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Volumn 16, Issue 8, 2015, Pages 18439-18453

Identification of hydroxyanthraquinones as novel inhibitors of hepatitis C Virus NS3 helicase

Author keywords

Fluorescence resonance energy transfer; Hepatitis C virus; Hydroxyanthraquinone; Hypericin; Inhibitor; NS3 helicase; Sennidin A

Indexed keywords

ANTHRAQUINONE DERIVATIVE; DAUNORUBICIN; DOXORUBICIN; EPIRUBICIN; HYPERICIN; MITOXANTRONE; NOGALAMYCIN; NONSTRUCTURAL PROTEIN 3; PLANT MEDICINAL PRODUCT; SENNIDIN A; UNCLASSIFIED DRUG; 1,4,5,8-TETRAHYDROXYANTHRAQUINONE; ANTHRACENE DERIVATIVE; ANTIVIRUS AGENT; DIHYDROXYDIANTHRONE; NS3 PROTEIN, HEPATITIS C VIRUS; PERYLENE; RNA HELICASE; VIRAL PROTEIN;

EID: 84938901961     PISSN: 16616596     EISSN: 14220067     Source Type: Journal    
DOI: 10.3390/ijms160818439     Document Type: Article
Times cited : (22)

References (51)
  • 1
    • 0036829652 scopus 로고    scopus 로고
    • Fibrosis and disease progression in hepatitis C
    • Marcellin, P.; Asselah, T.; Boyer, N. Fibrosis and disease progression in hepatitis C. Hepatology 2002, 36, S47-S56.
    • (2002) Hepatology , vol.36 , pp. S47-S56
    • Marcellin, P.1    Asselah, T.2    Boyer, N.3
  • 2
    • 65449136656 scopus 로고    scopus 로고
    • Diagnosis, management, and treatment of hepatitis C: An update
    • Ghany, M.G.; Strader, D.B.; Thomas, D.L.; Seeff, L.B. Diagnosis, management, and treatment of hepatitis C: An update. Hepatology 2009, 49, 1335-1374.
    • (2009) Hepatology , vol.49 , pp. 1335-1374
    • Ghany, M.G.1    Strader, D.B.2    Thomas, D.L.3    Seeff, L.B.4
  • 3
    • 0035934568 scopus 로고    scopus 로고
    • Peginterferon alfa-2b plus ribavirin compared with interferon alfa-2b plus ribavirin for initial treatment of chronic hepatitis C: A randomised trial
    • Manns, M.P.; McHutchison, J.G.; Gordon, S.C.; Rustgi, V.K.; Shiffman, M.; Reindollar, R.; Goodman, Z.D.; Koury, K.; Ling, M.; Albrecht, J.K. Peginterferon alfa-2b plus ribavirin compared with interferon alfa-2b plus ribavirin for initial treatment of chronic hepatitis C: A randomised trial. Lancet 2001, 358, 958-965.
    • (2001) Lancet , vol.358 , pp. 958-965
    • Manns, M.P.1    McHutchison, J.G.2    Gordon, S.C.3    Rustgi, V.K.4    Shiffman, M.5    Reindollar, R.6    Goodman, Z.D.7    Koury, K.8    Ling, M.9    Albrecht, J.K.10
  • 5
    • 84879420038 scopus 로고    scopus 로고
    • The molecular and structural basis of advanced antiviral therapy for hepatitis C virus infection
    • Bartenschlager, R.; Lohmann, V.; Penin, F. The molecular and structural basis of advanced antiviral therapy for hepatitis C virus infection. Nat. Rev. Microbiol. 2013, 11, 482-496.
    • (2013) Nat. Rev. Microbiol , vol.11 , pp. 482-496
    • Bartenschlager, R.1    Lohmann, V.2    Penin, F.3
  • 8
    • 80053339008 scopus 로고    scopus 로고
    • An update on treatment of genotype 1 chronic hepatitis C virus infection: 2011 practice guideline by the American Association for the Study of Liver Diseases
    • Ghany, M.G.; Nelson, D.R.; Strader, D.B.; Thomas, D.L.; Seeff, L.B. An update on treatment of genotype 1 chronic hepatitis C virus infection: 2011 practice guideline by the American Association for the Study of Liver Diseases. Hepatology 2011, 54, 1433-1444.
