
    • 13444266910 scopus 로고    scopus 로고
    • Penning, T. D.; Talley, J. J.; Bertenshaw, S. R.; Carter, J. S.; Collins, P. W.; Docter, S.; Graneto, M. J.; Lee, L. F.; Malecha, J. W.; Miyashiro, J. M.; Rogers, R. S.; Regier, D. J.; Yu, S. S.; Anderson, G. D.; Burton, E. G.; Cogburn, J. N.; Gregory, S. A.; Koboldt, C. M.; Perkins, W. E.; Seibert, K.; Veenhuizen, A. W.; Zhang, Y. Y.; Isakson, P. C. Synthesis and Biological Evaluation of the 1,5-Diarylpyrazole Class of Cyclooxygenase-2 Inhibitors: Identification of 4-[5-(4-Methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl] Benzene Sulfonamide (SC-58635, Celecoxib). J. Med. Chem. 1997, 40, 1347-1365.
    • Penning, T. D.; Talley, J. J.; Bertenshaw, S. R.; Carter, J. S.; Collins, P. W.; Docter, S.; Graneto, M. J.; Lee, L. F.; Malecha, J. W.; Miyashiro, J. M.; Rogers, R. S.; Regier, D. J.; Yu, S. S.; Anderson, G. D.; Burton, E. G.; Cogburn, J. N.; Gregory, S. A.; Koboldt, C. M.; Perkins, W. E.; Seibert, K.; Veenhuizen, A. W.; Zhang, Y. Y.; Isakson, P. C. Synthesis and Biological Evaluation of the 1,5-Diarylpyrazole Class of Cyclooxygenase-2 Inhibitors: Identification of 4-[5-(4-Methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl] Benzene Sulfonamide (SC-58635, Celecoxib). J. Med. Chem. 1997, 40, 1347-1365.
  • 8
    • 0033526928 scopus 로고    scopus 로고
    • Prasit, P.; Wang, Z.; Brideau, C.; Chan, C. C.; Charleson, S.; Cromlish, W.; Ethier, D.; Evans, J. F.; Ford-Hutchinson, A. W.; Gauthier, J. Y.; Gordon, R.; Guay, J.; Gresser, M.; Kargman, S.; Kennedy, B.; Leblanc, Y.; Leger, S.; Mancini, J.; O'Neill, G. P.; Ouellet, M.; Percival, M. D.; Perrier, H.; Riendeau, D.; Rodger, I.; Zamboni, R.; Boyce, S.; Rupniak, N.; Forrest, M.; Visco, D.; Patrick, D. The Discovery of Rofecoxib, [MK 966, Vioxx, 4-(4′-Methylsulfonylphenyl)-3-phenyl-2(5H)-furanone], an Orally Active Cyclooxygenase-2-Inhibitor. Bioorg. Med. Chem. Lett. 1999, 9, 1773-1778.
    • Prasit, P.; Wang, Z.; Brideau, C.; Chan, C. C.; Charleson, S.; Cromlish, W.; Ethier, D.; Evans, J. F.; Ford-Hutchinson, A. W.; Gauthier, J. Y.; Gordon, R.; Guay, J.; Gresser, M.; Kargman, S.; Kennedy, B.; Leblanc, Y.; Leger, S.; Mancini, J.; O'Neill, G. P.; Ouellet, M.; Percival, M. D.; Perrier, H.; Riendeau, D.; Rodger, I.; Zamboni, R.; Boyce, S.; Rupniak, N.; Forrest, M.; Visco, D.; Patrick, D. The Discovery of Rofecoxib, [MK 966, Vioxx, 4-(4′-Methylsulfonylphenyl)-3-phenyl-2(5H)-furanone], an Orally Active Cyclooxygenase-2-Inhibitor. Bioorg. Med. Chem. Lett. 1999, 9, 1773-1778.
  • 10
    • 0034030366 scopus 로고    scopus 로고
    • N-[[(5-Methyl-3-phenylisoxazol-4-yl)-phenyl] Sulfonyl] Propanamide, Sodium Salt, Parecoxib Sodium: A Potent and Selective Inhibitor of COX-2 for Parenteral Administration
    • Talley, J. J.; Bertenshaw, S. R.; Brown, D. L.; Carter, J. S.; Graneto, M. J.; Kellogg, M. S.; Koboldt, C. M.; Yuan, J.; Zhang, Y. Y.; Seibert, K. N-[[(5-Methyl-3-phenylisoxazol-4-yl)-phenyl] Sulfonyl] Propanamide, Sodium Salt, Parecoxib Sodium: A Potent and Selective Inhibitor of COX-2 for Parenteral Administration. J. Med. Chem. 2000, 43, 1661-1663.
