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Discovery of 4'-azido-2'-deoxy-2'-C-methyl cytidine and prodrugs thereof: a potent inhibitor of Hepatitis C virus replication.
Nilsson, Magnus; Kalayanov, Genadiy; Winqvist, Anna; Pinho, Pedro; Sund, Christian; Zhou, Xiao-Xiong; Wähling, Horst; Belfrage, Anna-Karin; Pelcman, Michael; Agback, Tatiana; Benckestock, Kurt; Wikström, Kristina; Boothee, Mirva; Lindqvist, Anneli; Rydegård, Christina; Jonckers, Tim H M; Vandyck, Koen; Raboisson, Pierre; Lin, Tse-I; Lachau-Durand, Sophie; de Kock, Herman; Smith, David B; Martin, Joseph A; Klumpp, Klaus; Simmen, Kenneth; Vrang, Lotta; Terelius, Ylva; Samuelsson, Bertil; Rosenquist, Sa; Johansson, Nils Gunnar.
Bioorg Med Chem Lett ; 22(9): 3265-8, 2012 May 01.
Article in English | MEDLINE | ID: mdl-22472694

ABSTRACT

4'-Azido-2'-deoxy-2'-methylcytidine (14) is a potent nucleoside inhibitor of the HCV NS5B RNA-dependent RNA polymerase, displaying an EC(50) value of 1.2 µM and showing moderate in vivo bioavailability in rat (F=14%). Here we describe the synthesis and biological evaluation of 4'-azido-2'-deoxy-2'-methylcytidine and prodrug derivatives thereof.


Subject(s)
Antiviral Agents/chemistry , Cytidine/analogs & derivatives , Deoxycytidine/analogs & derivatives , Hepacivirus/drug effects , Prodrugs/pharmacology , Animals , Antiviral Agents/pharmacology , Cytidine/pharmacology , Deoxycytidine/pharmacology , Drug Discovery , RNA-Dependent RNA Polymerase/antagonists & inhibitors , Rats , Viral Nonstructural Proteins/antagonists & inhibitors , Virus Replication/drug effects
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