Design, Enantiopure Synthesis, and Biological Evaluation of Novel ISO-D-2′,3′-Dideoxy-3′-Fluorothianucleoside Derivatives as a bioisostere of Lamivudine

Novel iso D-2′,3′-dideoxythianucleoside derivatives 1–3 were designed and asymmetrically synthesized to search for new anti-HIV agents. Final compounds 1–3 were evaluated against a variety of viruses including HIV-1 and 2. Only cytosine analog 3 showed a potent anti-VSV activity (EC 50 = 9.43 μ g/mL). This result implies that iso 2′,3′-dideoxy sugar templates might play a role of a sugar surrogate of nucleosides for the development of anti-RNA virus agent.

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