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• W2069987788 abstract "A new generation of cyclic matrix metalloproteinase (MMP) inhibitors derived from dl-piperazinecarboxylic acid has been described. The design involves: incorporation of hydroxamic acid as the bidentate chelating agent for catalytic Zn2+, placement of a sulfonamide group at the 1N-position of the piperazine ring to fill the S1‘ pocket of the enzyme, and finally attachment of diverse functional groups at the 4N-position to optimize potency and peroral absorption. A unique combination of all three elements produced inhibitor 20 with high affinity for MMPs 1, 3, 9, and 13 (24, 18, 1.9, and 1.3 nM, respectively). X-ray crystallography data obtained for MMP-3 cocrystallized with 20 gave detailed information on key binding interactions defining an overall scaffold geometry for piperazine-based MMP inhibitors." @default.
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• W2069987788 date "2000-01-19" @default.
• W2069987788 modified "2023-09-27" @default.
• W2069987788 title "Design and Synthesis of Piperazine-Based Matrix Metalloproteinase Inhibitors" @default.
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• W2069987788 doi "https://doi.org/10.1021/jm990366q" @default.
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