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Synthesis and Biological Properties of (+) and (-)-(E)-5-(2-bronovinyl)-21 -deoxy-11 a-Carbauridine
Authors:Jan Balzarini  Harald Baumgartner  Michael Bodenteich  Erik De Clercq  Herfried Griengl
Institution:1. Rega Institute for Medical Research, Katholieke Universiteit Leuven , Minderbroederstraat 10, B-3000, Leuven, Belgium;2. Institute of Organic Chemistry, Graz University of Technology , Strenayrgasse 16, A-8010, Gras, Austria
Abstract:Abstract

Carbocyclic (+)- and (-)-(E)-5- (2-bromovinyl)-2′-deoxyuridlne have been prepared from (+)- and (-)-endo-norborn-5-en-2-y1 butyrate. In cell cultures both (+)- and (-)-C-BVDU showed activity against herpes simplex virus types 1 and 2, (+)-C-BVDU being only slightly less active than BVDU itself. (-)-C-BVDU gave a smaller but still significant antiviral effect. A nomenclature for carbocyclic nucleosides is proposed.
Keywords:
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