Inhibitors of MMP-1: An examination of P1' C(α) gem-disubstitution in the succinamide hydroxamate series

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 14, 1996, Pages 1719-1724

  Robinson, Ralph P ^a   Ragan, John A ^a   Cronin, Brian J ^a   Donahue, Kathleen M ^a   Lopresti Morrow, Lori L ^a   Mitchell, Peter G ^a   Reeves, Lisa M ^a   Yocum, Sue A ^a  

^a PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENZYME INHIBITOR; HYDROXAMIC ACID DERIVATIVE; METALLOPROTEINASE; METALLOPROTEINASE INHIBITOR; SUCCINIC ACID DERIVATIVE;

ARTICLE; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; STRUCTURE ACTIVITY RELATION;

EID: 0030598680     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00303-4     Document Type: Article

References (9)

1. 1) Morphy, J. R.; Millican, T. A.; Porter, J. R Current Med. Chem. 1995, 2, 743.
2. 2) Beckett, R. P.; Davidson, A. H.; Drummond, A. H.; Huxley, P.; Whittaker, M. Drug Discovery Today 1996, 1, 16
3. 3) Dickens, J. P.; Donald, D. K.; Kneen, G.; McCay, W. R. U.S. Patent 4,599,361.
4. 4) Spurlino, J. C.; Smallwood, A. M.; Carlton, D. D.; Banks, T. M.; Vavra, K. J.; Johnson, J. S.; Cook, E. R.; Falvo, J.; Wahl, R. C.; Pulvino, T. A.; Wendoloski, J. J.; Smith, D. L. Proteins: Struct. Funct. Genet. 1994, 19, 98. Dickens, J. P.; Donald, D. K.; Kneen, G.; McCay, W. R. U.S. Patent 4,599,361.
5. 4) Spurlino, J. C.; Smallwood, A. M.; Carlton, D. D.; Banks, T. M.; Vavra, K. J.; Johnson, J. S.; Cook, E. R.; Falvo, J.; Wahl, R. C.; Pulvino, T. A.; Wendoloski, J. J.; Smith, D. L. Proteins: Struct. Funct. Genet. 1994, 19, 98. Dickens, J. P.; Donald, D. K.; Kneen, G.; McCay, W. R. U.S. Patent 4,599,361.
6. 1H NMR and elemental analysis.
7. 6) Enzyme assay: MMP-1 was activated with trypsin and assayed using a quenched fluorescent peptide substrate: Bickett, D. M.; Green, M. D.; Berman, J.; Dezube, M.; Howe, A. S.; Brown, P. J.; Roth, J. T.; McGeehan, G. M. Anal. Biochem. 1993, 212, 58.
8. i = 0.63 μM: Ghose, A. K.; Logan, M. E.; Treasurywala, A. M.; Wang, H.; Wahl, R. C.; Tomczuk, B. E.; Gowravaram, M. R.; Jaegar, E. P.; Wendoloski, J. J. J. Am. Chem. Soc. 1995, 117, 4671.
9. 8) Robinson, R. P.; Cronin, B. J.; Donahue, K. M.; Jones, B. P.; Lopresti-Morrow, L. L.; Mitchell, P. G.; Rizzi, J. P.; Reeves, L. M.; Yocum, S. A. following paper in this issue.