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(f) Woessner, F. J. Matrix metalloproteinases and their inhibitors in connective tissue remodeling. FASEB 1991, 5, 2145-2154.
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Metalloproteinases, tissue inhibitor, and proteoglycan fragments in knee synovial fluid in human osteoarthritis
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(a) Lohmander, L. S.; Hoerrner, L. A.; Lark. M. W. Metalloproteinases, tissue inhibitor, and proteoglycan fragments in knee synovial fluid in human osteoarthritis. Arthritis Rheum. 1993, 36, 181-189.
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Evidence for metalloproteinase and metalloproteinase inhibitor imbalance in human osteoarthritis cartilage
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(b) Dean, D. D.; Martel-Pelletier, J.; Howell, D. S.; Woessner, J. F. Evidence for Metalloproteinase and metalloproteinase inhibitor imbalance in human osteoarthritis cartilage. J. Clin. Invest. 1989, 67, 678-685.
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0032544149
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Design and synthesis of conformationally constrained MMP inhibitors
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(a) Natchus, M. G.; Cheng, M.; Wahl, C. T.; Pikul, S.; Almstead, N. G.; Bradley, R. S.; Taiwo, Y. O.; Mieling, G. E.; Dunaway, C. M.; Snider, C. E.; McIver, J. M.; Barnett, B. L.; McPhail, S. J.; Anastasio, M. B.; De, B. Design and Synthesis of Conformationally constrained MMP Inhibitors. Bioorg. Med. Chem. Lett. 1998, 8, 2077-2080.
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Natchus, M.G.1
Cheng, M.2
Wahl, C.T.3
Pikul, S.4
Almstead, N.G.5
Bradley, R.S.6
Taiwo, Y.O.7
Mieling, G.E.8
Dunaway, C.M.9
Snider, C.E.10
McIver, J.M.11
Barnett, B.L.12
McPhail, S.J.13
Anastasio, M.B.14
De, B.15
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11
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0032505173
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Discovery of potent, achiral matrix metalloprotease inhibitors
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(b) Pikul, S.; McDow Dunham, K. L.; Almstead N. G.; De, B.; Natchus, M. G.; Anastasio, M. V.; McPhail, S. J.; Snider, C. E.; Taiwo, Y. O.; Rydel, T.; Dunaway, C. M.; Gu, F.; Mieling, G. E. Discovery of Potent, Achiral Matrix Metalloprotease Inhibitors. J. Med. Chem. 1998, 41, 3568-3571.
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Pikul, S.1
McDow Dunham, K.L.2
Almstead, N.G.3
De, B.4
Natchus, M.G.5
Anastasio, M.V.6
McPhail, S.J.7
Snider, C.E.8
Taiwo, Y.O.9
Rydel, T.10
Dunaway, C.M.11
Gu, F.12
Mieling, G.E.13
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12
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0033552866
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Design and synthesis of phosphinamide-based hydroxamic acids as inhibitors of matrix metalloproteinases
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(c) Pikul, S.; McDow Dunham, K. L.; Almstead, N. G.; De, B.; Natchus, M. G.; Anastasio, M. V.; McPhail, S.; Snider, C. E.; Taiwo, Y. O.; Chen, L.; Dunaway, C. M.; Gu, F.; Mieling, G. E. Design and Synthesis of Phosphinamide-Based Hydroxamic Acids as Inhibitors of Matrix Metalloproteinases. J. Med. Chem. 1999, 42, 87-94.
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Pikul, S.1
McDow Dunham, K.L.2
Almstead, N.G.3
De, B.4
Natchus, M.G.5
Anastasio, M.V.6
McPhail, S.7
Snider, C.E.8
Taiwo, Y.O.9
Chen, L.10
Dunaway, C.M.11
Gu, F.12
Mieling, G.E.13
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13
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0033523954
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Design, synthesis and biological evaluation of potent thiazine and thiazepine based MMP inhibitors
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Almstead, N. G.; Bradley, R. S.; Pikul, S.; De, B.; Natchus, M. G.; Taiwo, Y. O.; Gu, F.; Williams, L. E.; Hynd, B. A.; Janusz, M. J.; Dunaway, C. M.; Mieling, G. E. Design, Synthesis and Biological Evaluation of Potent Thiazine and Thiazepine Based MMP Inhibitors. J. Med. Chem. 1999, 42, 4547-4562.
