Synthesis of novel purine-based coxsackievirus inhibitors bearing polycylic substituents at the N-9 position
Language English Country Germany Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
- Keywords
- Antiviral, Coxsackievirus B3, Enteroviruses, Phosphatidylinositol 4-kinase (PI4K), Purines,
- MeSH
- Antiviral Agents chemical synthesis chemistry pharmacology toxicity MeSH
- Cytopathogenic Effect, Viral MeSH
- Enterovirus drug effects physiology MeSH
- Cells, Cultured MeSH
- Molecular Structure MeSH
- Norbornanes chemical synthesis chemistry pharmacology toxicity MeSH
- Bridged-Ring Compounds chemical synthesis chemistry pharmacology toxicity MeSH
- Purines chemical synthesis chemistry pharmacology toxicity MeSH
- Virus Replication drug effects MeSH
- Cell Survival drug effects MeSH
- Animals MeSH
- Check Tag
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Antiviral Agents MeSH
- Norbornanes MeSH
- Bridged-Ring Compounds MeSH
- Purines MeSH
The synthesis of a novel library of purine derivatives bearing various bicyclic and polycylic substituents at the N-9 position is described. The series includes norbornanes, bicyclo[2.2.2]octanes, and bicyclo[3.2.1]octanes attached at the bridgehead position as well as bicyclo[3.1.1]heptanes, tetrahydro-1-naphthalenes, and adamantanes bonded either directly or via a linear chain to the 6-chloropurine nucleobase. A number of prepared derivatives exerted significant activity against the enterovirus. Despite attempts to correlate the activity against picornaviruses with their phosphatidylinositol 4-kinase KIIIβ inhibitory activity, it is clear that the inhibition of this host factor cannot explain the observed antiviral potency.
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