Bioorganic and Medicinal Chemistry Letters p. 1443 - 1448 (1998)
Update date:2022-07-29
Topics:
Curtin, Michael L.
Garland, Robert B.
Davidsen, Steven K.
Marcotte, Patrick A.
Albert, Daniel H.
Magoc, Terrance J.
Hutchins, Charles
A series of P1 C(α) gem-disubstituted succinamide hydroxamate matrix metalloproteinase inhibitors were prepared stereoselectively and evaluated in vitro for their ability to inhibit MMP-1, MMP-2, and MMP-3. It was found that while methyl/allyl substitution as in 2 and 18 provided compounds that were broad spectrum inhibitors and nearly equipotent with parent inhibitor 1, a larger group such as bis-allyl as in 13 or gem-cyclopentyl as in 14 significantly reduced enzyme inhibition.
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