    • (2011) Hepatology , vol.54 , pp. 1433-1444
    • Ghany, M.G.1    Nelson, D.R.2    Strader, D.B.3    Thomas, D.L.4    Seeff, L.B.5
  • 9
    • 84894621765 scopus 로고    scopus 로고
    • Sofosbuvir and ledipasvir fixed-dose combination with and without ribavirin in treatment-naive and previously treated patients with genotype 1 hepatitis C virus infection (LONESTAR): An open-label, randomised, phase 2 trial
    • Lawitz, E.; Poordad, F.F.; Pang, P.S.; Hyland, R.H.; Ding, X.; Mo, H.; Symonds, W.T.; McHutchison, J.G.; Membreno, F.E. Sofosbuvir and ledipasvir fixed-dose combination with and without ribavirin in treatment-naive and previously treated patients with genotype 1 hepatitis C virus infection (LONESTAR): An open-label, randomised, phase 2 trial. Lancet 2014, 383, 515-523.
    • (2014) Lancet , vol.383 , pp. 515-523
    • Lawitz, E.1    Poordad, F.F.2    Pang, P.S.3    Hyland, R.H.4    Ding, X.5    Mo, H.6    Symonds, W.T.7    McHutchison, J.G.8    Membreno, F.E.9
  • 14
    • 0024509701 scopus 로고
    • Isolation of a cDNA clone derived from a blood-borne non-A, non-B viral hepatitis genome
    • Choo, Q.L.; Kuo, G.; Weiner, A.J.; Overby, L.R.; Bradley, D.W.; Houghton, M. Isolation of a cDNA clone derived from a blood-borne non-A, non-B viral hepatitis genome. Science 1989, 244, 359-362.
    • (1989) Science , vol.244 , pp. 359-362
    • Choo, Q.L.1    Kuo, G.2    Weiner, A.J.3    Overby, L.R.4    Bradley, D.W.5    Houghton, M.6
  • 17
    • 0028817781 scopus 로고
    • C-terminal domain of the hepatitis C virus NS3 protein contains an RNA helicase activity
    • Kim, D.W.; Gwack, Y.; Han, J.H.; Choe, J. C-terminal domain of the hepatitis C virus NS3 protein contains an RNA helicase activity. Biochem. Biophys. Res. Commun. 1995, 215, 160-166.
    • (1995) Biochem. Biophys. Res. Commun , vol.215 , pp. 160-166
    • Kim, D.W.1    Gwack, Y.2    Han, J.H.3    Choe, J.4
  • 18
    • 0029970903 scopus 로고    scopus 로고
    • The helicase activity associated with hepatitis C virus nonstructural protein 3 (NS3)
    • Tai, C.L.; Chi, W.K.; Chen, D.S.; Hwang, L.H. The helicase activity associated with hepatitis C virus nonstructural protein 3 (NS3). J. Virol. 1996, 70, 8477-8484.
    • (1996) J. Virol , vol.70 , pp. 8477-8484
    • Tai, C.L.1    Chi, W.K.2    Chen, D.S.3    Hwang, L.H.4
  • 19
    • 0030583249 scopus 로고    scopus 로고
    • Characterization of RNA binding activity and RNA helicase activity of the hepatitis C virus NS3 protein
    • Gwack, Y.; Kim, D.W.; Han, J.H.; Choe, J. Characterization of RNA binding activity and RNA helicase activity of the hepatitis C virus NS3 protein. Biochem. Biophys. Res. Commun. 1996, 225, 654-659.
