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5-Hydroxychromone, An Alternative Scaffold for Anti-HCV 1,3-Diketo Acid (DKA)

  • Lee, Chae-Woon (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University) ;
  • Park, Kwang-Su (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University) ;
  • Park, Hye-Ri (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University) ;
  • Park, Jun-Cheol (National Institute of Animal Science, Rural Development Administration) ;
  • Lee, Bok-Hui (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University) ;
  • Kim, Dong-Eun (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University) ;
  • Chong, You-Hoon (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center, Konkuk University)
  • Received : 2010.08.16
  • Accepted : 2010.09.15
  • Published : 2010.11.20

Abstract

Keywords

References

  1. Choo, Q. L.; Kuo, G.; Weiner, A. J.; Overby, L. R.; Bradley, D. W.; Houghton, M. Science 1989, 244, 359. https://doi.org/10.1126/science.2523562
  2. Subramanian, G. M.; Fiscella, M.; Lamouse-Smith, A.; Zeuzem, S.; McHutchison, J. G. Nat. Biotech. 2007, 25, 1411. https://doi.org/10.1038/nbt1364
  3. Manns, M. P.; Foster, G. R.; Rockstroh, J. K.; Zeuzem, S.; Zoulim, F.; Houghton, M. Nat. Rev. Drug Discov. 2007, 6, 991. https://doi.org/10.1038/nrd2411
  4. De Francesco, R.; Tomei, L.; Altamura, S.; Summa, V.; Migliaccio, G. Antiviral Res. 2003, 58, 1. https://doi.org/10.1016/S0166-3542(03)00028-7
  5. Summa, V.; Petrocchi, A.; Pace, P.; Matassa, V. G.; De Francesco, R.; Altamura, S.; Tomei, L.; Koch, U.; Neuner, P. J. Med. Chem. 2004, 47, 14. https://doi.org/10.1021/jm0342109
  6. Kim, J.; Han, J. H.; Chong, Y. Bull. Korean Chem. Soc. 2006, 27, 1919. https://doi.org/10.5012/bkcs.2006.27.11.1919
  7. Kim, J.; Chong, Y. Mol. Simul. 2006, 32, 1131. https://doi.org/10.1080/08927020601007538
  8. Kim, J.; Kim, K.-S.; Lee, H. S.; Park, K.-S.; Park, S. Y.; Kang, S.-Y.; Lee, S. J.; Park, H. S.; Kim, D.-E.; Chong, Y. Bioorg. Med. Chem. Lett. 2008, 18, 4661. https://doi.org/10.1016/j.bmcl.2008.07.008
  9. Summa, V.; Petrocchi, A.; Matassa, V. G.; Gardelli, C.; Muraglia, E.; Rowley, M.; Paz, O. G.; Laufer, R.; Monteagudo, E.; Pace, P. J. Med. Chem. 2006, 49, 6646. https://doi.org/10.1021/jm060854f
  10. Paeshuyse, J.; Vliegen, I.; Coelmont, L.; Leyssen, P.; Tabarrini, O.; Herdewijn, P.; Mittendorfer, H.; Easmon, J.; Cecchetti, V.; Bartenschlager, R.; Puerstinger, G.; Neyts, J. Antimicrob. Agents Chemother. 2008, 52, 3433. https://doi.org/10.1128/AAC.01534-07
  11. Barreca, M. L.; Ferro, S.; Rao, A.; Luca, L. D.; Zappala, M.; Monforte, A. M.; Debyser, Z.; Witvrouw, M.; Chimirri, A. J. Med. Chem. 2005, 48, 7084. https://doi.org/10.1021/jm050549e
  12. Goldgur, Y.; Craigie, R.; Cohen, G. H.; Fujiwara, T.; Yoshinage, T.; Fujishita, T.; Sugimoto, H.; Endo, T.; Murai, H.; Davies, D. R. Proc. Natl. Acad. Sci. USA 1999, 96, 13040. https://doi.org/10.1073/pnas.96.23.13040
