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Synthesis of 5'-C-phosphonomethyl, 2'-C- and 3'-C-branched nucleoside analogues as potential candidates for therapeutic intervention towards HIV
Stockholm University, Faculty of Science, Department of Organic Chemistry.
1993 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Syntheses of some 5'-C-phosphonomethyl-, 2'-C- and 3'-C-branched nucleoside analogues as potential anti-HIV agents are described. Synthesis of the various nucleoside analogues is based either on the construction of a suitably protected sugar moiety that can be glycosylated with different nucleoside bases by the Vorbrüggen procedure, or on the use of a novel alcohol transposition in the carbohydrate moiety of different 2'-C- or 3'-C-methylene nucleoside analogues, using the reagent system chlorodiphenylphosphine-iodine-imidazole. All target compounds were tested for anti-HIV activity. Of these, only 2',3'-dideoxy-2'-Chydroxymethylcytidine and l-(3,5-dideoxy-ß-D-cryrAro-hexofuranosyl)thymine demonstrated moderate and weak anti-HIV activities, respectively.

Place, publisher, year, edition, pages
Stockholm: Stockholm University, 1993. , p. 36
Series
Chemical communications, ISSN 0366-5607 ; 1993:6
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-153380ISBN: 91-7153-159-9 (print)OAI: oai:DiVA.org:su-153380DiVA, id: diva2:1186005
Note

Härtill 5 uppsatser

Available from: 2018-02-27 Created: 2018-02-27 Last updated: 2018-02-27Bibliographically approved

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