    • (2000) J. Med. Chem , vol.43 , pp. 1661-1663
    • Talley, J.J.1    Bertenshaw, S.R.2    Brown, D.L.3    Carter, J.S.4    Graneto, M.J.5    Kellogg, M.S.6    Koboldt, C.M.7    Yuan, J.8    Zhang, Y.Y.9    Seibert, K.10
  • 11
    • 0035145462 scopus 로고    scopus 로고
    • Riendeau, D.; Percival, M. D.; Brideau, C.; Charleson, S.; Dube, D.; Ethier, D.; Falgueyret, J. P.; Friesen, R. W.; Gordon, R.; Greig, G.; Guay, J.; Mancini, J.; Ouellet, M.; Wong, E.; Xu, L.; Boyce, S.; Visco, D.; Girard, Y.; Prasit, P.; Zamboni, R.; Rodger, I. W.; Gresser, M.; Ford-Hutchinson, A. W.; Young, R. N.; Chan, C.-C. Etoricoxib (MK-0663): Preclinical Profile and Comparison with Other Agents That Selectively Inhibit Cyclooxygenase-2. J. Pharmacol. Exp. Ther. 2002, 296, 558-566.
    • Riendeau, D.; Percival, M. D.; Brideau, C.; Charleson, S.; Dube, D.; Ethier, D.; Falgueyret, J. P.; Friesen, R. W.; Gordon, R.; Greig, G.; Guay, J.; Mancini, J.; Ouellet, M.; Wong, E.; Xu, L.; Boyce, S.; Visco, D.; Girard, Y.; Prasit, P.; Zamboni, R.; Rodger, I. W.; Gresser, M.; Ford-Hutchinson, A. W.; Young, R. N.; Chan, C.-C. Etoricoxib (MK-0663): Preclinical Profile and Comparison with Other Agents That Selectively Inhibit Cyclooxygenase-2. J. Pharmacol. Exp. Ther. 2002, 296, 558-566.
  • 12
    • 2442493150 scopus 로고    scopus 로고
    • Relationship between Selective Cyclooxygenase-2 Inhibitors and Acute Myocardial Infarction in Older Adults
    • Solomon, D. H.; Schneeweiss, S.; Glynn, R. N.; Kiyota, Y.; Levin, R.; Mogun, H.; Avorn, J. Relationship between Selective Cyclooxygenase-2 Inhibitors and Acute Myocardial Infarction in Older Adults. Circulation 2004, 109, 2068-2073.
    • (2004) Circulation , vol.109 , pp. 2068-2073
    • Solomon, D.H.1    Schneeweiss, S.2    Glynn, R.N.3    Kiyota, Y.4    Levin, R.5    Mogun, H.6    Avorn, J.7
  • 13
    • 0000091651 scopus 로고    scopus 로고
    • Three-Dimensional Quantitative Structural Activity Relationship (3D-QSAR) Studies of Some 1,5-Diarylpyrazoles: Analogue Based Design of Selective Cyclooxygenase-2 Inhibitors
    • Desiraju, G. R.; Gopalakrishnan, B.; Jetti, R. K. R.; Raveendra, D.; Sarma, J. A. R. P.; Subramanya, H. S. Three-Dimensional Quantitative Structural Activity Relationship (3D-QSAR) Studies of Some 1,5-Diarylpyrazoles: Analogue Based Design of Selective Cyclooxygenase-2 Inhibitors. Molecules 2000, 5, 945-955.
    • (2000) Molecules , vol.5 , pp. 945-955
    • Desiraju, G.R.1    Gopalakrishnan, B.2    Jetti, R.K.R.3    Raveendra, D.4    Sarma, J.A.R.P.5    Subramanya, H.S.6
  • 14
    • 0035960062 scopus 로고    scopus 로고
    • Three-Dimensional Quantitative Structure-Activity Relationships of Cyclooxygenase-2 (COX-2) Inhibitors: A Comparative Molecular Field Analysis
    • Chavatte, P.; Yous, S.; Marot, C.; Baurin, N.; Lesieur, D. Three-Dimensional Quantitative Structure-Activity Relationships of Cyclooxygenase-2 (COX-2) Inhibitors: A Comparative Molecular Field Analysis. J. Med. Chem. 2001, 44, 3223-3230.
