Abstract
In this paper, we report the synthesis of diastereomerically pure N-(4-substituted-2,4-diaminobutanoyl)piperidines. These compounds were prepared to investigate the influence of the 4-substitution on the dipeptidyl peptidase II (DPP II) activity and selectivity of the parent N-(2,4-diaminobutanoyl)piperidine. The (4S)-methyl compound showed subnanomolar inhibition, comparable with the parent compound. The (4R)-methyl group or bigger substituents decreased the activity.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amination
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Dipeptidyl-Peptidases and Tripeptidyl-Peptidases / antagonists & inhibitors*
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Dipeptidyl-Peptidases and Tripeptidyl-Peptidases / metabolism
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Inhibitory Concentration 50
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Molecular Structure
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Piperidines / chemical synthesis
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Piperidines / chemistry*
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Piperidines / pharmacology*
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Protease Inhibitors / chemical synthesis*
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Protease Inhibitors / chemistry
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Protease Inhibitors / pharmacology*
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Stereoisomerism
Substances
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Piperidines
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Protease Inhibitors
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piperidine
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Dipeptidyl-Peptidases and Tripeptidyl-Peptidases
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dipeptidyl peptidase II