Malonic acid derivatives as sialyl Lewis X mimetics

被引:12
|
作者
Toepfer, A
Kretzschmar, G
Schuth, S
Sonnentag, M
机构
[1] Corporate Research and Technology, Hoechst AG
关键词
D O I
10.1016/S0960-894X(97)00214-X
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Malonic acid derivatives designed as mimetics of the sialyl Lewis X determinant were synthesized. Their inhibitory potency for selectin mediated cell adhesion was evaluated in cell culture assays and in vivo. The receptor binding affinity for E- and P-selectins of simple mimetics was found to be comparable to the potency of the tetrasaccharide sialyl Lewis X. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1317 / 1322
页数:6
相关论文
共 50 条
  • [21] Sulfonic acid analogues of the sialyl Lewis X tetrasaccharide
    Borbás, A
    Szabovik, G
    Antal, Z
    Fehér, K
    Csávás, M
    Szilágyi, L
    Herczegh, P
    Lipták, A
    TETRAHEDRON-ASYMMETRY, 2000, 11 (02) : 549 - 566
  • [22] Chemoenzymatic synthesis of the sialyl Lewis X glycan and its derivatives
    del Amo, David Soriano
    Wang, Wei
    Besanceney, Christen
    Zheng, Tianqing
    He, Yizheng
    Gerwe, Brian
    Seidel, Ronald D., III
    Wu, Peng
    CARBOHYDRATE RESEARCH, 2010, 345 (09) : 1107 - 1113
  • [23] Expression of the carbohydrate antigens Sialyl Lewis a, Sialyl Lewis x and Lewis x in the placentae of patients with miscarriages
    Ma, Z.
    Peng, L.
    Yang, H.
    Kuhn, C.
    Mahner, S.
    Jeschke, U.
    von Schoenfeldt, V
    GEBURTSHILFE UND FRAUENHEILKUNDE, 2020, 80 (10) : E229 - E229
  • [24] Pitfalls in the synthesis and biological evaluation of Sialyl-Lewis(X) mimetics as potential selectin antagonists
    Kretzschmar, G
    Toepfer, A
    Hills, C
    Krause, M
    TETRAHEDRON, 1997, 53 (07) : 2485 - 2494
  • [25] C-Mannose derivatives as potent mimics of sialyl Lewis X
    Marron, TG
    Woltering, TJ
    WeitzSchmidt, G
    Wong, CH
    TETRAHEDRON LETTERS, 1996, 37 (50) : 9037 - 9040
  • [26] New derivatives of reducing oligosaccharides and their use in enzymatic reactions:: efficient synthesis of sialyl Lewis a and sialyl dimeric Lewis x glycoconjugates
    Bårström, M
    Bengtsson, M
    Blixt, O
    Norberg, T
    CARBOHYDRATE RESEARCH, 2000, 328 (04) : 525 - 531
  • [27] On the flexibility of the Lewis x, Lewis a, sialyl Lewis x, and sialyl Lewis a oligosaccharides - Conformational analysis in-solution by molecular modelling
    Bizik, F
    Tvaroska, I
    CHEMICAL PAPERS, 1996, 50 (02) : 84 - 96
  • [28] Sialyl Lewis X, Sialyl Lewis A and Lewis Y as prognostic factors in endometrial and cervical cancer
    Mueller, Lena
    Mitter, Sophie
    Mannewitz, Mareike
    Keilmann, Lucia Katharina
    Meister, Sarah
    Kolben, Theresa
    Schmoeckel, Elisa
    Burges, Alexander
    Trillsch, Fabian
    Czogalla, Bastian
    Jeschke, Udo
    Kessler, Mirjana
    Mahner, Sven
    Kolben, Thomas
    Beyer, Susanne
    ONCOLOGY RESEARCH AND TREATMENT, 2022, 45 (SUPPL 3) : 115 - 115
  • [29] Synthesis of a sialyl Lewis x mimic with fixed carboxylic acid group: Chemical approach toward the elucidation of the bioactive conformation of sialyl Lewis x
    Thoma, G
    Schwarzenbach, F
    Duthaler, RO
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (02): : 514 - 524
  • [30] Synthesis of analogs of 1,1-linked galactosyl mannoside as mimetics of sialyl Lewis X tetrasaccharide
    Hiruma, K
    Kanie, O
    Wong, CH
    TETRAHEDRON, 1998, 54 (52) : 15781 - 15792