    • (1996) Biochem. Biophys. Res. Commun , vol.225 , pp. 654-659
    • Gwack, Y.1    Kim, D.W.2    Han, J.H.3    Choe, J.4
  • 20
    • 0030735535 scopus 로고    scopus 로고
    • DNA helicase activity of the hepatitis C virus nonstructural protein 3
    • Gwack, Y.; Kim, D.W.; Han, J.H.; Choe, J. DNA helicase activity of the hepatitis C virus nonstructural protein 3. Eur. J. Biochem. 1997, 250, 47-54.
    • (1997) Eur. J. Biochem , vol.250 , pp. 47-54
    • Gwack, Y.1    Kim, D.W.2    Han, J.H.3    Choe, J.4
  • 21
    • 33645967464 scopus 로고    scopus 로고
    • Hepatitis C virus subgenomic replicon requires an active NS3 RNA helicase
    • Lam, A.M.I.; Frick, D.N. Hepatitis C virus subgenomic replicon requires an active NS3 RNA helicase. J. Virol. 2006, 80, 404-411.
    • (2006) J. Virol , vol.80 , pp. 404-411
    • Lam, A.M.I.1    Frick, D.N.2
  • 22
    • 0033920304 scopus 로고    scopus 로고
    • Hepatitis C virus-encoded enzymatic activities and conserved RNA elements in the 3′ nontranslated region are essential for virus replication in vivo
    • Kolykhalov, A.A.; Mihalik, K.; Feinstone, S.M.; Rice, C.M. Hepatitis C virus-encoded enzymatic activities and conserved RNA elements in the 3′ nontranslated region are essential for virus replication in vivo. J. Virol. 2000, 74, 2046-2051.
    • (2000) J. Virol , vol.74 , pp. 2046-2051
    • Kolykhalov, A.A.1    Mihalik, K.2    Feinstone, S.M.3    Rice, C.M.4
  • 23
    • 27644446534 scopus 로고    scopus 로고
    • Viral and cellular RNA helicases as antiviral targets
    • Kwong, A.D.; Rao, B.G.; Jeang, K.-T. Viral and cellular RNA helicases as antiviral targets. Nat. Rev. Drug Discov. 2005, 4, 845-853.
    • (2005) Nat. Rev. Drug Discov , vol.4 , pp. 845-853
    • Kwong, A.D.1    Rao, B.G.2    Jeang, K.-T.3
  • 24
    • 0036752091 scopus 로고    scopus 로고
    • Nucleotide triphosphatase/helicase of hepatitis C virus as a target for antiviral therapy
    • Borowski, P.; Schalinski, S.; Schmitz, H. Nucleotide triphosphatase/helicase of hepatitis C virus as a target for antiviral therapy. Antivir. Res. 2002, 55, 397-412.
    • (2002) Antivir. Res , vol.55 , pp. 397-412
    • Borowski, P.1    Schalinski, S.2    Schmitz, H.3
  • 27
    • 84954592489 scopus 로고    scopus 로고
    • A fluorescence-based screening assay for identification of hepatitis C virus NS3 helicase inhibitors and characterization of their inhibitory mechanism
    • Furuta, A.; Salam, K.A.; Tani, H.; Tsuneda, S.; Sekiguchi, Y.; Akimitsu, N.; Noda, N. A fluorescence-based screening assay for identification of hepatitis C virus NS3 helicase inhibitors and characterization of their inhibitory mechanism. Methods Mol. Biol. 2015, 1259, 211-228.
    • (2015) Methods Mol. Biol , vol.1259 , pp. 211-228
    • Furuta, A.1    Salam, K.A.2    Tani, H.3    Tsuneda, S.4    Sekiguchi, Y.5    Akimitsu, N.6    Noda, N.7
  • 28
    • 27844534015 scopus 로고
    • Spectral studies of some hydroxy-derivatives of anthraquinones
    • El Ezaby, M.S.; Salem, T.M.; Zewail, A.H.; Issa, R. Spectral studies of some hydroxy-derivatives of anthraquinones. J. Chem. Soc. B 1970, 7, 1293-1296.
