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Volumn 56, Issue 7, 2012, Pages 3767-3775

Metabolic activation of the anti-hepatitis C virus nucleotide prodrug PSI-352938

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; CYTOCHROME P450 3A4; CYTOCHROME P450 INHIBITOR; DEAMINASE LIKE PROTEIN 1; GUANYLATE KINASE 1; NUCLEIC ACID BASE; NUCLEOSIDE DIPHOSPHATE KINASE; PHOSPHODIESTERASE; PHOSPHODIESTERASE 11A4; PHOSPHODIESTERASE 2A1; PHOSPHODIESTERASE 5A; PHOSPHODIESTERASE 9A; PHOSPHODIESTERASE INHIBITOR; PHOSPHOTRANSFERASE; PROTEIN; PSI 352666; PSI 352938; RNA DIRECTED RNA POLYMERASE; UNCLASSIFIED DRUG;

EID: 84862518079     PISSN: 00664804     EISSN: 10986596     Source Type: Journal    
DOI: 10.1128/AAC.00530-12     Document Type: Article
Times cited : (20)

References (29)
  • 1
    • 24344503816 scopus 로고    scopus 로고
    • HCV natural history: The retrospective and prospective in perspective
    • Alter HJ. 2005. HCV natural history: the retrospective and prospective in perspective. J. Hepatol. 43:550 -552.
    • (2005) J. Hepatol. , vol.43 , pp. 550-552
    • Alter, H.J.1
  • 2
    • 33748686575 scopus 로고    scopus 로고
    • Cyclic nucleotide phosphodiesterases: Molecular regulation to clinical use
    • Bender AT, Beavo JA. 2006. Cyclic nucleotide phosphodiesterases: molecular regulation to clinical use. Pharmacol. Rev. 58:488-520.
    • (2006) Pharmacol. Rev. , vol.58 , pp. 488-520
    • Bender, A.T.1    Beavo, J.A.2
  • 3
    • 0344443811 scopus 로고    scopus 로고
    • Mammalian 5′-nucleotidases
    • Bianchi V, Spychala J. 2003. Mammalian 5′-nucleotidases. J. Biol. Chem. 278:46195-46198.
    • (2003) J. Biol. Chem. , vol.278 , pp. 46195-46198
    • Bianchi, V.1    Spychala, J.2
  • 4
    • 32044474268 scopus 로고    scopus 로고
    • Synthesis and antiviral activity of 2′-deoxy-2′-fluoro- 2′-C-methyl purine nucleosides as inhibitors of hepatitis C virus RNA replication
    • Clark JL, et al. 2006. Synthesis and antiviral activity of 2′-deoxy-2′-fluoro-2′-C-methyl purine nucleosides as inhibitors of hepatitis C virus RNA replication. Bioorg. Med. Chem. Lett. 16:1712-1715.
    • (2006) Bioorg. Med. Chem. Lett. , vol.16 , pp. 1712-1715
    • Clark, J.L.1
  • 5
    • 2342531101 scopus 로고    scopus 로고
    • Antiviral drugs in current clinical use
    • De Clercq E. 2004. Antiviral drugs in current clinical use. J. Clin. Virol. 30:115-133.
    • (2004) J. Clin. Virol. , vol.30 , pp. 115-133
    • De Clercq, E.1
  • 6
    • 11144355286 scopus 로고    scopus 로고
    • Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase
    • Eldrup AB, et al. 2004. Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase. J. Med. Chem. 47:2283-2295.
    • (2004) J. Med. Chem. , vol.47 , pp. 2283-2295
    • Eldrup, A.B.1
  • 7
    • 11144357250 scopus 로고    scopus 로고
    • Design, synthesis, and characterization of a series of cytochrome P(450) 3A-activated prodrugs (HepDirect prodrugs) useful for targeting phosph(on)ate-based drugs to the liver
    • Erion MD, et al. 2004. Design, synthesis, and characterization of a series of cytochrome P(450) 3A-activated prodrugs (HepDirect prodrugs) useful for targeting phosph(on)ate-based drugs to the liver. J. Am. Chem. Soc. 126:5154-5163.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 5154-5163
    • Erion, M.D.1
  • 8
    • 13244251099 scopus 로고    scopus 로고
    • Liver-targeted drug delivery using HepDirect prodrugs
    • Erion MD, et al. 2005. Liver-targeted drug delivery using HepDirect prodrugs. J. Pharmacol. Exp. Ther. 312:554-560.
