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Items: 1 to 20 of 86

1.

Phosphorodiamidates as a promising new phosphate prodrug motif for antiviral drug discovery: application to anti-HCV agents.

McGuigan C, Madela K, Aljarah M, Bourdin C, Arrica M, Barrett E, Jones S, Kolykhalov A, Bleiman B, Bryant KD, Ganguly B, Gorovits E, Henson G, Hunley D, Hutchins J, Muhammad J, Obikhod A, Patti J, Walters CR, Wang J, Vernachio J, Ramamurty CV, Battina SK, Chamberlain S.

J Med Chem. 2011 Dec 22;54(24):8632-45. doi: 10.1021/jm2011673. Epub 2011 Nov 16.

PMID:
22039920
2.

Discovery of a β-d-2'-deoxy-2'-α-fluoro-2'-β-C-methyluridine nucleotide prodrug (PSI-7977) for the treatment of hepatitis C virus.

Sofia MJ, Bao D, Chang W, Du J, Nagarathnam D, Rachakonda S, Reddy PG, Ross BS, Wang P, Zhang HR, Bansal S, Espiritu C, Keilman M, Lam AM, Steuer HM, Niu C, Otto MJ, Furman PA.

J Med Chem. 2010 Oct 14;53(19):7202-18. doi: 10.1021/jm100863x.

PMID:
20845908
3.

INX-08189, a phosphoramidate prodrug of 6-O-methyl-2'-C-methyl guanosine, is a potent inhibitor of hepatitis C virus replication with excellent pharmacokinetic and pharmacodynamic properties.

Vernachio JH, Bleiman B, Bryant KD, Chamberlain S, Hunley D, Hutchins J, Ames B, Gorovits E, Ganguly B, Hall A, Kolykhalov A, Liu Y, Muhammad J, Raja N, Walters CR, Wang J, Williams K, Patti JM, Henson G, Madela K, Aljarah M, Gilles A, McGuigan C.

Antimicrob Agents Chemother. 2011 May;55(5):1843-51. doi: 10.1128/AAC.01335-10. Epub 2011 Feb 28.

4.

β-D-2'-α-F-2'-β-C-Methyl-6-O-substituted 3',5'-cyclic phosphate nucleotide prodrugs as inhibitors of hepatitis C virus replication: a structure-activity relationship study.

Du J, Bao D, Chun BK, Jiang Y, Reddy PG, Zhang HR, Ross BS, Bansal S, Bao H, Espiritu C, Lam AM, Murakami E, Niu C, Micolochick Steuer HM, Furman PA, Otto MJ, Sofia MJ.

Bioorg Med Chem Lett. 2012 Sep 15;22(18):5924-9. doi: 10.1016/j.bmcl.2012.07.066. Epub 2012 Jul 27.

PMID:
22892115
5.

Application of the phosphoramidate ProTide approach to 4'-azidouridine confers sub-micromolar potency versus hepatitis C virus on an inactive nucleoside.

Perrone P, Luoni GM, Kelleher MR, Daverio F, Angell A, Mulready S, Congiatu C, Rajyaguru S, Martin JA, Levêque V, Le Pogam S, Najera I, Klumpp K, Smith DB, McGuigan C.

J Med Chem. 2007 Apr 19;50(8):1840-9. Epub 2007 Mar 17.

PMID:
17367121
6.

Design, synthesis and evaluation of a novel double pro-drug: INX-08189. A new clinical candidate for hepatitis C virus.

McGuigan C, Madela K, Aljarah M, Gilles A, Brancale A, Zonta N, Chamberlain S, Vernachio J, Hutchins J, Hall A, Ames B, Gorovits E, Ganguly B, Kolykhalov A, Wang J, Muhammad J, Patti JM, Henson G.

Bioorg Med Chem Lett. 2010 Aug 15;20(16):4850-4. doi: 10.1016/j.bmcl.2010.06.094. Epub 2010 Jun 20.

PMID:
20637609
7.

Liver-targeted prodrugs of 2'-C-methyladenosine for therapy of hepatitis C virus infection.

Hecker SJ, Reddy KR, van Poelje PD, Sun Z, Huang W, Varkhedkar V, Reddy MV, Fujitaki JM, Olsen DB, Koeplinger KA, Boyer SH, Linemeyer DL, MacCoss M, Erion MD.

J Med Chem. 2007 Aug 9;50(16):3891-6. Epub 2007 Jul 18.

PMID:
17636948
8.

Phosphoramidate ProTides of 2'-C-methylguanosine as highly potent inhibitors of hepatitis C virus. Study of their in vitro and in vivo properties.

McGuigan C, Gilles A, Madela K, Aljarah M, Holl S, Jones S, Vernachio J, Hutchins J, Ames B, Bryant KD, Gorovits E, Ganguly B, Hunley D, Hall A, Kolykhalov A, Liu Y, Muhammad J, Raja N, Walters R, Wang J, Chamberlain S, Henson G.

J Med Chem. 2010 Jul 8;53(13):4949-57. doi: 10.1021/jm1003792.

PMID:
20527890
9.

A 2'-deoxy-2'-fluoro-2'-C-methyl uridine cyclopentyl carbocyclic analog and its phosphoramidate prodrug as inhibitors of HCV NS5B polymerase.

Liu J, Du J, Wang P, Nagarathnam D, Espiritu CL, Bao H, Murakami E, Furman PA, Sofia MJ.

