Synthesis of sialyl Lewis X mimetics using the Ugi four-component reaction

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 17, 1998, Pages 2333-2338

  Tsai, Chung Ying ^a   Park, William K C ^a   Weitz Schmidt, Gabriele ^b   Ernst, Beat ^b   Wong, Chi Huey ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE; ENDOTHELIAL LEUKOCYTE ADHESION MOLECULE 1; GLYCOPEPTIDE; PADGEM PROTEIN;

ARTICLE; CHEMICAL REACTION; SYNTHESIS;

CARBOHYDRATE CONFORMATION; CARBOHYDRATE SEQUENCE; DRUG DESIGN; E-SELECTIN; GLYCOPEPTIDES; INDICATORS AND REAGENTS; KINETICS; MOLECULAR SEQUENCE DATA; OLIGOPEPTIDES; OLIGOSACCHARIDES; P-SELECTIN; PEPTIDE LIBRARY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0032497402     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00422-3     Document Type: Article

References (15)

1. 1. Simanek, E. E.; McGarvey, G. J.; Jablonowski, J. A.; Wong, C.-H. Chem. Rev. 1998, 98, 833 and references cited therein.
2. 2. Sutherlin, D. P.; Stark, T. M.; Hughes, R.; Armstrong, R. W. J. Org. Chem. 1996, 61, 8350.
3. 3. Keating, T. A.; Armstrong, R. W. J. Org. Chem. 1996, 61, 8935.
4. 4. Keating, T. A.; Armstrong, R. W. J. Am. Chem. Soc. 1996, 118, 2574.
5. 5. Armstrong, R. W.; Combs, A. P; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
6. 6. Park, W. K. C.; Auer, M.; Jaksche, H.; Wong, C.-H. J. Am. Chem. Soc. 1996, 118, 10150.
7. 7. Woltering, T. J.; Weitz-Schmidt, G.; Wong, C.-H. Tetrahedron Lett. 1996, 37, 9033.
8. 8. 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. 1997, 119, 8152.
9. 9. Ramphal, J. Y.; Hiroshige, M.; Lou, B.; Gaudino, J. J.; Hayashi, M.; Chen, S. M.; Chiang, L. C.; Gaeta, F. C. A.; DeFrees, S. A. J. Med. Chem. 1996, 39, 1357.
10. 10. DeFrees, S. A.; Phillips, L.; Guo, L.; Zalipsky, S. J. Am. Chem. Soc. 1996, 118, 6101.
11. 11. Lin, C.-C; Kimura, T.; Wu, S.-S.; Weitz-Schmidt, G.; Wong, C.-H. Bioorg. Med. Chem. Lett. 1996, 6, 2755.
12. 12. Marron, T. G.; Woltering, T. J.; Weitz-Schmidt, G.; Wong, C.-H. Tetrahedron Lett. 1996, 37, 9037.
13. 13. Weitz-Schmidt, G.; Stokmaier, D.; Scheel, G.; Nifant'ev, N. E.; Tuzikov, A. B.; Bovin, N. V. Analytical Biochem. 1996, 238, 184.
14. 14. Tsukida, T.; Hiramatsu, Y.; Tsujishita, H.; Kiyoi, T.; Yoshida, M.; Kurokawa, K.; Moriyama, H.; Ohmoto, H.; Wada, Y.; Saito, T.; Kondo, H. J. Med. Chem. 1997, 40, 3534.
15. 15. Thoma, G.; Magnani, J. L.; Öhrlein, R.; Ernst, B.; Schwarzenbach, F.; Duthaler, R. O. J. Am. Chem. Soc. 1997, 119, 7414.