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.
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