SYNTHESIS AND BIOLOGICAL-ACTIVITY OF CONFORMATIONALLY CONSTRAINED SIALYL-LEWIS-X ANALOGS WITH REDUCED CARBOHYDRATE CHARACTER

Authors
BAMFORD MJ BIRD M GORE PM HOLMES DS PRIEST R PRODGER JC SAEZ V
Citation
Mj. Bamford et al., SYNTHESIS AND BIOLOGICAL-ACTIVITY OF CONFORMATIONALLY CONSTRAINED SIALYL-LEWIS-X ANALOGS WITH REDUCED CARBOHYDRATE CHARACTER, Bioorganic & medicinal chemistry letters, 6(3), 1996, pp. 239-244
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
6
Issue
3
Year of publication
1996
Pages
239 - 244
Database
ISI
SICI code
0960-894X(1996)6:3<239:SABOCC>2.0.ZU;2-9
Abstract
Two conformationally constrained analogues of sialyl Lewis X have been synthesised in which the GlcNAc residue has been replaced with cycloh exyl and phenyl rings. The cyclohexyl derived compound was equipotent to sLex and sLea in vitro, suggesting the main role of the GlcNAc resi due in sLex is conformational, and represents a simplified inhibitor o f adhesion.