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Discovery and Synthesis of C-Nucleosides as Potential New Anti-HCV Agents. 2014
Alistair G Draffan, and
Barbara Frey, and
Brett Pool, and
Carlie Gannon, and
Edward M Tyndall, and
Michael Lilly, and
Paula Francom, and
Richard Hufton, and
Rosliana Halim, and
Saba Jahangiri, and
Silas Bond, and
Van T T Nguyen, and
Tyrone P Jeynes, and
Veronika Wirth, and
Angela Luttick, and
Danielle Tilmanis, and
Jesse D Thomas, and
Melinda Pryor, and
Kate Porter, and
Craig J Morton, and
Bo Lin, and
Jianmin Duan, and
George Kukolj, and
Bruno Simoneau, and
Ginette McKercher, and
Lisette Lagacé, and
Ma'an Amad, and
Richard C Bethell, and
Simon P Tucker
Biota Scientific Management Pty. Ltd. , 10/585 Blackburn Road, Notting Hill, Victoria 3168, Australia.
Nucleoside analogues have long been recognized as prospects for the discovery of direct acting antivirals (DAAs) to treat hepatitis C virus because they have generally exhibited cross-genotype activity and a high barrier to resistance. C-Nucleosides have the potential for improved metabolism and pharmacokinetic properties over their N-nucleoside counterparts due to the presence of a strong carbon-carbon glycosidic bond and a non-natural heterocyclic base. Three 2'CMe-C-adenosine analogues and two 2'CMe-guanosine analogues were synthesized and evaluated for their anti-HCV efficacy. The nucleotide triphosphates of four of these analogues were found to inhibit the NS5B polymerase, and adenosine analogue 1 was discovered to have excellent pharmacokinetic properties demonstrating the potential of this drug class.
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