Nucleosides Nucleotides & Nucleic Acids · 2019 · 19 citations · 28 references
MedicineMedicinal ChemistryOncologyCancer PharmacologyChemotherapyMolecular OncologyConformational AnalysisMacromolecular StructureStructure-activity Relationship AnalysisAnticancer ActivityConformationally Restricted NucleosidesGlycosidic Bond ConformationGlycosidic Bond StereochemistryNucleoside Analog SynthesisNucleoside AnalogsNucleoside Analogue TherapySugar Nucleosides
The fluorinated nucleoside dimers with a 1,2,3-triazole linkage are novel compounds within the field of bioorganic chemistry. We report on the synthesis and properties of two groups of nucleoside dimers analogs possessing a different arrangement of the 1,4-disubstituted 1,2,3-triazole linkage. Based on analysis of the 3JHH, 3JH1′C2, and 3JH1′C6 we estimated conformational preferences of sugar part and orientation around glycosidic bond. These compounds show moderate anticancer activity, with cytostatic studies in three different cancer cell lines.
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Christian W. Tornøe, Caspar Christensen, Morten Meldal · The Journal of Organic Chemistry · 2002 · 8.5K citations