    • (1970) J. Chem. Soc. B , vol.7 , pp. 1293-1296
    • El Ezaby, M.S.1    Salem, T.M.2    Zewail, A.H.3    Issa, R.4
  • 29
    • 84892853290 scopus 로고    scopus 로고
    • Identification and biochemical characterization of halisulfate 3 and suvanine as novel inhibitors of hepatitis C virus NS3 helicase from a marine sponge
    • Furuta, A.; Salam, K.A.; Hermawan, I.; Akimitsu, N.; Tanaka, J.; Tani, H.; Yamashita, A.; Moriishi, K.; Nakakoshi, M.; Tsubuki, M.; et al. Identification and biochemical characterization of halisulfate 3 and suvanine as novel inhibitors of hepatitis C virus NS3 helicase from a marine sponge. Mar. Drugs 2014, 12, 462-476.
    • (2014) Mar. Drugs , vol.12 , pp. 462-476
    • Furuta, A.1    Salam, K.A.2    Hermawan, I.3    Akimitsu, N.4    Tanaka, J.5    Tani, H.6    Yamashita, A.7    Moriishi, K.8    Nakakoshi, M.9    Tsubuki, M.10
  • 30
    • 0033003760 scopus 로고    scopus 로고
    • A simple statistical parameter for use in evaluation and validation of high throughput screening assays
    • Zhang, J.H.; Chung, T.D.; Oldenburg, K.R. A simple statistical parameter for use in evaluation and validation of high throughput screening assays. J. Biomol. Screen. 1999, 4, 67-73.
    • (1999) J. Biomol. Screen , vol.4 , pp. 67-73
    • Zhang, J.H.1    Chung, T.D.2    Oldenburg, K.R.3
  • 31
    • 3543129622 scopus 로고    scopus 로고
    • A quantum-chemical and correlation study of ionization of α,α′-dihydroxyanthraquinones
    • Fain, V.Y.; Zaitsev, B.E.; Ryabov, M.A. A quantum-chemical and correlation study of ionization of α,α′-dihydroxyanthraquinones. Russ. J. Gen. Chem. 2003, 73, 1925-1931.
    • (2003) Russ. J. Gen. Chem , vol.73 , pp. 1925-1931
    • Fain, V.Y.1    Zaitsev, B.E.2    Ryabov, M.A.3
  • 32
    • 33747076684 scopus 로고    scopus 로고
    • Metal complexes with 1-hydroxyanthraquinone and its derivatives: Electronic absorption spectra and ligand structures
    • Fain, V.Y.; Zaitsev, B.E.; Ryabov, M.A. Metal complexes with 1-hydroxyanthraquinone and its derivatives: Electronic absorption spectra and ligand structures. Russ. J. Coord. Chem. 2006, 32, 610-613.
    • (2006) Russ. J. Coord. Chem , vol.32 , pp. 610-613
    • Fain, V.Y.1    Zaitsev, B.E.2    Ryabov, M.A.3
  • 33
    • 0017418347 scopus 로고
    • Antitumour and immunosuppressive activity of hydroxyanthraquinones and their glucosides
    • Hilgert, I.; Cudlín, J.; Steinerová, N.; Vanĕk, Z. Antitumour and immunosuppressive activity of hydroxyanthraquinones and their glucosides. Folia Biol. (Praha) 1977, 23, 99-109.
    • (1977) Folia Biol. (Praha) , vol.23 , pp. 99-109
    • Hilgert, I.1    Cudlín, J.2    Steinerová, N.3    Vanĕk, Z.4
  • 34
    • 0020693140 scopus 로고
    • Mutagenicity of anthraquinones in the Salmonella preincubation test
    • Tikkanen, L.; Matsushima, T.; Natori, S. Mutagenicity of anthraquinones in the Salmonella preincubation test. Mutat. Res. 1983, 116, 297-304.
