Synthesis of novel azanorbornylpurine derivatives

• Published in: Tetrahedron Vol. 68; no. 4; pp. 1286 - 1298
• Main Authors: Hřebabecký, Hubert, Dejmek, Milan, Dračínský, Martin, Šála, Michal, Leyssen, Pieter, Neyts, Johan, Kaniaková, Martina, Krůšek, Jan, Nencka, Radim
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 28.01.2012; Elsevier
• Subjects: Antibiotics. Antiinfectious agents. Antiparasitic agents; Antiviral agents; Azanorbornane; Biological and medical sciences; Chemistry; Chemistry, Organic; Construction; Coxsackievirus; Derivatives; Exact sciences and technology; Hepatitis C virus; Heterocyclic compounds; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; Medical sciences; Mitsunobu reaction; Muscles; Neuronal nicotinic acetylcholine receptor; Organic chemistry; Pharmacology. Drug treatments; Physical Sciences; Preparations and properties; Purines; Receptors; Science & Technology; Synthesis (chemistry); Tetrahedrons; Purines; Coxsackievirus; Azanorbornane; Hepatitis C virus; Mitsunobu reaction; Neuronal nicotinic acetylcholine receptor; ACETYLCHOLINE-RECEPTOR BINDING; DESENSITIZATION; NUCLEOSIDES; HIPPOCAMPAL-NEURONS; POISON FROG; NUCLEOTIDES; HEPATITIS; NICOTINIC AGONIST; INHIBITORS; EPIBATIDINE ANALOGS; Purine derivatives; Picornaviridae; Enterovirus; Purine base; Virus; Biogenic amine; Antiviral; Acetylcholine; Flaviviridae; Chemical synthesis; Hepacivirus; Nicotinic receptor
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2011.11.035

Azanorbornylpurine derivatives were prepared by Mitsunobu reaction of appropriate hydroxyazanorbornane derivative with 6-chloropurine or construction of purine base at azanorbornylamines. The prepared target compounds were evaluated for antiviral activity and effect on neuronal and muscle nicotinic acetylcholine receptors. [Display omitted]