    • (2005) J. Pharmacol. Exp. Ther. , vol.312 , pp. 554-560
    • Erion, M.D.1
  • 10
    • 79958255214 scopus 로고    scopus 로고
    • Activity and the metabolic activation pathway of the potent and selective hepatitis C virus pronucleotide inhibitor PSI-353661
    • Furman PA, et al. 2011. Activity and the metabolic activation pathway of the potent and selective hepatitis C virus pronucleotide inhibitor PSI-353661. Antiviral Res. 91:120-132.
    • (2011) Antiviral Res. , vol.91 , pp. 120-132
    • Furman, P.A.1
  • 11
    • 84862516504 scopus 로고    scopus 로고
    • Combination therapy with a nucleoside polymerase (R7128) and protease (R7227/ITMN-191) inhibitor in HCV: Safety, pharmacokinetics, and virologic results from INFORM-1, abstr 193
    • Gane E, et al. 2009. Combination therapy with a nucleoside polymerase (R7128) and protease (R7227/ITMN-191) inhibitor in HCV: safety, pharmacokinetics, and virologic results from INFORM-1, abstr 193. Abstr. 60th Annu. Meet. Am. Assoc. Study Liver Dis., Boston, MA.
    • (2009) Abstr. 60th Annu. Meet. Am. Assoc. Study Liver Dis., Boston, MA
    • Gane, E.1
  • 12
    • 33947723257 scopus 로고    scopus 로고
    • Cyclic monophosphate prodrugs of base-modified 2′-C-methyl ribonucleosides as potent inhibitors of hepatitis C virus RNA replication
    • Gunic E, et al. 2007. Cyclic monophosphate prodrugs of base-modified 2′-C-methyl ribonucleosides as potent inhibitors of hepatitis C virus RNA replication. Bioorg. Med. Chem. Lett. 17:2452-2455.
    • (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 2452-2455
    • Gunic, E.1
  • 13
    • 79951922704 scopus 로고    scopus 로고
    • Similarities and differences in the expression of drug-metabolizing enzymes between human hepatic cell lines and primary human hepatocytes
    • Guo L, et al. 2011. Similarities and differences in the expression of drug-metabolizing enzymes between human hepatic cell lines and primary human hepatocytes. Drug Metab. Dispos. 39:528-538.
    • (2011) Drug Metab. Dispos. , vol.39 , pp. 528-538
    • Guo, L.1
  • 14
    • 33845218744 scopus 로고    scopus 로고
    • Recent advances in structure and function of cytosolic IMP-GMP specific 5′-nucleotidase II (cN-II)
    • Ipata PL, Tozzi MG. 2006. Recent advances in structure and function of cytosolic IMP-GMP specific 5′-nucleotidase II (cN-II). Purinergic Signal. 2:669-675.
    • (2006) Purinergic Signal. , vol.2 , pp. 669-675
    • Ipata, P.L.1    Tozzi, M.G.2
  • 15
    • 0032898362 scopus 로고    scopus 로고
    • Expression of hepatitis C virus NS5B protein: Characterization of its RNA polymerase activity and RNA binding
    • Ishii K, et al. 1999. Expression of hepatitis C virus NS5B protein: characterization of its RNA polymerase activity and RNA binding. Hepatology 29:1227-1235.
    • (1999) Hepatology , vol.29 , pp. 1227-1235
    • Ishii, K.1
  • 16
    • 0018567034 scopus 로고
    • The effects of adenosine-and guanosine 3′,5′-phosphoric acid benzyl esters on guinea-pig ventricular myocardium
    • Korth M, Engels J. 1979. The effects of adenosine-and guanosine 3′,5′-phosphoric acid benzyl esters on guinea-pig ventricular myocardium. Naunyn Schmiedebergs Arch. Pharmacol. 310:103-111.
