Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides

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Abstract
A series of 5-substituted 1-(2-deoxy-2-fluoro-.beta.-D-arabinofuranosyl)cytosines and their corresponding uracils were prepared. Several 2''-fluoro-substituted nucleosides completely obviated replication of herpes simplex virus type 1 (HSV-1) in monolayers of Vero [African green monkey kidney] cells at concentrations of 10-100 .mu.g/ml. A 5-iodocytosine analog was the most effective, showing 99.5% suppression of viral replication even at concentrations of 0.1 .mu.g/ml. The cytotoxicity to L5178Y [mouse leukemia] or P815 [mouse mastocytoma] cells in culture was minimal. A comparison of the efficacy of this analog against HSV-1 with other known nucleoside anti-viral agents indicates that in vitro and in vivo evaluation of this analog is warranted.

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