Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis and Biological Activities of Tyroscherin Analogs

  • Yoon, Doo-Ha (Department of Chemistry, Hankuk University of Foreign Studies) ;
  • Ji, Mi-Kyung (Department of Chemistry, Hankuk University of Foreign Studies) ;
  • Ha, Hyun-Joon (Department of Chemistry, Hankuk University of Foreign Studies) ;
  • Park, Jungchan (Department of Bioscience and Biotechnology, Hankuk University of Foreign Studies) ;
  • Kang, Philjun (Department of Chemistry, Sogang University) ;
  • Lee, Won Koo (Department of Chemistry, Sogang University)
  • Received : 2013.03.18
  • Accepted : 2013.03.26
  • Published : 2013.06.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Bade, R.; Chan, H.-F.; Reynisson, J. Eur. J. Med. Chem. 2010, 48, 5646.
  2. Harvey, A. Drug Discovery Today 2000, 5, 294. https://doi.org/10.1016/S1359-6446(00)01511-7
  3. Hayakawa, Y.; Yamashita, T.; Mori, T.; Nagai, K.; Shin-ya, K.; Watanabe, H. J. Antibiot. 2004, 57, 634. https://doi.org/10.7164/antibiotics.57.634
  4. Katsuta, R.; Shibata, C.; Ishigami, K.; Watanabe, H.; Kitahara, T. Tetrahedron Lett. 2008, 49, 7042. https://doi.org/10.1016/j.tetlet.2008.09.141
  5. Ishigami, K.; Katsuta, R.; Shibata, C.; Hayakawa, Y.; Watanabe, H.; Kitahara, T. Tetrahedron 2009, 65, 3629. https://doi.org/10.1016/j.tet.2009.03.003
  6. Ugele, M.; Maier, M. E. Tetrahedron 2010, 66, 2633. https://doi.org/10.1016/j.tet.2010.02.034
  7. Tae, H. S.; Hines, J.; Schneekloth, A. R.; Crews, C. M. Org. Lett. 2010, 12, 4308. https://doi.org/10.1021/ol101801u
  8. Tae, H. S.; Hine, J.; Schneekloth, A. R.; Crews, C. M. Bioorg. Med. Chem. 2011, 19, 1708. https://doi.org/10.1016/j.bmc.2011.01.027
  9. Kingston, D. G. I.; Chaudhary, A. G.; Chordia, M. D.; Gharpure, M.; Gunatilaka, A. A. L.; Higgs, P. I.; Rimoldi, J. M.; Samala, L.;, Paraskevi, P. G.; Giannakakou, P.; Jiang, Y. Q.; Lin, C. M.; Hamel, E.; Long, B. H.; Fairchild, C. R.; Johnston, K. A. J. Med. Chem. 1998, 41, 3715. https://doi.org/10.1021/jm980229d
  10. Lange, J. H. M.; Kruse, C. G. Drug Discovery Today 2005, 10, 693. https://doi.org/10.1016/S1359-6446(05)03427-6
  11. Youssef, D.; Nichols, C. E.; Cameron, T. S.; Balzarini, J.; De Clercq, E.; Jha, A. Bioorg. Med. Chem. Lett. 2007, 17, 5624. https://doi.org/10.1016/j.bmcl.2007.07.079
  12. Rahim, M. A.; Rao, P. N. P.; Bhardwaj, A.; Kaur, J.; Huang, Z.; Knaus, E. E. Bio. Med. Chem. Lett. 2011, 21, 6074. https://doi.org/10.1016/j.bmcl.2011.08.053
  13. Katsori, A.-M.; Chatzopoulou, M.; Dimas, K.; Kontogiorgis, C.; Patsilinakos, A.; Trangas, T.; Hadjipavlou-Litina, D. Eur. J. Med. Chem. 2011, 46, 2722. https://doi.org/10.1016/j.ejmech.2011.03.060
  14. Stankovic, S.; D'hooghe, M.; Catak, S.; Eum, H.; Waroquier, M.; Van Speybroeck, V.; De Kimpe, N.; Ha, H.-J. Chem. Soc. Rev. 2012, 41, 643. https://doi.org/10.1039/c1cs15140a
  15. Kim, Y.; Ha, H.-J.; Yun, S. Y.; Lee, W. K. Chem. Commun. 2008, 4363.
  16. Yoon, D.-H.; Kang, P.; Lee, W K.; Kim, Y.; Ha, H.-J. Org. Lett. 2012, 14, 429. https://doi.org/10.1021/ol202683k
  17. Choi, H. G.; Kwon, J. H.; Kim, J. C.; Lee, W. K.; Eum, H.; Ha, H.-J. Tetrahedron Lett. 2010, 51, 3284. https://doi.org/10.1016/j.tetlet.2010.04.069
  18. Baserga, R.; Hongo, A.; Rubini, M.; Prisco, M.; Valentinis, B. Biochim. Biophys. Acta 1997, 1332, F105.
  19. Meanwell, N. A. J. Med. Chem. 2011, 54, 2529. https://doi.org/10.1021/jm1013693
  20. Hagman, W. K. J. Med. Chem. 2008, 51, 4359. https://doi.org/10.1021/jm800219f
  21. Purser, S.; Moore, P. R.; Swallow, S.; Gouverneur, V. Chem. Soc. Rev. 2008, 37, 320. https://doi.org/10.1039/b610213c
  22. Shah, P.; Westwell, A. D. J. Enzyme Inhib. Med. Chem. 2007, 22, 527. https://doi.org/10.1080/14756360701425014
  23. Muller, K.; Faeh, C.; Diederich, F. Science 2007, 317, 1881. https://doi.org/10.1126/science.1131943
  24. Bohm, H.-J.; Banner, D.; Bendels, S.; Kansy, M.; Kuhn, B.; Muller, K.; Obst-Sander, U.; Stahl, M. Chem. Bio. Chem. 2004, 5, 637. https://doi.org/10.1002/cbic.200301023

Cited by

  1. Novel Alkylaminopyridazine Derivatives: Synthesis and Their Anti-proliferative Effects against MCF-7 Cells vol.34, pp.11, 2013, https://doi.org/10.5012/bkcs.2013.34.11.3317
  2. Application of Regio- and Stereoselective Functional Group Transformations of Chiral Aziridine-2-carboxylates vol.3, pp.10, 2014, https://doi.org/10.1002/ajoc.201402098
  3. Design, Synthesis, and Biological Evaluation of Selenium-incorporated Aminopyridazines as Anticancer Agents vol.36, pp.6, 2015, https://doi.org/10.1002/bkcs.10319
  4. Selenium-containing Bis(alkylselanyl)pyridazines: Synthesis, and Evaluation of Antiproliferative Activities vol.37, pp.2, 2016, https://doi.org/10.1002/bkcs.10635
  5. Preparation of Chiral Contiguous Epoxyaziridines and Their Regioselective Ring-Opening for Drug Syntheses vol.24, pp.10, 2018, https://doi.org/10.1002/chem.201706161
  6. Nucleophilic ring opening reactions of aziridines vol.22, pp.2, 2018, https://doi.org/10.1007/s11030-018-9829-0
  7. Synthesis and Antitumor Activity of New 3-Allylseleno-6-alkoxypyridazines against Breast Cancer MCF-7 Cells vol.35, pp.5, 2013, https://doi.org/10.5012/bkcs.2014.35.5.1533
  8. Alkylative Aziridine Ring-Opening Reactions vol.26, pp.6, 2013, https://doi.org/10.3390/molecules26061703