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1. Synthesis, molecular conformation and activity against herpes simplex virus of (E)-5-(2-bromovinyl)-2'-deoxycytidine analogs.

Author

Zoghaib WM, Mannala S, Gupta VS, and Tourigny G

Subjects
Antiviral Agents chemical synthesis, Bromodeoxycytidine chemistry, Bromodeoxycytidine pharmacology, Carbohydrate Conformation, Cell Line, Drug Stability, Humans, Microbial Sensitivity Tests, Virus Replication drug effects, Antiviral Agents chemistry, Antiviral Agents pharmacology, Bromodeoxycytidine analogs & derivatives, Simplexvirus drug effects
Abstract

Analogs of (E)-5-(2-bromovinyl)-2'-deoxycytidine (BrVdCyd) (1) by substitution at N(4) were synthesized to impart resistance against deamination. The anti-HSV-1 activity and solution conformation of these analogs were determined. N(4)-Acetyl-BrVdCyd (2) was a potent inhibitor of HSV-1 replication whereas N(4)-propanoyl-BrVdCyd (3) had good activity and N(4)-Butanoyl-BrVdCyd (4) had only low activity against HSV-1 replication. N(4)-Methyl-BrVdCyd (5) was devoid of activity against HSV-1.

Published
2012
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