DOI QR코드

DOI QR Code

Synthesis of 10β-Substituted Triazolyl Artemisinins and Their Growth Inhibitory Activity against Various Cancer Cells

  • Lee, Seok-Joon (Department of Basic Science, Kwandong University College of Medicine)
  • Received : 2010.11.08
  • Accepted : 2010.11.18
  • Published : 2011.02.20

Abstract

Keywords

References

  1. Klayman. D. L. Science 1985, 228, 1049. https://doi.org/10.1126/science.3887571
  2. Brewer, T. G.; Peggins, J. O.; Grate, S. J.; Petras, J. M.; Levine, B. S.; Weina, P. J.; Swearengen, J.; Heiffer, M. H. Trans. R. Soc. Trop. Med. Hyg. 1994, 88, (Suppl. 1), 33.
  3. Lin, A. J.; Lee, M.; Klayman, D. L. J. Med. Chem. 1989, 32, 1249. https://doi.org/10.1021/jm00126a017
  4. Lin, A. J.; Klayman, D. L.; Milhous, W. K. J. Med. Chem. 1987, 30, 2147. https://doi.org/10.1021/jm00394a037
  5. Lin, A. J.; Miller, R. E. J. Med. Chem. 1995, 38, 764. https://doi.org/10.1021/jm00005a004
  6. Lee, S. Mini Rev. Med. Chem. 2007, 7, 411. https://doi.org/10.2174/138955707780363837
  7. Oh, S.; Jeong, I. H.; Shin, W. S.; Lee, S. Bioorg. Med. Chem. Lett. 2003, 13, 3665. https://doi.org/10.1016/j.bmcl.2003.08.023
  8. Oh, S.; Jeong, I. H.; Ahn, C. M.; Shin, W. S.; Lee, S. Bioorg. Med. Chem. 2004, 12, 3783. https://doi.org/10.1016/j.bmc.2004.05.013
  9. Torok, D.; Ziffer, H. Tetrahedron Lett. 1995, 36, 829. https://doi.org/10.1016/0040-4039(94)02419-C
  10. Torok, D.; Ziffer, H.; Meshinick, S. R.; Pan, X.-Q. J. Med. Chem. 1995, 38, 5045. https://doi.org/10.1021/jm00026a012
  11. Haynes, R. K.; Wong, H. N.; Lee, K. W.; Lung, C. M.; Shek, L. Y.; Williams, I. D.; Croft, S. L.; Vivas, L.; Rattray, L.; Stewart, L.; Wong, V. K.; Ko, B. C. ChemMedChem. 2007, 51, 1852.
  12. Haynes, R. K.; Fugmann, B.; Stetter, J.; Rieckmann, K.; Heilmann, H. D.; Chan, H. W.; Cheung, M. K.; Lam, W. L.; Wong, H. N.; Croft, S. L.; Vivas, L.; Rattray, L.; Stewart, L.; Peters, W.; Robinson, B. L.; Edstein, M. D.; Kotecka, B.; Kyle, D. E.; Beckermann, B.; Gerisch, M.; Radtke, M.; Schmuck, G.; Steinke, W.; Wollborn, U.; Schmeer, K.; Romer, A. Angew. Chem. Int. Ed. Engl. 2006, 45, 2082. https://doi.org/10.1002/anie.200503071
  13. Huisgen, R.; Guenter, S.; Leander, M. Chem. Ber. 1967, 100, 2494. https://doi.org/10.1002/cber.19671000806
  14. Tron, G. C.; Pirali, T.; Billington, R. A.; Canonico, P. L.; Sorba, G.; Genazzani, A. A. Med. Res. Rev. 2008, 28, 278. https://doi.org/10.1002/med.20107
  15. Kolb, H. C.; Sharpless, K. B. Drug Discov. Today. 2003, 8, 1128. https://doi.org/10.1016/S1359-6446(03)02933-7
  16. Cho, S.; Oh, S.; Um, Y.; Jung, J.-H.; Ham, J.; Shin, W. S.; Lee, S. Bioorg. Med. Chem. Lett. 2009, 19, 382. https://doi.org/10.1016/j.bmcl.2008.11.067
  17. Jin, T.; Kamijo, S.; Yamamoto, Y. Eur. J. Org. Chem. 2004, 3789.
  18. Oh, S.; Shin, W.S.; Ham, J.; Lee, S. Bioorg. Med. Chem. Lett. 2010, 20, 4112. https://doi.org/10.1016/j.bmcl.2010.05.074
  19. Chorki, F.; Crousse, B.; Bonnet-Deipon, D.; Begue, J. P.; Brigaud, T.; Portella, C. Tetrahedeon Lett. 2001, 42, 1487. https://doi.org/10.1016/S0040-4039(00)02272-3
  20. Chorki, F.; Grellepois, F.; Crousse, B.; Ourévitch, M.; Bonnet-Deipon, D.; Begue, J. P. J. Org. Chem. 2001, 66, 7858. https://doi.org/10.1021/jo0158579
  21. Mosmann, T. J. Immunol. Methods 1983, 65, 55. https://doi.org/10.1016/0022-1759(83)90303-4

Cited by

  1. ChemInform Abstract: Synthesis of 10β-Substituted Triazolyl Artemisinins and Their Growth Inhibitory Activity Against Various Cancer Cells. vol.42, pp.28, 2011, https://doi.org/10.1002/chin.201128185
  2. Antitumor Activity of Artemisinin and Its Derivatives: From a Well-Known Antimalarial Agent to a Potential Anticancer Drug vol.2012, pp.1110-7251, 2012, https://doi.org/10.1155/2012/247597
  3. Synthesis and in vitro cytotoxic evaluation of new triazole derivatives based on artemisinin via click chemistry vol.25, pp.4, 2016, https://doi.org/10.1007/s00044-016-1524-z
  4. Efficient Synthesis and Stimulatory Effect of C-10 Exo-methylene Artemisinin on MC3T3-E1 Preosteoblast Differentiation to Osteoblasts vol.37, pp.12, 2016, https://doi.org/10.1002/bkcs.10998
  5. Antimalarial Activity of C-10 Substituted Triazolyl Artemisinin vol.55, pp.6, 2017, https://doi.org/10.3347/kjp.2017.55.6.661
  6. 10-Phenyltriazoyl Artemisinin is a Novel P-glycoprotein Inhibitor that Suppresses the Overexpression and Function of P-glycoprotein vol.24, pp.46, 2011, https://doi.org/10.2174/1381612825666190222155700
  7. Synthesis of non‐toxic anticancer active forskolin‐indole‐triazole conjugates along with their in silico succinate dehydrogenase inhibition studies vol.58, pp.11, 2021, https://doi.org/10.1002/jhet.4332