• Title/Summary/Keyword: Anomeric branched carbocyclic nucleoside

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Synthesis and Antiviral Activity of Novel Anomeric Branched Carbocyclic Nucleosides

  • Kim, Ai-Hong;Hong, Joon-Hee
    • Archives of Pharmacal Research
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    • v.28 no.10
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    • pp.1105-1110
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    • 2005
  • Novel anomeric branched carbocyclic nucleosides were synthesized from 1,3-dihydroxy acetone. 4'-Hydroxymethyl was installed by [3,3]-sigmatropic rearrangement reaction and 1'-methyl group was introduced by carbonyl addition of methylmagnesium bromide. The coupling of nucleosidic bases and desilylation afforded a series of novel nucleosides. The synthesized compounds $16{\~}19$ were evaluated for their antiviral activity against HIV-1, HSV-1, HSV-2, and EMCV. Compounds 16 and 19 exhibit toxicity non-related to any anti-HIV-1 activity.