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2’-Fluoro-5-Iodo-l-β-D-Arabinofuranosylcytosine [FIAC]: Synthesis and Mode of Anti-Herpesvirus Activity

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Antiviral Drugs and Interferon: The Molecular Basis of Their Activity

Part of the book series: Developments in Molecular Virology ((DMVI,volume 4))

Summary

l-(2’-Deoxy-2’-fluoro-β-D-arabinofuranosyl)-5-iodocytosine [FIAC or 2’-fluoro-5-iodo-ara-C] is a potent and selective new anti-herpes virus drug. The anti-herpes simplex virus type 1 (HSV-1) activity depends, at least in part, on the phosphorylation of FIAC by the virus-specified pyrimidine nucleoside kinase. FIAC is phosphorylated poorly by cellular kinases which probably accounts for its low level of toxicity. FIAC is incorporated preferentially into viral DNA but only short length chains appear to be generated. FIAC exhibits selective activity against cytomegalovirus (CMV) even though this virus does not express a virus- specified nucleoside kinase for its replication. Comparative anti-viral data of FIAC with acycloguanosine, ara-A, ara-C and IUDR are given.

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© 1984 Martinus Nijhoff Publishing, Boston

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Lopez, C., Chou, TC., Watanabe, K.A., Fox, J.J. (1984). 2’-Fluoro-5-Iodo-l-β-D-Arabinofuranosylcytosine [FIAC]: Synthesis and Mode of Anti-Herpesvirus Activity. In: Becker, Y., Hadar, J. (eds) Antiviral Drugs and Interferon: The Molecular Basis of Their Activity. Developments in Molecular Virology, vol 4. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-3804-8_7

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  • DOI: https://doi.org/10.1007/978-1-4613-3804-8_7

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-3806-2

  • Online ISBN: 978-1-4613-3804-8

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