title: Synthesis and biological activity of bimorpholine and its carbanucleoside.
abstract: A new enantiomerically pure carbacyclic nucleoside analogue with bimorpholine as a nonaromatic nucleobase was synthesized. The nucleoside analogue and bimorpholine were tested for cytotoxicity using an MTT assay and the xCELLigence System. Both assays revealed that compound 3 was highly cytotoxic at a 50 μM concentration while the cytotoxic effect of compound 1 was much less prominent. No antiretroviral activity was detected for this compound. In contrast, it acted as a potent inhibitor of hepatitis C virus (HCV) replication. Most likely this effect originates largely from the cytotoxicity of the compound; however, it is possible that a specific mechanism of HCV inhibition also exists.
authors: Department of Chemistry, Tallinn University of Technology, Tallinn, Estonia.
authors: Kerti
authors: K
authors: Ausmees
authors: Anastasia
authors: A
authors: Selyutina
authors: Kristel
authors: K
authors: Kütt
authors: Kristin
authors: K
authors: Lippur
authors: Tõnis
authors: T
authors: Pehk
authors: Margus
authors: M
authors: Lopp
authors: Eva
authors: E
authors: Zusinaite
authors: Andres
authors: A
authors: Merits
authors: Tõnis
authors: T
authors: Kanger
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D016174:Hepacivirus / Q000187:drug effects*; D006526:Hepatitis C / Q000188:drug therapy; D006801:Humans; D009025:Morpholines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D014779:Virus Replication / Q000187:drug effects
chemical_list: D000998:Antiviral Agents; D009025:Morpholines; D009705:Nucleosides