    • (1979) Naunyn Schmiedebergs Arch. Pharmacol. , vol.310 , pp. 103-111
    • Korth, M.1    Engels, J.2
  • 17
    • 79956298374 scopus 로고    scopus 로고
    • Potent antiviral activity of the HCV nucleoside polymerase inhibitor R7128 with PEG-IFN and ribavirin: Interim results of R7128 500mg BID for 28 days, abstr 66
    • Lalezari J, et al. 2008. Potent antiviral activity of the HCV nucleoside polymerase inhibitor R7128 with PEG-IFN and ribavirin: interim results of R7128 500mg BID for 28 days, abstr 66. Abstr. 43rd Annu. Meet. Eur. Assoc. Study Liver, Milan, Italy.
    • (2008) Abstr. 43rd Annu. Meet. Eur. Assoc. Study Liver, Milan, Italy
    • Lalezari, J.1
  • 18
    • 79956313517 scopus 로고    scopus 로고
    • Inhibition of hepatitis C virus replicon RNA synthesis by PSI-352938, a cyclic phosphate prodrug of β-D-2′-deoxy-2′-α-fluoro- 2′-β-C-methylguanosine
    • Lam AM, et al. 2011. Inhibition of hepatitis C virus replicon RNA synthesis by PSI-352938, a cyclic phosphate prodrug of β-D-2′-deoxy- 2′-α-fluoro-2′-β-C-methylguanosine. Antimicrob. Agents Chemother. 55:2566-2575.
    • (2011) Antimicrob. Agents Chemother. , vol.55 , pp. 2566-2575
    • Lam, A.M.1
  • 19
    • 84862570120 scopus 로고    scopus 로고
    • Potent antiviral activity observed with PSI-7851, a novel nucleotide polymerase inhibitor for HCV, following multiple ascending oral doses for 3 days in patients with chronicHCVinfection, abstr 103
    • Lawitz E, et al. 2009. Potent antiviral activity observed with PSI-7851, a novel nucleotide polymerase inhibitor for HCV, following multiple ascending oral doses for 3 days in patients with chronicHCVinfection, abstr 103. HEP DART, Kohala Coast, HI, 6 to 10 December 2010.
    • (2009) HEP DART, Kohala Coast, HI, 6 to 10 December 2010
    • Lawitz, E.1
  • 20
    • 1842289764 scopus 로고    scopus 로고
    • Biochemical properties of hepatitis C virus NS5B RNA-dependent RNA polymerase and identification of amino acid sequence motifs essential for enzymatic activity
    • Lohmann V, Korner F, Herian U, Bartenschlager R. 1997. Biochemical properties of hepatitis C virus NS5B RNA-dependent RNA polymerase and identification of amino acid sequence motifs essential for enzymatic activity. J. Virol. 71:8416-8428.
    • (1997) J. Virol. , vol.71 , pp. 8416-8428
    • Lohmann, V.1    Korner, F.2    Herian, U.3    Bartenschlager, R.4
  • 21
    • 0032530621 scopus 로고    scopus 로고
    • Biochemical and kinetic analyses of NS5B RNA-dependentRNApolymerase of the hepatitis C virus
    • Lohmann V, Roos A, Korner F, Koch JO, Bartenschlager R. 1998. Biochemical and kinetic analyses of NS5B RNA-dependentRNApolymerase of the hepatitis C virus. Virology 249:108-118.
    • (1998) Virology , vol.249 , pp. 108-118
    • Lohmann, V.1    Roos, A.2    Korner, F.3    Koch, J.O.4    Bartenschlager, R.5
  • 22
    • 1542677267 scopus 로고    scopus 로고
    • Characterization of resistance to non-obligate chain-terminating ribonucleoside analogs that inhibit hepatitis C virus replication in vitro
    • Migliaccio G, et al. 2003. Characterization of resistance to non-obligate chain-terminating ribonucleoside analogs that inhibit hepatitis C virus replication in vitro. J. Biol. Chem. 278:49164-49170.
