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Synthesis and antiviral activity evaluation of novel 2-phenyl-4-(D-arabino-4 '-cycloaminobutyl)triazoles: Acyclonucleosides containing unnatural bases
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UNSPECIFIED (2002) Synthesis and antiviral activity evaluation of novel 2-phenyl-4-(D-arabino-4 '-cycloaminobutyl)triazoles: Acyclonucleosides containing unnatural bases. BIOORGANIC & MEDICINAL CHEMISTRY, 10 (4). pp. 963-968. ISSN 0968-0896.
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Abstract
Five 2-phenyl-4-(D-arabino-4'-cycloamino-3-hydroxy-O-1',2'-isopropylidene-butyl)-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 amines 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 triazolylacyclonucleosides 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 activity evaluation in CEM-SS cell-based anti HIV assay with the lymphocytropic virus strains HIV-1(IIIB) and HIV-1(RF). (C) 2002 Elsevier Science Ltd. All rights reserved.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | BIOORGANIC & MEDICINAL CHEMISTRY | ||||
Publisher: | PERGAMON-ELSEVIER SCIENCE LTD | ||||
ISSN: | 0968-0896 | ||||
Official Date: | April 2002 | ||||
Dates: |
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Volume: | 10 | ||||
Number: | 4 | ||||
Number of Pages: | 6 | ||||
Page Range: | pp. 963-968 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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