OLIGOSACCHARIDE RECOGNITION BY SELECTINS - SYNTHESIS AND BIOLOGICAL-ACTIVITY OF MULTIVALENT SIALYL-LEWIS-X LIGANDS

被引：65

作者：

KRETZSCHMAR, G

SPRENGARD, U

KUNZ, H

BARTNIK, E

SCHMIDT, W

TOEPFER, A

HORSCH, B

KRAUSE, M

SEIFFGE, D

机构：

[1] PHARMAFORSCH HOECHST AG,D-65174 WIESBADEN,GERMANY

[2] UNIV MAINZ,INST ORGAN CHEM,D-55099 MAINZ,GERMANY

来源：

TETRAHEDRON | 1995年 / 51卷 / 47期

关键词：

D O I：

10.1016/0040-4020(95)00833-T

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trivalent sialyl Lewis-X ligands 6-8 anchored onto flexible templates have been synthesized and evaluated as inhibitors of E-selectin and P-selectin mediated cell adhesion in cell culture assays and in vivo. Biological activities in vitro correlated with spacer length and lead to ligands with 3-fold (E-selectin) and 5-fold (P-selectin) improved receptor binding avidity per single tetrasaccharide moiety.

引用

页码：13015 / 13030

页数：16

共 45 条

[1] Springer, Cell, 76, pp. 301-314, (1994)
[2] Parekh, Edge, Tibtech, 12, pp. 339-345, (1994)
[3] Cronstein, Weissman, Arthritis & Rheumatism, 36, pp. 147-157, (1993)
[4] Boschelli, Exp. Opin. Invest. Drugs, 3, pp. 861-869, (1994)
[5] Dasgupta, Rao, Exp.Opin.Invest.Drugs, 3, pp. 709-724, (1994)
[6] Stahl, Sprengard, Kretzschmar, Kunz, Synthese von Desoxy-Sialyl-Lewisx-Analoga, potentiellen Selectin-Antagonisten, Angewandte Chemie, 106, pp. 2186-2188, (1994)
[7] Stahl, Sprengard, Kretzschmar, Kunz, Angew.Chem. Int. Ed. Engl., 33, pp. 2096-2098, (1994)
[8] Stahl, Sprengard, Kretzschmar, Schmidt, Kunz, Synthesis of Sulfated Lex-Trisaccharides, Journal f�r Praktische Chemie/Chemiker-Zeitung, 337, pp. 441-445, (1995)
[9] Sprengard, Kretzschmar, Bartnik, Huls, Kunz, Synthese eines RGD-Sialyl-Lewisx-Glycokonjugats: ein neuer, hochwirksamer Ligand für P-Selektin, Angewandte Chemie, 107, pp. 1104-1107, (1995)
[10] Sprengard, Kretzschmar, Bartnik, Huls, Kunz, Synthesis of an RGD-Sialyl-LewisX Glycoconjugate: A New Highly Active Ligand for P-Selectin**, Angewandte Chemie International Edition in English, 107, pp. 990-993, (1995)

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