    • (2001) J. Med. Chem , vol.44 , pp. 3223-3230
    • Chavatte, P.1    Yous, S.2    Marot, C.3    Baurin, N.4    Lesieur, D.5
  • 15
    • 14044255742 scopus 로고    scopus 로고
    • 3D-QSAR of Cyclooxygenase-2 Inhibitors by Genetic Function Approximation
    • Raichurkar, A. V.; Kulkarni, V. M. 3D-QSAR of Cyclooxygenase-2 Inhibitors by Genetic Function Approximation. Int. Electron. J. Mol. Des. 2003, 2, 242-261.
    • (2003) Int. Electron. J. Mol. Des , vol.2 , pp. 242-261
    • Raichurkar, A.V.1    Kulkarni, V.M.2
  • 16
    • 0029911267 scopus 로고    scopus 로고
    • Flexibility of the NSAID Binding Site in the Structure of Human Cyclooxygenase-2
    • Luong, C.; Miller, A.; Barnett, J.; Chow, J.; Ramesha, C.; Browner, M. F. 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
  • 17
    • 0033816579 scopus 로고    scopus 로고
    • Understanding the Antifungal Activity of Terbinafine Analogues Using Quantitative Structure-Activity Relationship (QSAR) Models
    • Gokhale, V. M.; Kulkarni, V. M. Understanding the Antifungal Activity of Terbinafine Analogues Using Quantitative Structure-Activity Relationship (QSAR) Models. Bioorg. Med. Chem. 2000, 8, 2487-2499.
    • (2000) Bioorg. Med. Chem , vol.8 , pp. 2487-2499
    • Gokhale, V.M.1    Kulkarni, V.M.2
  • 18
    • 0035169586 scopus 로고    scopus 로고
    • Three-Dimensional Quantitative Structure Activity Relationship (3D-QSAR) of 3-Aryloxazolidin-2-one Antibacterials
    • Karki, R. G.; Kulkarni, V. M. Three-Dimensional Quantitative Structure Activity Relationship (3D-QSAR) of 3-Aryloxazolidin-2-one Antibacterials. Bioorg. Med. Chem. 2001, 9, 3153-3160.
    • (2001) Bioorg. Med. Chem , vol.9 , pp. 3153-3160
    • Karki, R.G.1    Kulkarni, V.M.2
  • 19
    • 0036186163 scopus 로고    scopus 로고
    • QSAR of HIV-1 Integrase Inhibitors by Genetic Function Approximation Method
    • Makhija, M. T.; Kulkarni, V. M. QSAR of HIV-1 Integrase Inhibitors by Genetic Function Approximation Method. Bioorg. Med. Chem. 2002, 10, 1483-1497.
    • (2002) Bioorg. Med. Chem , vol.10 , pp. 1483-1497
    • Makhija, M.T.1    Kulkarni, V.M.2
  • 20
    • 34247266707 scopus 로고    scopus 로고
    • 3D-QSAR of Protein Tyrosine Phosphatase 1B Inhibitors by Genetic Function Approximation
    • Vadlamudi, S. M.; Kulkarni, V. M. 3D-QSAR of Protein Tyrosine Phosphatase 1B Inhibitors by Genetic Function Approximation. Int. Electron. J. Mol. Des. 2004, 3, 586-609.
    • (2004) Int. Electron. J. Mol. Des , vol.3 , pp. 586-609
    • Vadlamudi, S.M.1    Kulkarni, V.M.2
  • 21
    • 0037168055 scopus 로고    scopus 로고
    • Three-Dimensional Quantitative Structure Activity Relationship of 1,4-Dihydropyridines as Antitubercular Agents
    • Kharkar, P. S.; Desai, B.; Varu, B.; Loriya, R.; Naliyapara, Y.; Gaveria, H.; Shah, A.; Kulkarni, V. M. Three-Dimensional Quantitative Structure Activity Relationship of 1,4-Dihydropyridines as Antitubercular Agents. J. Med. Chem. 2002, 45, 4858-4867.
