Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 21, Issue 13, Pages 3982-3985Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2011.05.012
Keywords
Carbocyclic nucleoside; Anti-HCV; NS5B; X-ray structure
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Funding
- National Institute of Allergy and Infectious Diseases, NIH [AI25899]
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An efficient method was developed for the synthesis of 6-exocyclic methylene carbocyclic intermediate 4. The Simmons-Smith cyclopropanation protocol was applied on the 6-exocyclic methylene of intermediate 4 and demonstrated its utility for the synthesis of novel class of a spiro-carbocyclic nucleoside analog 8. The titled compound 8 demonstrated a significant antiviral activity against HCV with EC(50) values of 0.273 and 0.368 mu M in genotypes 1A and 1B, respectively. (C) 2011 Elsevier Ltd. All rights reserved.
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