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Synthesis of 2' -β-hydroxymethyl nucleosides 3-6 was accomplished, using stereoselective hydroxymethylation as a key step. Adenine nucleoside 3 showed potent anti-HCV activity, implying that 2' -β-hydroxymethyl group has the appropriate electronic properties interfering with HCV polymerase. [ABSTRACT FROM AUTHOR]

Several N6-substituted 3 '-ureidoadenosine derivatives were efficiently synthesized starting from D-glucose for the development of H272E mutant A3 adenosine receptor (AR) agonists. Among compounds tested, 3 '-ureido-N6-(3-iodobenzyl)adenosine (2c) exhibited the highest binding affinity (Ki = 0.22 μ M) at the H272E mutant A3 AR without binding to the natural A3AR. [ABSTRACT FROM AUTHOR]