Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Furo[3,2-h]quinoline Derivatives as a Gastric H+/K+-ATPase Inhibitors

  • Published : 2002.03.20
Download PDF
⟨ Previous Next ⟩

Abstract

Furo[3,2-h]quinoline derivatives were synthesized as a gastric $H^+$/$K^+$-ATPase inhibitors. The oxycyclization of 7 and 8-positions in quinoline potentiated the inhibitory activity, while no significant changes in biological activity were observed by the variation of substituents in furan ring. The several furo[3,2-h]quinoline derivatives were worthy of in vivo investigation for their anti-secretory and anti-ulcer activity.

Keywords

References

  1. Hunt, R. H.; Cederberg, C.; Dent, J.; Halter, F.; Howden, C.; Solly,M.; Rune, S.; Walt, R. P. Dig. Dis. Sci. 1995, 40, 24S. https://doi.org/10.1007/BF02214870
  2. Hersey, S. J.; Sachs, G. Physiol. Rev. 1995, 75, 155.
  3. Sachs, G. In Physiology of the Gastrointestinal Tract, 2nd Ed.; Raven Press: New York, 1987; chapter 28, 865.
  4. Im, W. B.; Blakeman, P. P.; Davis, J. P. Biophys. Res. Commun.1985, 126, 78 and references therein. https://doi.org/10.1016/0006-291X(85)90573-X
  5. Horn, J. Clinical Therapeutics 2000, 22, 266 and referencestherein. https://doi.org/10.1016/S0149-2918(00)80032-6
  6. Wingate, D. L. Lancet 1990, 335, 222.
  7. Carlsson, E.; Larsson, H.; Mattsson, H.; Ryberg, B.; Sundell,G. Scand. J. Gastroenterol. 1986, 21(Suppl. 118), 31.
  8. Lindberg, P.; Brandstrom, B.; Wallmark, B.; Mattsson, H.; Rikner,L.; Hoffmann, K. Med. Res. Rev. 1990, 10, 1. https://doi.org/10.1002/med.2610100102
  9. Feston, F. W.; Borch, K.; Brand, S. J.; Carlsson, E.; Creutzfeldt,W.; Hakanson, R.; Olbe, L.; Solcia, E.; Walsh, J. H.; Wolfe, M. M.Gastroenterol. 1995, 109, 1134. https://doi.org/10.1016/0016-5085(95)90571-5
  10. Leach, C. A.; Brown, T. H.; Ife, R. J.; Keeling, D. J.; Parsons, M.E.; Theobald, C. J.; Wiggall, K. J. J. Med. Chem. 1995, 38, 2748. https://doi.org/10.1021/jm00014a026
  11. Ife, R. J.; Brown, T. H.; Keeling, D. J.; Leach, C. A.; Meeson, M.L.; Parsons, M. E.; Reavil, D. R.; Theobald, C. J.; Wiggall, K. J. J.Med. Chem. 1992, 35, 3413. https://doi.org/10.1021/jm00096a018
  12. Leach, C. A.; Brown, T. H.; Ife, R.; Keeling, D. J.; Laing, S. M.;Parsons, M. E.; Price, C. S.; Wiggall, K. J. J. Med. Chem. 1992,35, 1845. https://doi.org/10.1021/jm00088a021
  13. Brown, T. H.; Ife, R.; Keeling, D. J.; Laing, S. M.; Leach, C. A.;Parsons, M. E.; Price, C. A.; Reavil, D. R.; Wiggall, K. J. Med.Chem. 1990, 33, 527. https://doi.org/10.1021/jm00164a010
  14. Keeling, D. J.; Laing, S. M.; Senn-Bilfeinger, J. Biochem.Pharmacol. 1988, 37, 2231. https://doi.org/10.1016/0006-2952(88)90586-2
  15. Uchida, M.; Otsubo, K.; Maysubara, J.; Ohtani, T.; Morita, S.;Yamasaki, K. Chem. Pharm. Bull. 1995, 43, 693. https://doi.org/10.1248/cpb.43.693
  16. Ife, R. J.; Leach, C. A.; Pope, A. J.; Theobald, C. J. Bioorg. Med.Chem. Lett. 1995, 5, 543. https://doi.org/10.1016/0960-894X(95)00069-6
  17. Kinoshita, M.; Saito, N.; Tamaki, H. Europ. J. Pharm. 1997, 321,325. https://doi.org/10.1016/S0014-2999(96)00958-2
  18. Chung, S. Y.; Han, K. S.; Kim, H. J.; Chang, M. S.; Lee, M. G.The Journal of Pharmacy and Pharmacology 1999, 51, 1025. https://doi.org/10.1211/0022357991773500
  19. Han, K. S.; Kim, Y. G.; Yoo, J. K.; Lee, J. W.; Lee, M. G.Biopharmaceuticals & Drug Disposition 1998, 19, 493. https://doi.org/10.1002/(SICI)1099-081X(1998110)19:8<493::AID-BDD129>3.0.CO;2-Z
  20. Lutz, R. P. Chemical Reviews 1984, 84, 205 and referencestherein. https://doi.org/10.1021/cr00061a001
  21. Kang, S. K.; Kim, S. S.; Choi, J.-K.; Yum, E. K. Bull. KoreanChem. Soc. 1997, 18, 1128.
  22. Ishikawa, T.; Mizutani, A.; Miwa, C.; Oku, Y.; Komano, N.;Takami, A.; Watanabe, T. Heterocycles 1997, 45, 2261 andreference therein. https://doi.org/10.3987/COM-97-7946
  23. Cheon, H.-G.; Yum, E. K.; Kim, S. S. Arch. Pharm. Res. 1996,19, 126. https://doi.org/10.1007/BF02976847
  24. Cheon, H.-G.; Kim, H. J.; Yum, E. K.; Cho, S. Y.;Kim, D. Y.; Yang, S. I. J. Applied Pharmacology 1995, 3, 205.
  25. Bradford, M. M. Anal. Biochem. 1976, 72, 248. https://doi.org/10.1016/0003-2697(76)90527-3
  26. Yoda, A.; Hokin, L. E. Biochem. Biophys. Res. Commun. 1970,40, 880. https://doi.org/10.1016/0006-291X(70)90985-X

Cited by

  1. ChemInform Abstract: Furo[3,2-h]quinoline Derivatives as Gastric H+/K+-ATPase Inhibitors. vol.33, pp.36, 2010, https://doi.org/10.1002/chin.200236147