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Conformational Analysis of Nucleosides Constructed on a Bicyclo[3.1.0]hexane Template. Structure-Antiviral Activity Analysis for the Northern and Southern Hemispheres of the Pseudorotational Cycle
Authors:Victor E. Marquez  Abdallah Ezzitouni  Maqbool A. Siddiqui  Pamela Russ  Hisafumi Ikeda  Clifford George
Affiliation:1. Laboratory of Medicinal Chemistry, Division of Basic Sciences , National Cancer Institute, National Institutes of Health , Bethesda, MD, 20892;2. Laboratory for the Structure of Matter , Naval Research Laboratory , Washington, DC, 20375
Abstract:Abstract

A conformational analysis of carbocyclic nucleosides built on a rigid bicyclo[3.1.0]hexane template (1–4, Northern and 5–8 Southern) showed that the Northern conformation prefers an anti glycosyl torsion angle whereas the Southern conformation favors the syn range. Antiviral activity was mostly associated with the Northern conformers.
Keywords:
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