Abstract
A novel sphingomyelin inhibitor RY221B-a, which contains a bipyridyl moiety as a metal coordination site was designed based upon the mechanism of phosphate ester hydrolysis. RY221B-a was synthesized from N-Boc-sphingosine in three steps via selective etherification using stannyl acetal. Synthesized RY221B-a exhibited relatively-strong inhibitory activity against Bc-SMase (IC(50)=1.2microM).
2010 Elsevier Ltd. All rights reserved.
Publication types
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Evaluation Study
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Research Support, Non-U.S. Gov't
MeSH terms
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2,2'-Dipyridyl / analogs & derivatives*
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2,2'-Dipyridyl / chemical synthesis
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2,2'-Dipyridyl / chemistry
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2,2'-Dipyridyl / pharmacology
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Bacillus cereus / enzymology
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Dose-Response Relationship, Drug
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Enzyme Activation / drug effects
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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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Models, Molecular
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Molecular Structure
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Sphingomyelin Phosphodiesterase / antagonists & inhibitors*
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Sphingosine / analogs & derivatives*
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Sphingosine / chemical synthesis
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Sphingosine / chemistry
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Sphingosine / pharmacology
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Stereoisomerism
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Structure-Activity Relationship
Substances
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Enzyme Inhibitors
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RY221B-a
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2,2'-Dipyridyl
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Sphingomyelin Phosphodiesterase
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Sphingosine