    • (2002) J. Med. Chem , vol.45 , pp. 4858-4867
    • Kharkar, P.S.1    Desai, B.2    Varu, B.3    Loriya, R.4    Naliyapara, Y.5    Gaveria, H.6    Shah, A.7    Kulkarni, V.M.8
  • 22
    • 34247243330 scopus 로고    scopus 로고
    • Rogers, D. G/SPLINES: A Hybrid of Friedman's Multivariate Adaptive Regression Splines (MARS) Algorithm with Holland's Genetic Algorithm. In Proceedings of the Fourth International Conference on Genetic Algorithms, San Diego, CA, 1991; Belew, R. K., Booker, L. B., Eds.; Morgan Kaufmann Publishers Inc.: San Mateo, CA, 1991.
    • Rogers, D. G/SPLINES: A Hybrid of Friedman's Multivariate Adaptive Regression Splines (MARS) Algorithm with Holland's Genetic Algorithm. In Proceedings of the Fourth International Conference on Genetic Algorithms, San Diego, CA, 1991; Belew, R. K., Booker, L. B., Eds.; Morgan Kaufmann Publishers Inc.: San Mateo, CA, 1991.
  • 23
    • 0028467707 scopus 로고
    • Applications of Genetic Function Approximation to Quantitative Structure-Activity Relationships and Quantitative Structure-Property Relationships
    • Rogers, D.; Hopfinger, A. J. Applications of Genetic Function Approximation to Quantitative Structure-Activity Relationships and Quantitative Structure-Property Relationships. J. Chem. Inf. Comput. Sc. 1994, 34, 854.
    • (1994) J. Chem. Inf. Comput. Sc , vol.34 , pp. 854
    • Rogers, D.1    Hopfinger, A.J.2
  • 24
    • 34247257408 scopus 로고    scopus 로고
    • Cerius2, version 3.5; Molecular Simulations Inc, San Diego, CA
    • Cerius2, version 3.5; Molecular Simulations Inc.: San Diego, CA.
  • 25
    • 0033578087 scopus 로고    scopus 로고
    • Prediction of Ligand-Receptor Binding Thermodynamics by Free Energy Force Field 3D-QSAR Analysis: Application to a Set of Glucose Analogue Inhibitors of Glycogen Phosphorylase
    • Venkatarangan, P.; Hopfinger, A. J. Prediction of Ligand-Receptor Binding Thermodynamics by Free Energy Force Field 3D-QSAR Analysis: Application to a Set of Glucose Analogue Inhibitors of Glycogen Phosphorylase. J. Med. Chem. 1999, 42, 2169-2179.
    • (1999) J. Med. Chem , vol.42 , pp. 2169-2179
    • Venkatarangan, P.1    Hopfinger, A.J.2
  • 26
    • 0031180937 scopus 로고    scopus 로고
    • Prediction of Ligand-Receptor Binding Thermodynamics by Free Energy Force Field 3D-QSAR Analysis: Application to a Set of Peptidometic Renin Inhibitors
    • Tokarski, J. S.; Hopfiner, A. J. Prediction of Ligand-Receptor Binding Thermodynamics by Free Energy Force Field 3D-QSAR Analysis: Application to a Set of Peptidometic Renin Inhibitors. J. Chem. Inf. Comput. Sc. 1997, 37, 792-811.
    • (1997) J. Chem. Inf. Comput. Sc , vol.37 , pp. 792-811
    • Tokarski, J.S.1    Hopfiner, A.J.2
  • 27
    • 0029007232 scopus 로고
    • Receptor Surface Models. 2. Application to QSAR Studies
    • Hann, M.; Rogers, D. Receptor Surface Models. 2. Application to QSAR Studies. J. Med. Chem. 1995, 38, 2091-2102.
    • (1995) J. Med. Chem , vol.38 , pp. 2091-2102
    • Hann, M.1    Rogers, D.2
  • 28
    • 0035960060 scopus 로고    scopus 로고
    • Quantitative Structure-Antitumor Activity Relationship of Camptothecin Analogues: Cluster Analysis and Genetic Algorithm Based Studies
    • Fan, Y.; Shi, L. M.; Kohn, K. W.; Pommier, Y.; Weinstein, J. N. Quantitative Structure-Antitumor Activity Relationship of Camptothecin Analogues: Cluster Analysis and Genetic Algorithm Based Studies. J. Med. Chem. 2001, 44, 3254-3263.
