426822-33-5Relevant academic research and scientific papers
Synthesis and antiviral activity evaluation of novel 2-phenyl-4-(D-arabino-4′-cycloaminobutyl)triazoles: Acyclonucleosides containing unnatural bases
Tyagi, Rahul,Olsen, Carl E.,Errington, William,Parmar, Virinder S.,Prasad, Ashok K.
, p. 963 - 968 (2002)
Five 2-phenyl-4-(D-arabino-4′-cycloamino-3′-hydroxy-O-1′,2′-isopropylidenebutyl)-2H-1,2,3-triazoles, acyclonucleosides containing unnatural bases have been synthesised by opening of the epoxide ring of 2-phenyl-4-(D-arabino-3′,4′-epoxy-O-1′,2′-isopropylidenebutyl)-2H-1,2,3-triazole with the corresponding cyclic amine in 70-85% yields. The starting arabino-epoxytriazole was prepared in five steps starting from D-glucose in an overall yield of 15%. All the five triazolylacycllonucleosides were unambiguously identified on the basis of their spectral data. The structure of one of the intermediates, that is 2-phenyl-4-(D-arabino-1′,2′,3′,4′-tetrahydroxybutyl)-2H-1,2,3-triazole was confirmed by its X-ray crystallographic studies. These acyclonucleosides were subjected to antiviral evaluation in CEM-SS cell-based anti HIV assay with the lymphocytropic virus strains HIV-1IIIB and HIV-1RF. Copyright
