Synthesis of conformationally restricted 2′,3′-exo-Methylene carbocyclic nucleosides built on a bicyclo[3.1.0]hexane template

Rashmi Gupta Bhushan, Robert Vince

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

A series of 2′,3′-exo-methylene carbocyclic nucleosides was synthesized as potential antiviral agents. These compounds were built on a bicyclo[3.1.0]hexane template that exhibits a rigid pseudoboat conformation and is capable of maintaining an identical conformation in solid state and in solution. The structures of the synthesized compounds were elucidated by NMR and X-ray crystallography. All the compounds were tested as anti-HIV and anti-HSV agents. The chemically synthesized 5′-triphosphate analogue of 7 was evaluated directly as a reverse transcriptase inhibitor.

Original languageEnglish (US)
Pages (from-to)2325-2333
Number of pages9
JournalBioorganic and Medicinal Chemistry
Volume10
Issue number7
DOIs
StatePublished - May 8 2002

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