    • (2001) J. Med. Chem , vol.44 , pp. 3254-3263
    • Fan, Y.1    Shi, L.M.2    Kohn, K.W.3    Pommier, Y.4    Weinstein, J.N.5
  • 29
    • 33748481964 scopus 로고
    • Charge Equilibration for Molecular Dynamics Simulations
    • Rappe, A. K.; Goddard, W. A., III. Charge Equilibration for Molecular Dynamics Simulations. J. Phy. Chem. 1991, 95, 3358-3363.
    • (1991) J. Phy. Chem , vol.95 , pp. 3358-3363
    • Rappe, A.K.1    Goddard III, W.A.2
  • 30
    • 33847086085 scopus 로고    scopus 로고
    • Hopfinger, A. J. A Quantitative Structure Activity Relationship: Investigation of Dihydrofolate Reductase Inhibition by Baker Triazines Based Upon Molecular Shape Analysis. J. Am. Chem. Soc. 1980, 102, 7196-7206.
    • Hopfinger, A. J. A Quantitative Structure Activity Relationship: Investigation of Dihydrofolate Reductase Inhibition by Baker Triazines Based Upon Molecular Shape Analysis. J. Am. Chem. Soc. 1980, 102, 7196-7206.
  • 31
    • 0027762073 scopus 로고
    • Three-Dimensional QSAR of Human Immunodeficiency Virus (1) Protease Inhibitors. 1. A CoMFA Study Employing Experimentally Determined Alignment Rules
    • Waller, C. L.; Opera, T. I.; Giolitti, A.; Marshall, G. R. Three-Dimensional QSAR of Human Immunodeficiency Virus (1) Protease Inhibitors. 1. A CoMFA Study Employing Experimentally Determined Alignment Rules. J. Med. Chem. 1993, 36, 4152-4160.
    • (1993) J. Med. Chem , vol.36 , pp. 4152-4160
    • Waller, C.L.1    Opera, T.I.2    Giolitti, A.3    Marshall, G.R.4
  • 32
    • 84987100711 scopus 로고
    • Cross-Validation, Bootstrapping and Partial Least Squares Compared With Multiple Regressions in Conventional QSAR Studies
    • Cramer, R. D., III.; Bunce, J. D.; Patterson, D. E. Cross-Validation, Bootstrapping and Partial Least Squares Compared With Multiple Regressions in Conventional QSAR Studies. Quant. Struct.-Act. Relat. 1988, 7, 18-25.
    • (1988) Quant. Struct.-Act. Relat , vol.7 , pp. 18-25
    • Cramer III, R.D.1    Bunce, J.D.2    Patterson, D.E.3
  • 33
    • 0024716284 scopus 로고
    • Atomic Physicochemical Parameters for Three Dimensional Structure Directed Quantitative Structure - Activity Relationships. 4. Additional Parameters for Hydrophobic and Dispersive Interactions and Their Application for an Automated Superposition of Certain Naturally Occurring Nucleoside Antibiotics
    • Viswanathan, V. M.; Goshe, A. K.; Revanker, G. R.; Robbins, R. K. Atomic Physicochemical Parameters for Three Dimensional Structure Directed Quantitative Structure - Activity Relationships. 4. Additional Parameters for Hydrophobic and Dispersive Interactions and Their Application for an Automated Superposition of Certain Naturally Occurring Nucleoside Antibiotics. J. Chem. Inf. Comput. Sci. 1989, 29, 163-172.
    • (1989) J. Chem. Inf. Comput. Sci , vol.29 , pp. 163-172
    • Viswanathan, V.M.1    Goshe, A.K.2    Revanker, G.R.3    Robbins, R.K.4
  • 35
    • 0029899186 scopus 로고    scopus 로고
    • A Single Amino Acid Difference Between Cyclooxygense-1 (COX-1) and -2 (COX-2) Reverses the Selectivity of COX-2 Specific Inhibitors
    • Gierse, J. K.; McDonald, J. J.; Hauser, S. D.; Rangwala, S. H.; Koboldt, C. M.; Seibert, K. A Single Amino Acid Difference Between Cyclooxygense-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
  • 36
    • 0032135008 scopus 로고    scopus 로고
    • Design of Selective Inhibitors of Cyclooxygenase-2 as Nonulcerogenic Anti-Inflammatory Agents
    • Marnett, L. J.; Kalgutkar, A. S. Design of Selective Inhibitors of Cyclooxygenase-2 as Nonulcerogenic Anti-Inflammatory Agents. Curr. Opin. Chem. Biol. 1998, 2, 482-490.