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Almstead, N.G.1
Bradley, R.S.2
Pikul, S.3
De, B.4
Natchus, M.G.5
Taiwo, Y.O.6
Gu, F.7
Williams, L.E.8
Hynd, B.A.9
Janusz, M.J.10
Dunaway, C.M.11
Mieling, G.E.12
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14
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15644374838
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Discovery of CGS 27023A, a non-peptidic, potent, and orally active stromelysin inhibitor that blocks cartilage degradation in rabits
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(a) MacPherson, L. J.; Bayburt, E. K.; Capparelli, M. P.; Carroll, B. J.; Goldstein, R.; Justice, M. R.; Ziu, L. J.; Hu, S.-i.; Melton, R. A.; Fryer, L.; Goldberg, R. L.; Doughty, J. R.; Spirito, S.; Blancuzzi, V.; Wilson, D.; O'Byrne, E. M.; Ganu, V. S.; Parker, D. T. Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabits. J. Med. Chem. 1997, 40, 2525-2532.
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MacPherson, L.J.1
Bayburt, E.K.2
Capparelli, M.P.3
Carroll, B.J.4
Goldstein, R.5
Justice, M.R.6
Ziu, L.J.7
Hu, S.-I.8
Melton, R.A.9
Fryer, L.10
Goldberg, R.L.11
Doughty, J.R.12
Spirito, S.13
Blancuzzi, V.14
Wilson, D.15
O'Byrne, E.M.16
Ganu, V.S.17
Parker, D.T.18
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16
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0343136509
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CGS27023A: A novel potent, and orally active matrix metalloprotease inhibitor
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White Haven, PA, Sept. 25-29
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(c) Parker, D. T.; MacPherson, L. J.; Goldstein, R.; Justice, M. R.; Ziu, L. J.; Capparelli, M.; Whaley, L. W.; Boehm, C.; O'Byrne, E. M.; Goldberg, R. L.; Ganu, V. S. CGS27023A: A Novel Potent, and Orally Active Matrix Metalloprotease Inhibitor. 7th International Conference on the Inflammation Research Association, White Haven, PA, Sept. 25-29, 1994.
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7th International Conference on the Inflammation Research Association
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Parker, D.T.1
MacPherson, L.J.2
Goldstein, R.3
Justice, M.R.4
Ziu, L.J.5
Capparelli, M.6
Whaley, L.W.7
Boehm, C.8
O'Byrne, E.M.9
Goldberg, R.L.10
Ganu, V.S.11
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17
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0026505650
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A novel coumarin-labeled peptide for sensitive continuous assays of the matrix metalloproteinases
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(a) Knight, C. G.; Wilenbrock, F.; Murphy, G. A. A Novel Coumarin-labeled Peptide for Sensitive Continuous Assays of the Matrix Metalloproteinases. FEBS Lett. 1992, 296, 263-266.
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Knight, C.G.1
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18
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0343136506
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Also see Experimental Section for further details.
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(b) Also see Experimental Section for further details.
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19
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0343572530
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See Experimental Section for details of the in vitro intestinal permeability studies
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See Experimental Section for details of the in vitro intestinal permeability studies.
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20
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0343572529
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See Experimental Section for details of the cartilage explant assay
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See Experimental Section for details of the cartilage explant assay.
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21
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0031784785
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Permeability of articular cartilage to matrix metalloprotease inhibitors
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Peng, S. X.; VonBargen, E. C.; Bornes, D. M.; Pikul, S. Permeability of Articular Cartilage to Matrix Metalloprotease Inhibitors. Pharm. Res. 1998, 15, 1414-1418. Additional note: It is understood that the physicochemical properties of bovine nasal cartilage and articular cartilage are different. This work is cited in order to convey a sense that small MMPIs are capable of penetrating cartilage matrix.