Nucleosides Nucleotides Nucleic Acids. 2012 Apr;31(4):277-85. doi: 10.1080/15257770.2012.658131.

PMID:
22444190
10.

Phosphoramidates of 2'-beta-D-arabinouridine (AraU) as phosphate prodrugs; design, synthesis, in vitro activity and metabolism.

Mehellou Y, Valente R, Mottram H, Walsby E, Mills KI, Balzarini J, McGuigan C.

Bioorg Med Chem. 2010 Apr 1;18(7):2439-46. doi: 10.1016/j.bmc.2010.02.059. Epub 2010 Mar 1.

PMID:
20299228
11.

Synthesis and evaluation of a new phosphorylated ribavirin prodrug.

Dong SD, Lin CC, Schroeder M.

Antiviral Res. 2013 Jul;99(1):18-26. doi: 10.1016/j.antiviral.2013.04.014. Epub 2013 Apr 24.

PMID:
23624267
12.

The phosphoramidate ProTide approach greatly enhances the activity of beta-2'-C-methylguanosine against hepatitis C virus.

McGuigan C, Perrone P, Madela K, Neyts J.

Bioorg Med Chem Lett. 2009 Aug 1;19(15):4316-20. doi: 10.1016/j.bmcl.2009.05.122. Epub 2009 Jun 10.

PMID:
19523820
13.

Peptidomimetic HIV protease inhibitors: phosphate prodrugs with improved biological activities.

Chong KT, Ruwart MJ, Hinshaw RR, Wilkinson KF, Rush BD, Yancey MF, Strohbach JW, Thaisrivongs S.

J Med Chem. 1993 Aug 20;36(17):2575-7. No abstract available.

PMID:
8355256
14.

First example of phosphoramidate approach applied to a 4'-substituted purine nucleoside (4'-azidoadenosine): conversion of an inactive nucleoside to a submicromolar compound versus hepatitis C virus.

Perrone P, Daverio F, Valente R, Rajyaguru S, Martin JA, Lévêque V, Le Pogam S, Najera I, Klumpp K, Smith DB, McGuigan C.

J Med Chem. 2007 Nov 1;50(22):5463-70. Epub 2007 Oct 3.

PMID:
17914786
15.

Dual pro-drugs of 2'-C-methyl guanosine monophosphate as potent and selective inhibitors of hepatitis C virus.

McGuigan C, Madela K, Aljarah M, Gilles A, Battina SK, Ramamurty CV, Srinivas Rao C, Vernachio J, Hutchins J, Hall A, Kolykhalov A, Henson G, Chamberlain S.

Bioorg Med Chem Lett. 2011 Oct 1;21(19):6007-12. doi: 10.1016/j.bmcl.2011.06.013. Epub 2011 Aug 17.

PMID:
21856153
16.

Diastereoselective synthesis of aryloxy phosphoramidate prodrugs of 3'-deoxy-2',3'-didehydrothymidine monophosphate.

Roman CA, Balzarini J, Meier C.

J Med Chem. 2010 Nov 11;53(21):7675-81. doi: 10.1021/jm100817f.

PMID:
20945915
17.

Phosphoramidate prodrugs of 2'-C-methylcytidine for therapy of hepatitis C virus infection.

Gardelli C, Attenni B, Donghi M, Meppen M, Pacini B, Harper S, Di Marco A, Fiore F, Giuliano C, Pucci V, Laufer R, Gennari N, Marcucci I, Leone JF, Olsen DB, MacCoss M, Rowley M, Narjes F.

J Med Chem. 2009 Sep 10;52(17):5394-407. doi: 10.1021/jm900447q.

PMID:
19725579
18.

2'-Deoxy-2'-spirocyclopropylcytidine revisited: a new and selective inhibitor of the hepatitis C virus NS5B polymerase.

Jonckers TH, Lin TI, Buyck C, Lachau-Durand S, Vandyck K, Van Hoof S, Vandekerckhove LA, Hu L, Berke JM, Vijgen L, Dillen LL, Cummings MD, de Kock H, Nilsson M, Sund C, Rydegård C, Samuelsson B, Rosenquist A, Fanning G, Van Emelen K, Simmen K, Raboisson P.

J Med Chem. 2010 Nov 25;53(22):8150-60. doi: 10.1021/jm101050a. Epub 2010 Oct 29.

PMID:
21033671
19.

3'-Deoxy phosphoramidate dinucleosides as improved inhibitors of hepatitis C virus subgenomic replicon and NS5B polymerase activity.

Priet S, Zlatev I, Barvik I, Geerts K, Leyssen P, Neyts J, Dutartre H, Canard B, Vasseur JJ, Morvan F, Alvarez K.

J Med Chem. 2010 Sep 23;53(18):6608-17. doi: 10.1021/jm100102v. Erratum in: J Med Chem. 2011 Jul 14;54(13):4936.

PMID:
20799693
20.

Synthesis of 9-(2-beta-C-methyl-beta-d-ribofuranosyl)-6-substituted purine derivatives as inhibitors of HCV RNA replication.

Ding Y, Girardet JL, Hong Z, Lai VC, An H, Koh YH, Shaw SZ, Zhong W.

Bioorg Med Chem Lett. 2005 Feb 1;15(3):709-13.

PMID:
15664842

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