    • (1998) Curr. Opin. Chem. Biol , vol.2 , pp. 482-490
    • Marnett, L.J.1    Kalgutkar, A.S.2
  • 37
    • 0034736019 scopus 로고    scopus 로고
    • Bernard, P.; Charles, T.; Philippe, P.; Jacqueline, B.; Guillaume, De, N. 1,3-Diaryl-4,5,6,7-tetrahydro-2H-isoindole Derivatives. A New Series of Potent and Selective COX-2 Inhibitors in which a Sulfonyl Group Is Not a Structural Requisite. J. Med. Chem. 2000, 43, 4582-4593.
    • Bernard, P.; Charles, T.; Philippe, P.; Jacqueline, B.; Guillaume, De, N. 1,3-Diaryl-4,5,6,7-tetrahydro-2H-isoindole Derivatives. A New Series of Potent and Selective COX-2 Inhibitors in which a Sulfonyl Group Is Not a Structural Requisite. J. Med. Chem. 2000, 43, 4582-4593.
  • 38
    • 0000377939 scopus 로고    scopus 로고
    • Analysis of Binding Affinities for Celecoxib Analogues with COX-1 and COX-2 from Combined Docking and Monte Carlo Simulations and Insight into the COX-2/COX-1 Selectivity
    • Plount Price, M. L.; Jorgensen, W. L. Analysis of Binding Affinities for Celecoxib Analogues with COX-1 and COX-2 from Combined Docking and Monte Carlo Simulations and Insight into the COX-2/COX-1 Selectivity. J. Am. Chem. Soc. 2000, 122, 9455-9466.
    • (2000) J. Am. Chem. Soc , vol.122 , pp. 9455-9466
    • Plount Price, M.L.1    Jorgensen, W.L.2
  • 39
    • 0033523610 scopus 로고    scopus 로고
    • Structural Basis of The Dynamic Mechanism of Ligand Binding to Cyclooxygenase
    • Llorens, O.; Perez, J. J.; Palomer, A.; Mauleon, D. Structural Basis of The Dynamic Mechanism of Ligand Binding to Cyclooxygenase. Bioorg. Med. Chem. Lett. 1999, 9, 2779-2784.
    • (1999) Bioorg. Med. Chem. Lett , vol.9 , pp. 2779-2784
    • Llorens, O.1    Perez, J.J.2    Palomer, A.3    Mauleon, D.4
  • 40
    • 0035974649 scopus 로고    scopus 로고
    • Design and Synthesis of Celecoxib and Rofecoxib Analogues as Selective Cyclooxygenase-2 (COX-2) Inhibitors: Replacement of Sulfonamide and Methanesulfonyl Pharmacophore by an Azido Bioisostere
    • Habbeb, A. G.; Praveen Rao, P. N.; Knaus, E. E. Design and Synthesis of Celecoxib and Rofecoxib Analogues as Selective Cyclooxygenase-2 (COX-2) Inhibitors: Replacement of Sulfonamide and Methanesulfonyl Pharmacophore by an Azido Bioisostere. J. Med. Chem. 2001, 44, 3039-3042.
    • (2001) J. Med. Chem , vol.44 , pp. 3039-3042
    • Habbeb, A.G.1    Praveen Rao, P.N.2    Knaus, E.E.3
  • 41
    • 0002958235 scopus 로고    scopus 로고
    • A Study on Binding Modes of Nonsteroidal Anti-Inflammatory Drugs to COX-1 and COX-2 as Obtained by Dock4.0
    • Akaho, E.; Fujikawa, C.; Runion, H. I.; Hill, C. R.; Nakano, H. J. A Study on Binding Modes of Nonsteroidal Anti-Inflammatory Drugs to COX-1 and COX-2 as Obtained by Dock4.0. J. Chem. Software 1999, 5, 1-14.
    • (1999) J. Chem. Software , vol.5 , pp. 1-14
    • Akaho, E.1    Fujikawa, C.2    Runion, H.I.3    Hill, C.R.4    Nakano, H.J.5


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