scyphostatin
National Institutes of Health
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The concise asymmetric total synthesis of scyphostatin has been achieved by condensation of the optically active cyclohexane unit…
Sphingomyelin is a ubiquitous constituent of cell membranes. Its role is not merely structural ; hydrolysis of sphingomyelin by…
[reaction: see text]. Diastereoselective oxidative dearomatization of benzopyran 5 to the corresponding p-quinol 9b allows a fast…
The enantioselective synthesis of an analogue of scyphostatin, a potent inhibitor of the neutral sphingomyelinase, is described…
A 6-alkyl-4,5-epoxy-6-hydroxy-2-cyclohexen-1-one derivative, a model compound for the hydrophilic moiety of scyphostatin, was…
Low-molecular-weightinhibit ors of sphingomyelinases have attracted considerable attention as molecular tools for the…
The Diels-Alder reaction of spirolactones with cyclopentadiene afforded the adduct with high pi-facial selectivity; a hydrophilic…
[structure: see text]. Several novel scyphostatin analogues have been prepared in up to 18% yield over five steps from…
[reaction: see text] The absolute configuration of the side chain of scyphostatin (1) has been established. The chemical…
[reaction--see text] Each of four diastereomers of structure 2, corresponding to the lipophilic side chain of scyphostatin (1…