Abstract
The synthesis of a novel series of 3-phenylprop-2-ynylamines as selective mammalian squalene epoxidase inhibitors is described. Structure activity relationship studies led to the discovery of compound 19, 1-[3-(3,5-dichlorophenyl)-prop-2-ynyl]-3- methylpiperidine hydrochloride with an IC50 of 2.8 +/- 0.6 microM against rat liver squalene epoxidase. Against 23 strains of fungal squalene epoxidase compound 19 was found to be inactive.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amines / chemical synthesis
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Amines / chemistry*
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Amines / pharmacology*
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Animals
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Benzene Derivatives / chemistry
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Benzene Derivatives / pharmacology
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / chemistry*
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Enzyme Inhibitors / pharmacology*
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Female
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Inhibitory Concentration 50
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Oxygenases / antagonists & inhibitors*
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Rats
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Rats, Sprague-Dawley
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Squalene Monooxygenase
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Structure-Activity Relationship
Substances
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Amines
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Benzene Derivatives
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Enzyme Inhibitors
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Oxygenases
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Squalene Monooxygenase