DOI QR코드

DOI QR Code

A Novel 6-(2-methyl-2-alkylsubstituted-2H-chromen-6-yl)-amine Derivatives and Pharmacophore Model as 5-Lipoxygenase Inhibitors

  • Gong, Young-Dae (Center for Innovative Drug Library Research, Department of Chemistry, Dongguk University) ;
  • Cheon, Hyae-Gyeong (Department of Pharmacology and Pharmaceutical Sciences, Gachon University of Medicine and Science) ;
  • Lee, Tae-Ho (College of Pharmacy, Kyungpook National University) ;
  • Bae, Mi-Seon (Center for Innovative Drug Library Research, Department of Chemistry, Dongguk University) ;
  • Kang, Nam-Sook (Graduate School of New Drug Discovery and Development, Chungnam National University)
  • Received : 2011.07.06
  • Accepted : 2011.08.08
  • Published : 2011.10.20

Abstract

Keywords

References

  1. Radmark, O. Arterioscler Thromb. Vasc. Biol. 2003, 23, 1140. https://doi.org/10.1161/01.ATV.0000082460.58448.01
  2. Sampson, A. P. Clin. Exp. Allergy 1996, 26, 995. https://doi.org/10.1111/j.1365-2222.1996.tb00639.x
  3. Van Deventer, S. J. H. Gut. 2002, 50, 47. https://doi.org/10.1136/gut.50.suppl_2.a47
  4. Brooks, C. D. W.; Summers, J. B. J. Med Chem. 1996, 39, 2629. https://doi.org/10.1021/jm960088k
  5. Westcott, J. Y.; Smith, H. R.; Wenzel S. E.; Larsen, G. L.; Thomas, R. B.; Felsien, D. Am. Rev. Respir. Dis. 1991, 143, 1322. https://doi.org/10.1164/ajrccm/143.6.1322
  6. Brain, S. D.; Camp, R. D.; Dowd, P. M.; Black, A. K.; Woollard, P. M.; Mallet, A. I. Lancet. 1982, ii, 762.
  7. Thorsen, S.; Fogh, K.; Broby-Johansen, U.; Sondergaard, J. Allergy 1990, 45, 457. https://doi.org/10.1111/j.1398-9995.1990.tb01097.x
  8. Israel, E.; Rubin, P.; Kemp, J. P.; Grossman, J.; Pierson, W.; Siegel, S. C. Ann. Intern. Med. 1993, 119, 1059. https://doi.org/10.7326/0003-4819-119-11-199312010-00001
  9. Falgueyret, J. P.; Hutchinson, J. H.; Riendeau, D. Biochem. Pharmacol. 1993, 45, 978. https://doi.org/10.1016/0006-2952(93)90185-Y
  10. Lau, C. K.; Belanger, P. C.; Dufresne, C.; Scheigetz, J.; Therieu, M.; Fitzsimmons, B. J. Med. Chem. 1992, 35, 1299. https://doi.org/10.1021/jm00085a019
  11. Cho, Y. S.; Song, J. S.; Huh, J. Y.; Kim, C. H.; Gong, Y.-D.; Cheon, H. G. Pharmacology 2011, 87, 49. https://doi.org/10.1159/000322642
  12. Waslidge, N. B.; Hayes, D, J. Anal. Biochem. 1995, 231, 354. https://doi.org/10.1006/abio.1995.0063
  13. Cho, Y. S.; Kim, H. S.; Kim, C. H.; Cheon, H. G. Anal. Biochem. 2006, 351, 62. https://doi.org/10.1016/j.ab.2005.12.025
  14. Hwang, J. Y.; Choi, H.-S.; Seo, J.-S.; La, H.-J.; Yoo, S.-E.; Gong, Y. D. J. Comb. Chem. 2006, 8, 897. https://doi.org/10.1021/cc0600526
  15. Hwang, J. Y.; Gong, Y. D. J. Comb. Chem. 2006. 8, 297. https://doi.org/10.1021/cc050149c
  16. Hwang, J. Y.; Choi, H. S.; Lee, D. H.; Yoo, S. E.; Gong, Y. D. J. Comb. Chem. 2005, 7, 136. https://doi.org/10.1021/cc049931n
  17. Hwang, J. Y.; Choi, H. S.; Lee, D. H.; Gong, Y. D. J. Comb. Chem. 2005, 7, 816. https://doi.org/10.1021/cc0500957
  18. Lee, I. Y.; Kim, S. Y.; Lee, J. Y.; Yu, C.- M.; Lee, D. H.; Gong, Y. D. Tetrahedron Lett. 2004, 45, 9319. https://doi.org/10.1016/j.tetlet.2004.10.127
  19. Concord; Tripos Inc., 1699 South Hanley Road, St. Louis, MO 63144.
  20. Hert, J.; Willett, P.; Wilton, D. J.; Acklin, P.; Azzaoui, K.; Jacoby, E.; Schuffenhauer, A. J. Chem. Inf. Comp. Sci. 2004, 44, 1177. https://doi.org/10.1021/ci034231b
  21. Yves, D.; Marc, B.; Christine, B.; Anne, C.; Yves, G.; Erich, L. G.; H_el_ene, J.; Sebastien, L.; Bruce, K. Frederic, M.; Marc, O.; Myriam, S.; Angela, S.; Richard, W. F. Med. Chem. Lett. 2010, 1, 170. https://doi.org/10.1021/ml100029k
  22. Araico, A.; Terencio, M. C.; Alcaraz, M. J.; Domínguez, J. N.; León, C.; Ferrándiz, M. L. Life Science 2006, 78, 2911. https://doi.org/10.1016/j.lfs.2005.11.017
  23. Roppe, J. R.; Parr, T.; Stearns, B. A. WO 2011038097
  24. Li, L.; Berthelette, C.; Chateauneuf, A.; Ouellet, M. Bioorg. Med. Chem. Lett. 2010, 20, 7440. https://doi.org/10.1016/j.bmcl.2010.10.024
  25. Ducharme, Y.; Brideau, C.; Dube, D.; Chan, C. C.; Falgueyret J. P.; Gillard, J. W.; Guay, J.; Hutchinson, J. H.; McFarlane, C. S.; Riendeau, D. J. Med. Chem. 1994, 37, 512. https://doi.org/10.1021/jm00030a010
  26. Catalyst User Guide, Accelrys Software Inc., San Diego, 2005.
  27. Gong, Y.-D.; Yoo, S.-E.; Cheon, H. G.; Cho, Y. S.; Seo, J.-S.; Hwang, J. Y.; Park, J. Y. Korea Patent 10-0602191.
  28. Gong, Y.- D.; Yoo, S.-E.; Cheon, H. G.; Cho, Y. S.; Seo, J-S.; Hwang, J. Y.; Park, J. Y. US Patent 7368575.

Cited by

  1. Solid-phase Parallel Synthesis of a Novel N-[Alkylsulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted Amide and Amine Drug-like Libraries vol.33, pp.1, 2012, https://doi.org/10.5012/bkcs.2012.33.1.128
  2. Solid-Phase Parallel Synthesis of Drug-Like Artificial 2H-Benzopyran Libraries vol.17, pp.5, 2012, https://doi.org/10.3390/molecules17055467
  3. Discovery of a Novel 2,6-Difunctionalized 2H-Benzopyran Inhibitors Toward Sphingosylphosphorylcholine Synthetic Pathway as New Anti-inflammatory Target vol.35, pp.8, 2011, https://doi.org/10.5012/bkcs.2014.35.8.2385