  13. Zhuang, L.; Wai, J. S.; Embrey, M. W.; Fisher, T. E.; Egbertson, M. S.; Payne, L. S.; Guare, J. P., Jr.; Vacca, J. P.; Hazuda, D. J.; Felock, P. J.; Wolfe, A. L.; Stillmock, K. A.; Witmer, M. V.; Moyer, G.; Schleif, W. A.; Gabryelski, L. J.; Leonard, Y. M.; Lynch, J. J., Jr.; Michelson, S. R.; Young, S. D. J. Med. Chem. 2003, 46, 453. https://doi.org/10.1021/jm025553u
  14. Hazuda, D. J.; Anthony, N. J.; Gomez, R. P.; Jolly, S. M.; Wai, J. S.; Zhuang, L.; Fisher, T. E.; Embrey, M.; Guare, J. P., Jr.; Egbertson, M. S.; Vacca, J. P.; Huff, J. R.; Felock, P. J.; Witmer, M. V.; Stillmock, K. A.; Danovich, R.; Grobler, J.; Miller, M. D.; Espeseth, A. S.; Jin, L.; Chen, I.-W.; Lin, J. H.; Kassahun, K.; Ellis, J. D.; Wong, B. K.; Xu, W.; Pearson, P. G.; Schleif, W. A.; Cortese, R.; Emini, E.; Summa, V.; Holloway, M. K.; Young, S. D. Proc. Natl. Acad. Sci. USA 2004, 101, 11233. https://doi.org/10.1073/pnas.0402357101
  15. Hazuda, D. J.; Young, S. D.; Guare, J. P.; Anthony, N. J.; Gomez, R. P.; Wai, J. S.; Vacca, J. P.; Handt, L.; Motzel, S. L.; Klein, H. J.; Dornadula, G.; Danovich, R. M.; Witmer, M. V.; Wilson, K. A. A.; Tussey, L.; Schleif, W. A.; Gabryelski, L. S.; Jin, L.; Miller, M. D.; CAsimiro, D. R.; Emini, E. A.; Shiver, J. W. Science 2004, 305, 528. https://doi.org/10.1126/science.1098632
  16. Summa, V.; Petrocchi, A.; Bonelli, F.; Crescenzi, B.; Donghi, M.; Ferrara, M.; Fiore, F.; Gardelli, C.; Paz, O. G.; Hazuda, D. J.; Jones, P.; Kinzel, O.; Laufer, R.; Monteagudo, E.; Muraglia, E.; Nizi, E.; Orvieto, F.; Pace, P.; Pescatore, G.; Scarpelli, R.; Stillmock, K.; Witmer, M. V.; Rowley, M. J. Med. Chem. 2008, 51, 5843. https://doi.org/10.1021/jm800245z
  17. Sato, M.; Kawakami, H.; Motomura, T.; Aramaki, H.; Matsuda, T.; Yamashita, M.; Ito, Y.; Matsuzaki, Y.; Yamataka, K.; Ikeda, S.; Shinkai, H. J. Med. Chem. 2009, 52, 4869. https://doi.org/10.1021/jm900460z
  18. Lohmann, V.; Korner, F.; Koch, J.; Herian, U.; Theilmann, L.; Bartenschlager, R. Science 1999, 285, 110. https://doi.org/10.1126/science.285.5424.110
  19. Vroljk, J. M.; Kaul, A.; Hansen, B. E.; Lohmann, V.; Haagmans, B. L.; Schalm, S. W.; Bartenschlager, R. J. Virol. Methods 2003, 110, 201. https://doi.org/10.1016/S0166-0934(03)00134-4
  20. Gozdek, A.; Zhukov, I.; Polkowska, A.; Poznanski, J.; Stankiewicz-Drogon, A.; Pawlowicz, J. M.; Zagorski-Ostoja, W.; Borowski, P.; Boguszewska-Chachulska, A. Antimicrob. Agents Chemother. 2008, 52, 393. https://doi.org/10.1128/AAC.00961-07
  21. Sato, M.; Kawakami, H.; Motomura, T.; Aramaki, H.; Matsuda, T.; Yamashita, M.; Ito, Y.; Matsuzaki, Y.; Yamataka, K.; Ikeda, S.; Shinkai, H. J. Med. Chem. 2009, 52, 4869. https://doi.org/10.1021/jm900460z

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