Abstract
A series of 4-(4-phenoxy)benzoylamino-4-methoxymethyloxymethyl butyric acid hydroxamates, which were derived from l-glutamic acid, were synthesized and evaluated as matrix metalloproteinase inhibitors. Most of the compounds listed in exhibited strong inhibitory activity against MMP-2 and MMP-9, as well as even stronger inhibitory activity against MMP-3, but showed relatively weak inhibition of MMP-1. Structure-activity relationships are discussed.
MeSH terms
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Administration, Oral
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Animals
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Benzamides* / chemical synthesis
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Benzamides* / chemistry
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Benzamides* / pharmacology
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Drug Design*
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Drug Evaluation, Preclinical
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Enzyme Activation / drug effects
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Glutamic Acid / chemistry
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Guinea Pigs
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Hydroxamic Acids* / chemical synthesis
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Hydroxamic Acids* / chemistry
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Hydroxamic Acids* / pharmacology
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Male
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Matrix Metalloproteinase Inhibitors*
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Molecular Conformation
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Protease Inhibitors* / administration & dosage
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Protease Inhibitors* / chemical synthesis
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Protease Inhibitors* / chemistry
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Stereoisomerism
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Structure-Activity Relationship
Substances
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Benzamides
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Hydroxamic Acids
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Matrix Metalloproteinase Inhibitors
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Protease Inhibitors
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Glutamic Acid