Synthesis and Biological Properties of ( ) and (-)-(E)-5-(2-bronovinyl)-21 -deoxy-11 a-Carbauridine

Jan Balzarini; H. Baumgartner; Michael Bodenteich; De Clercq Erik; Herfried Griengl

doi:10.1080/07328318908054229

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Synthesis and Biological Properties of ( ) and (-)-(E)-5-(2-bronovinyl)-21 -deoxy-11 a-Carbauridine

Article 1989 en

Abstract

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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.

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