    • (1983) Mutat. Res , vol.116 , pp. 297-304
    • Tikkanen, L.1    Matsushima, T.2    Natori, S.3
  • 35
    • 0022965929 scopus 로고
    • Genotoxicity in the hepatocyte/DNA repair test and toxicity to liver mitochondria of 1-hydroxyanthraquinone and several dihydroxyanthraquinones
    • Kawai, K.; Mori, H.; Sugie, S.; Yoshimi, N.; Inoue, T.; Nakamaru, T.; Nozawa, Y.; Matsushima, T. Genotoxicity in the hepatocyte/DNA repair test and toxicity to liver mitochondria of 1-hydroxyanthraquinone and several dihydroxyanthraquinones. Cell Biol. Toxicol. 1986, 2, 457-467.
    • (1986) Cell Biol. Toxicol , vol.2 , pp. 457-467
    • Kawai, K.1    Mori, H.2    Sugie, S.3    Yoshimi, N.4    Inoue, T.5    Nakamaru, T.6    Nozawa, Y.7    Matsushima, T.8
  • 36
    • 0025361213 scopus 로고
    • Carcinogenicity of naturally occurring 1-hydroxyanthraquinone in rats: Induction of large bowel, liver and stomach neoplasms
    • Mori, H.; Yoshimi, N.; Iwata, H.; Mori, Y.; Hara, A.; Tanaka, T.; Kawai, K. Carcinogenicity of naturally occurring 1-hydroxyanthraquinone in rats: Induction of large bowel, liver and stomach neoplasms. Carcinogenesis 1990, 11, 799-802.
    • (1990) Carcinogenesis , vol.11 , pp. 799-802
    • Mori, H.1    Yoshimi, N.2    Iwata, H.3    Mori, Y.4    Hara, A.5    Tanaka, T.6    Kawai, K.7
  • 37
    • 0026092411 scopus 로고
    • The synergistic effect of 1-hydroxyanthraquinone on methylazoxymethanol acetate-induced carcinogenesis in rats
    • Mori, Y.; Yoshimi, N.; Iwata, H.; Tanaka, T.; Mori, H. The synergistic effect of 1-hydroxyanthraquinone on methylazoxymethanol acetate-induced carcinogenesis in rats. Carcinogenesis 1991, 12, 335-338.
    • (1991) Carcinogenesis , vol.12 , pp. 335-338
    • Mori, Y.1    Yoshimi, N.2    Iwata, H.3    Tanaka, T.4    Mori, H.5
  • 38
    • 0025988416 scopus 로고
    • Inhibitory effect of the non-steroidal anti-inflammatory drug, indomethacin on the naturally occurring carcinogen, 1-hydroxyanthraquinone in male ACI/N rats
    • Tanaka, T.; Kojima, T.; Yoshimi, N.; Sugie, S.; Mori, H. Inhibitory effect of the non-steroidal anti-inflammatory drug, indomethacin on the naturally occurring carcinogen, 1-hydroxyanthraquinone in male ACI/N rats. Carcinogenesis 1991, 12, 1949-1952.
    • (1991) Carcinogenesis , vol.12 , pp. 1949-1952
    • Tanaka, T.1    Kojima, T.2    Yoshimi, N.3    Sugie, S.4    Mori, H.5
  • 39
    • 0029997654 scopus 로고    scopus 로고
    • Toxicity and tumorigenicity of purpurin, a natural hydroxanthraquinone in rats: Induction of bladder neoplasms
    • Mori, H.; Ohnishi, M.; Kawamori, T.; Sugie, S.; Tanaka, T.; Ino, N.; Kawai, K. Toxicity and tumorigenicity of purpurin, a natural hydroxanthraquinone in rats: Induction of bladder neoplasms. Cancer Lett. 1996, 102, 193-198.
    • (1996) Cancer Lett , vol.102 , pp. 193-198
    • Mori, H.1    Ohnishi, M.2    Kawamori, T.3    Sugie, S.4    Tanaka, T.5    Ino, N.6    Kawai, K.7
  • 40
    • 0033941586 scopus 로고    scopus 로고
    • Structure-activity relationships of anthraquinones in the decrease of intestinal motility
    • Kuo, D.H.; Kuo, S.C.; Cheng, J.T. Structure-activity relationships of anthraquinones in the decrease of intestinal motility. J. Pharm. Pharmacol. 2000, 52, 839-841.
