Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Axial Conformation of 3-Methyl-2-butenoyl Group in Pyranocoumarin Ring Endows Biological Activity of (+)-Decursin

  • Shin, Bok-Kyu (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University) ;
  • Kim, Hye-Min (Department of Applied Plant Science, Chung-Ang University) ;
  • Lee, Sang-Hyun (Department of Applied Plant Science, Chung-Ang University) ;
  • Han, Jae-Hong (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University)
  • Published : 2008.08.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Piao, X.-L.; Park, J. H.; Cui, J.; Kim, D.-H.; Yoo, H. H. J. Pharm. Biomed. Anal. 2007, 44, 1163-1167 https://doi.org/10.1016/j.jpba.2007.04.006
  2. Lee, S.; Shin, D.-S.; Kim, J. S.; Oh, K.-B.; Kang, S. S. Arch. Pharm. Res. 2003, 26, 449-452 https://doi.org/10.1007/BF02976860
  3. Ahn, K.-S.; Sim, W.-S.; Lee, I.-K.; Seu, Y.-B.; Kim, I.-H. Plant Med. 1997, 63, 360-361 https://doi.org/10.1055/s-2006-957701
  4. Lee, S.; Lee, Y. S.; Jung, S. H.; Shin, K. H.; Kim, B.-K.; Kang, S. S. Arch. Pharm. Res. 2003, 26, 727-730 https://doi.org/10.1007/BF02976682
  5. Jiang, C.; Lee, H.-J.; Li, G.-X.; Guo, J.; Yim, B. D.; Singh, R. P.; Agarwal, C.; Lee, S.; Chi, H.; Agarwal, R. Cancer Res. 2005, 65, 1035-1044
  6. Kim, H. H.; Bang, S. S.; Choi, J. S.; Han, H.; Kim, I.-H. Cancer Lett. 2005, 223, 191-201 https://doi.org/10.1016/j.canlet.2004.10.025
  7. Lee, Y. Y.; Lee, S.; Jin, J. L.; Yun-Choi, H. S. Arch. Pharm. Res. 2003, 26, 723-726 https://doi.org/10.1007/BF02976681
  8. Kang, S. Y.; Lee, K. Y.; Sung, S. H.; Park, M. J.; Kim, Y. C. J. Nat. Prod. 2001, 64, 683-685 https://doi.org/10.1021/np000441w
  9. Kang, S. Y.; Lee, K. Y.; Park, M. J.; Kim, Y. C.; Markelonis, G. J.; Oh, T. H.; Kim, Y. C. Neurobiol. Learn. Mem. 2003, 79, 11-18 https://doi.org/10.1016/S1074-7427(02)00007-2
  10. Lee, J. H.; Bang, H. B.; Han, S. Y.; Jun, J.-G. Bull. Korean Chem. Soc. 2006, 27, 2104-2106 https://doi.org/10.5012/bkcs.2006.27.12.2104
  11. Lim, J.; Kim, I.-H.; Kim, H. H.; Ahn, K.-S.; Han, H. Tetrahedron Lett. 2001, 42, 4001-4003 https://doi.org/10.1016/S0040-4039(01)00642-6
  12. Nemoto, T.; Ohshima, T.; Shibasaki, M. Tetrahedron Lett. 2000, 41, 9569-9574 https://doi.org/10.1016/S0040-4039(00)01702-0
  13. Hata, K.; Sano, K. Tetrahedron Lett. 1966, 7, 1461-1465 https://doi.org/10.1016/S0040-4039(00)75716-9
  14. Ahn, K.-S.; Sim, W.-S.; Kim, I.-H. Planta Med. 1996, 62, 7-9 https://doi.org/10.1055/s-2006-957785
  15. Won, D.; Shin, B.-K.; Kang, S.; Hur, H.-G.; Kim, M.; Han, J. Bioorg. Med. Chem. Lett. 2008, 18, 1952-1957 https://doi.org/10.1016/j.bmcl.2008.01.116
  16. Won, D.; Shin, B.-K.; Han, J. J. Appl. Biol. Chem. 2008, 51, 17- 19 https://doi.org/10.3839/jabc.2008.004
  17. Kim, M.; Shin, B.-K.; Won, D.; Han, J. J. Appl. Biol. Chem. 2007, 50, 85-87
  18. Lee, S.; Kang, S. S.; Shin, K. H. Nat. Prod. Sci. 2002, 8, 58-61
  19. Sano, K.; Yosioka, I.; Kitagawa, I. Chem. Pharm. Bull. 1973, 21, 2095 https://doi.org/10.1248/cpb.21.2095
  20. Sheldrick, G. M., SHELXTL-97; Bruker AXS Inc.: Madison, Wisconsin, USA, 2001
  21. Bembenek, S. D.; Keith, J. M.; Letavic, M. A.; Apodaca, R.; Barbier, A. J.; Dvorak, L.; Aluiso, L.; Miller, K. L.; Lovenberg, T. W.; Carruthers, N. I. Bioorg. Med. Chem. 2008, 16, 2968-2973 https://doi.org/10.1016/j.bmc.2007.12.048
  22. Harel, M.; Hyatt, J. L.; Rumshtein, B.; Morton, C. L.; Wadkins, R. M.; Silman, I.; Sussman, J. L.; Potter, P. M. Chem-Biol. Interact. 2005, 157-158, 153-157 https://doi.org/10.1016/j.cbi.2005.10.016
  23. Jeong, K.-W.; Lee, J.-Y.; Kim, Y. Bull. Korean. Chem. Soc. 2007, 28, 1335 https://doi.org/10.5012/bkcs.2007.28.8.1335
  24. Bartolucci, C.; Perola, E.; Cellai, L.; Brufani, M.; Lamba, D. Biochemistry 1999, 38, 5714 https://doi.org/10.1021/bi982723p
  25. Guex, N.; Peitsch, M. C. Electrophoresis 1997, 18, 2714 https://doi.org/10.1002/elps.1150181505

Cited by

  1. Chemical constituents from the stem of Brosimum potabile (Moraceae) vol.40, pp.4, 2010, https://doi.org/10.1590/S0044-59672010000400011
  2. Supercritical CO2 for efficient extraction of polymethoxyflavones in Kaempferia parviflora vol.54, pp.6, 2011, https://doi.org/10.1007/BF03253194
  3. Absolute Configurations of (±)-Glabridin Enantiomers vol.30, pp.2, 2008, https://doi.org/10.5012/bkcs.2009.30.2.415
  4. Synthesis and Docking Study of Novel Pyranocoumarin Derivatives vol.57, pp.2, 2021, https://doi.org/10.1134/s1070428021020196