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Pharm. Res.
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Peng, S.X.1
VonBargen, E.C.2
Bornes, D.M.3
Pikul, S.4
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22
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1842365544
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Degradation of the type II collagen, but not proteoglycan, correlates with matrix metalloprotease activity in cartilage explant cultures
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Kozaci, L. D.; Buttle, D. J.; Hollander, A. P. Degradation of the Type II Collagen, But Not Proteoglycan, Correlates with Matrix Metalloprotease Activity in Cartilage Explant Cultures. Arthritis Rheum. 1997, 40, 164-174.
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Kozaci, L.D.1
Buttle, D.J.2
Hollander, A.P.3
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23
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0031189711
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Molecular recognition of protein-ligand complexes: Applications to drug design
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For a comprehensive review, see: Babine, R. E.; Bender, S. L. Molecular Recognition of Protein-Ligand Complexes: Applications to Drug Design. Chem. Rev. 1997, 97, 1359-1472.
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Chem. Rev.
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Babine, R.E.1
Bender, S.L.2
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24
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0343136505
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See Babine and Bender review (p 1436), ref 14.
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See Babine and Bender review (p 1436), ref 14.
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25
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0342702274
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Bay 12-9566, a novel, biphenyl matrix metalloprotease inhibitor, demonstrates anti-invasive and anti-angiogenic properties
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American Association for Cancer Research, New Orleans, Poster 2063.
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(a) Hibner, B.; Card, A.; Flynn, C.; Housley, T.; Wihelm, S.; Casazza, A. M. Bay 12-9566, a Novel, Biphenyl Matrix Metalloprotease Inhibitor, Demonstrates Anti-Invasive and Anti-Angiogenic Properties. American Association for Cancer Research, 89th Annual Meeting, New Orleans, 1998; Poster 2063.
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89th Annual Meeting
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Hibner, B.1
Card, A.2
Flynn, C.3
Housley, T.4
Wihelm, S.5
Casazza, A.M.6
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26
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0030994326
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Emerging therapeutic advances for the development of second generation matrix metalloproteinase inhibitors
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(b) See the following for BB-2516 and other similar MMPIs: White, A. D.; Bocan, T. M. A.; Boxer, P. A.; Peterson, J. T.; Schrier, D. Emerging Therapeutic Advances for the Development of Second generation Matrix Metalloproteinase Inhibitors. Curr. Pharm. Des. 1997, 3, 45-58.
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Curr. Pharm. Des.
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White, A.D.1
Bocan, T.M.A.2
Boxer, P.A.3
Peterson, J.T.4
Schrier, D.5
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27
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0032712582
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Crystal structure of the stromelysin catalytic domain at 2 Åresolution: Inhibitor-induced conformational changes
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in press
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Chen, L.; Rydel, T. J.; Gu, F.; Dunaway, C. M.; Pikul, S.; Dunham, K. M.; Barnett, B. L. Crystal Structure of the Stromelysin Catalytic Domain at 2 ÅResolution: Inhibitor-induced Conformational Changes. J. Mol. Biol. 1999, in press.
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Chen, L.1
Rydel, T.J.2
Gu, F.3
Dunaway, C.M.4
Pikul, S.5
Dunham, K.M.6
Barnett, B.L.7
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28
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0023024460
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A metalloproteinase from human rheumatoid synovial fibroblasts that digests connective tissue matrix components. Purification and characterization
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Okada, Y.; Nagase, H.; Harris, E. D. A Metalloproteinase from Human Rheumatoid Synovial Fibroblasts that Digests Connective Tissue Matrix Components. Purification and Characterization. J. Biol. Chem. 1986, 261, 14245-14255.
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Okada, Y.1
Nagase, H.2
Harris, E.D.3
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