Open AccessSynthesis and anti-HCV activity of 2',5'-deoxy-5'-phenacyladenosine analogs
Author(s) -
M. Ikejiri,
Takayuki Ohshima,
Atsuko Fukushima,
Kunitada Shimotohno,
Takuro Maruyama
Publication year - 2009
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/nrp052
Subject(s) - phenacyl , nucleoside , nucleoside analogue , chemistry , stereochemistry , methylene , combinatorial chemistry , medicinal chemistry
Several nucleoside analogs containing a methylene group instead of a 5'-O atom were synthesized to study the effect of the 5'-modification of nucleoside analogs on their anti-HCV activity. Among the analogs, a 5'-phenacyl analog exhibited good anti-HCV activity with an EC(50) of 15.1 muM. This compound is hypothesized to function via a novel type of mechanism that does not involve the conventional 5'-O-triphosphorylation process.
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