Design and synthesis of an α-mannosyl terpenoid as selective inhibitor of P-selectin

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 19, 1997, Pages 2485-2490

  Ikeda, Tsuyoshi ^a   Kajimoto, Tetsuya ^a   Kondo, Hirosato ^b   Wong, Chi Huey ^a,c  

^a RIKEN   (Japan)

^b KANEBO LTD   (Japan)

^c SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PADGEM PROTEIN; PROTEIN INHIBITOR; TERPENOID DERIVATIVE;

ARTICLE; CONFORMATION; DRUG DESIGN; DRUG SYNTHESIS; ESTERIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTEIN BINDING;

EID: 0030771773     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)10022-1     Document Type: Article

References (13)

1. (a) Dasgupta, F.; Rao, B. N. N. Exp. Opin. Invest. Drugs 1994, 3, 709.
2. (b) Kogan, T. P.; Dupre, B.; Keller, K. M.; Scott, I. L.; Bui, H.; Market, R. V.; Beck, P. J.; Voytus, J. A.; Revelle, B. M.; Scott, D. J. Med. Chem. 1996, 38, 4976.
3. (c) Tsujishita, H.; Hiramatsu, Y.; Kondon, N.; Ohmoto, H.; Kondo, H.; Kiso, M.; Hasegawa, A. J. Med. Chem. 1997, 40, 362; Manning, D. D.; Hu, X.; Beck, P.; Kiessling, L. L. J. Am. Chem. Soc. 1997, 119, 3161; Wong, C.-H.; Moris-Varas, F.; Hung, S.-C.; Marron, T. G.; Lin, C.-C.; Gong, K. W.; Weitz-Schmidt, G. J. Am. Chem. Soc., in press.
4. (c) Tsujishita, H.; Hiramatsu, Y.; Kondon, N.; Ohmoto, H.; Kondo, H.; Kiso, M.; Hasegawa, A. J. Med. Chem. 1997, 40, 362; Manning, D. D.; Hu, X.; Beck, P.; Kiessling, L. L. J. Am. Chem. Soc. 1997, 119, 3161; Wong, C.-H.; Moris-Varas, F.; Hung, S.-C.; Marron, T. G.; Lin, C.-C.; Gong, K. W.; Weitz-Schmidt, G. J. Am. Chem. Soc., in press.
5. (c) Tsujishita, H.; Hiramatsu, Y.; Kondon, N.; Ohmoto, H.; Kondo, H.; Kiso, M.; Hasegawa, A. J. Med. Chem. 1997, 40, 362; Manning, D. D.; Hu, X.; Beck, P.; Kiessling, L. L. J. Am. Chem. Soc. 1997, 119, 3161; Wong, C.-H.; Moris-Varas, F.; Hung, S.-C.; Marron, T. G.; Lin, C.-C.; Gong, K. W.; Weitz-Schmidt, G. J. Am. Chem. Soc., in press.
6. (a) Lasky, L. A. Annu. Rev. Biochem. 1995, 64, 113.
7. (b) Sears, P.; Wong, C.-H. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 12086.
8. Poppe, L.; Brown, G. S.; Philo, J. S.; Nikrad, P. V.; Shah, B. H. J. Am. Chem. Soc. 1997, 119, 1727.
9. Hiramatsu, Y.; Tsujishita, H.; Kondo, H. J. Med. Chem. 1996, 39, 4547.
10. Schmidt, R. R.; Kinzy, W. Adv. Carbohydr. Chem. Biochem. 1994, 50, 58.
11. Mosettig, E.; Beglinger, U.; Dolder, F.; Lichti, H.; Quitt, P.; Waters, A. J. Am. Chem. Soc. 1963, 85, 2305.
12. 8, Calcd for M, 483.2958).
13. Narasinga Rao, B. N.; Anderson, M. B.; Musser, J. H.; Gilbert, J. H.; Schaefer, M. E.; Foxall, C.; Brandley, B. K. J. Biol. Chem. 1994, 269, 19663.