    • (2003) J. Biol. Chem. , vol.278 , pp. 49164-49170
    • Migliaccio, G.1
  • 23
    • 80051912401 scopus 로고    scopus 로고
    • Adenosine deaminase-like protein 1 (ADAL1): Characterization and substrate specificity in the hydrolysis of N(6)-or O(6)-substituted purine or 2-aminopurine nucleoside monophosphates
    • Murakami E, et al. 2011. Adenosine deaminase-like protein 1 (ADAL1): characterization and substrate specificity in the hydrolysis of N(6)-or O(6)-substituted purine or 2-aminopurine nucleoside monophosphates. J. Med. Chem. 54:5902-5914.
    • (2011) J. Med. Chem. , vol.54 , pp. 5902-5914
    • Murakami, E.1
  • 24
    • 78049375232 scopus 로고    scopus 로고
    • Mechanism of activation of PSI-7851 and its diastereoisomer PSI-7977
    • Murakami E, et al. 2010. Mechanism of activation of PSI-7851 and its diastereoisomer PSI-7977. J. Biol. Chem. 285:34337-34347.
    • (2010) J. Biol. Chem. , vol.285 , pp. 34337-34347
    • Murakami, E.1
  • 25
    • 33645809139 scopus 로고    scopus 로고
    • The human intestinal cytochrome P450 "pie."
    • Paine MF, et al. 2006. The human intestinal cytochrome P450 "pie." Drug Metab. Dispos. 34:880-886.
    • (2006) Drug Metab. Dispos. , vol.34 , pp. 880-886
    • Paine, M.F.1
  • 26
    • 78449306203 scopus 로고    scopus 로고
    • 2′-Deoxy-2′-alpha-fluoro-2′-beta-C-methyl 3′,5′-cyclic phosphate nucleotide prodrug analogs as inhibitors of HCV NS5B polymerase: Discovery of PSI-352938
    • Reddy PG, et al. 2010. 2′-Deoxy-2′-alpha-fluoro-2′- beta-C-methyl 3′,5′-cyclic phosphate nucleotide prodrug analogs as inhibitors of HCV NS5B polymerase: discovery of PSI-352938. Bioorg. Med. Chem. Lett. 20:7376-7380.
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 7376-7380
    • Reddy, P.G.1
  • 27
    • 84862582026 scopus 로고    scopus 로고
    • Antiviral activity, pharmacokinetics, safety, and tolerability of R7128, a novel nucleoside HCV polymerase inhibitor, following multiple, ascending, oral doses in patients with HCV genotype 1 infection who have failed prior interferon therapy, abstr LB9
    • Reddy R, et al. 2007. Antiviral activity, pharmacokinetics, safety, and tolerability of R7128, a novel nucleoside HCV polymerase inhibitor, following multiple, ascending, oral doses in patients with HCV genotype 1 infection who have failed prior interferon therapy, abstr LB9. Abstr. 58th Annu. Meet. Am. Assoc. Study Liver Dis., Boston, MA.
    • (2007) Abstr. 58th Annu. Meet. Am. Assoc. Study Liver Dis., Boston, MA
    • Reddy, R.1
  • 28
    • 0031933227 scopus 로고    scopus 로고
    • Ecto-enzyme and signaling functions of lymphocyte CD73
    • Resta R, Yamashita Y, Thompson LF. 1998. Ecto-enzyme and signaling functions of lymphocyte CD73. Immunol. Rev. 161:95-109.
    • (1998) Immunol. Rev. , vol.161 , pp. 95-109
    • Resta, R.1    Yamashita, Y.2    Thompson, L.F.3
  • 29
    • 0032546963 scopus 로고    scopus 로고
    • RNA-dependent RNA polymerase activity of the soluble recombinant hepatitis C virus NS5B protein truncated at the C-terminal region
    • Yamashita T, et al. 1998. RNA-dependent RNA polymerase activity of the soluble recombinant hepatitis C virus NS5B protein truncated at the C-terminal region. J. Biol. Chem. 273:15479-15486.
    • (1998) J. Biol. Chem. , vol.273 , pp. 15479-15486
    • Yamashita, T.1


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