    • (2000) J. Pharm. Pharmacol , vol.52 , pp. 839-841
    • Kuo, D.H.1    Kuo, S.C.2    Cheng, J.T.3
  • 41
    • 84863857067 scopus 로고    scopus 로고
    • The natural compound Alizarin as an osteotropic drug for the treatment of bone tumors
    • Fotia, C.; Avnet, S.; Granchi, D.; Baldini, N. The natural compound Alizarin as an osteotropic drug for the treatment of bone tumors. J. Orthop. Res. 2012, 30, 1486-1492.
    • (2012) J. Orthop. Res , vol.30 , pp. 1486-1492
    • Fotia, C.1    Avnet, S.2    Granchi, D.3    Baldini, N.4
  • 42
    • 84884253048 scopus 로고    scopus 로고
    • Aurintricarboxylic acid modulates the affinity of hepatitis C virus NS3 helicase for both nucleic acid and ATP
    • Shadrick, W.R.; Mukherjee, S.; Hanson, A.M.; Sweeney, N.L.; Frick, D.N. Aurintricarboxylic acid modulates the affinity of hepatitis C virus NS3 helicase for both nucleic acid and ATP. Biochemistry 2013, 52, 6151-6159.
    • (2013) Biochemistry , vol.52 , pp. 6151-6159
    • Shadrick, W.R.1    Mukherjee, S.2    Hanson, A.M.3    Sweeney, N.L.4    Frick, D.N.5
  • 43
    • 77649229910 scopus 로고    scopus 로고
    • Hypericins as potential leads for new therapeutics
    • Karioti, A.; Bilia, A.R. Hypericins as potential leads for new therapeutics. Int. J. Mol. Sci. 2010, 11, 562-594.
    • (2010) Int. J. Mol. Sci , vol.11 , pp. 562-594
    • Karioti, A.1    Bilia, A.R.2
  • 44
    • 33746019573 scopus 로고    scopus 로고
    • Sennidin stimulates glucose incorporation in rat adipocytes
    • Abe, D.; Saito, T.; Sekiya, K. Sennidin stimulates glucose incorporation in rat adipocytes. Life Sci. 2006, 79, 1027-1033.
    • (2006) Life Sci , vol.79 , pp. 1027-1033
    • Abe, D.1    Saito, T.2    Sekiya, K.3
  • 45
    • 84902105556 scopus 로고    scopus 로고
    • Necrosis targeted combinational theragnostic approach using radioiodinated Sennidin A in rodent tumor models
    • Ji, Y.; Jiang, C.; Zhang, X.; Liu, W.; Gao, M.; Li, Y.; Wang, J.; Wang, Q.; Sun, Z.; Jiang, X.; et al. Necrosis targeted combinational theragnostic approach using radioiodinated Sennidin A in rodent tumor models. Oncotarget 2014, 5, 2934-2946.
    • (2014) Oncotarget , vol.5 , pp. 2934-2946
    • Ji, Y.1    Jiang, C.2    Zhang, X.3    Liu, W.4    Gao, M.5    Li, Y.6    Wang, J.7    Wang, Q.8    Sun, Z.9    Jiang, X.10
  • 46
    • 70350102158 scopus 로고    scopus 로고
    • Helicase inhibitors as specifically targeted antiviral therapy for hepatitis C
    • Belon, C.A.; Frick, D.N. Helicase inhibitors as specifically targeted antiviral therapy for hepatitis C. Future Virol. 2009, 4, 277-293.
    • (2009) Future Virol , vol.4 , pp. 277-293
    • Belon, C.A.1    Frick, D.N.2
  • 47
    • 0000734009 scopus 로고
    • Liquid crystalline triptycene derivatives
    • Norvez, S. Liquid crystalline triptycene derivatives. J. Org. Chem. 1993, 58, 2414-2418.
    • (1993) J. Org. Chem , vol.58 , pp. 2414-2418
    • Norvez, S.1
  • 49


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