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Synthesis of a series of multivalent homo-, and heteroglycosides and their anti-adhesion activities
Li, Qing1; Yan, Ting-Ting2; Niu, Shan1; Zhao, Yue-Tao1; Meng, Xiang-Bao1; Zhao, Zhi-Hui2; Li, Zhong-Jun1
关键词Cell adhesion Homoglycocluster Heteroglycocluster CD11b Synthesis
刊名CARBOHYDRATE RESEARCH
2013-09-20
DOI10.1016/j.carres.2013.06.011
379页:78-94
收录类别SCI ; IC
文章类型Article
WOS标题词Science & Technology
类目[WOS]Biochemistry & Molecular Biology ; Chemistry, Applied ; Chemistry, Organic
资助者National Natural Science Foundation of PR China ; Ministry of Science and Technology of PR China ; National Natural Science Foundation of PR China ; Ministry of Science and Technology of PR China
研究领域[WOS]Biochemistry & Molecular Biology ; Chemistry
关键词[WOS]ENDOTHELIAL CELL-INTERACTIONS ; LEWIS-X MIMETICS ; RECEPTOR-TYPE 3 ; GAMMA-C-DOMAIN ; E-SELECTIN ; INTEGRIN ALPHA(M)BETA(2) ; ADHESION MOLECULE ; BIOLOGICAL EVALUATION ; LEUKOCYTE ADHESION ; ESCHERICHIA-COLI
英文摘要

Adhesion of leukocytes to endothelium plays an important role in inflammatory diseases. We previously found that the tetravalent lactoside Gu-4 was able to inhibit leukocyte-endothelial cell adhesion significantly and that CD11b was the target of Gu-4 on the surface of leukocytes. In this report, we aimed to explore the relationship between structural characteristics of glycoclusters and anti-adhesion activity. Using selective glycosylation method and convergent strategy, we synthesized a new series of homoglycoclusters and heteroglycoclusters with diverse structures. And the bioactivities of these compounds were assessed by a static state cell-based adhesion assay. We found that when the linked saccharide fragments are the same, the anti-adhesion activities of compounds with flexible linkers were stronger than those with rigid scaffold such as the benzene ring, and the best flexible linker in the tested compounds was L-glutamic acid. When L-glutamic acid was employed as the linker, glycoclusters with four valences, but not other valences, exhibited the most significant anti-adhesion activity; however, no significant differences in anti-adhesion activity were found among the tetravalentglycosides that were made by linking glucose (32), mannose (TMa-4), cellobiose (34), or lactose (Gu-4). Thus, we conclude that a flexible linker with proper length, such as that of L-glutamic acid, and the linking of four saccharide fragments might be the preferable structural characteristics for the glycocluster compounds with potent anti-adhesion activity. (C) 2013 Elsevier Ltd. All rights reserved.

语种英语
所属项目编号NSFC: 90713004 ; 91213301 ; 21172015 ; 2009ZX09103044
资助者National Natural Science Foundation of PR China ; Ministry of Science and Technology of PR China ; National Natural Science Foundation of PR China ; Ministry of Science and Technology of PR China
WOS记录号WOS:000324301300014
引用统计
被引频次:6[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/64076
专题北京大学药学院
作者单位1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Nanjing Normal Univ, Coll Life Sci, Jiangsu Prov Key Lab Mol & Med Biotechnol, Nanjing 210046, Jiangsu, Peoples R China
推荐引用方式
GB/T 7714
Li, Qing,Yan, Ting-Ting,Niu, Shan,et al. Synthesis of a series of multivalent homo-, and heteroglycosides and their anti-adhesion activities[J]. CARBOHYDRATE RESEARCH,2013,379:78-94.
APA Li, Qing.,Yan, Ting-Ting.,Niu, Shan.,Zhao, Yue-Tao.,Meng, Xiang-Bao.,...&Li, Zhong-Jun.(2013).Synthesis of a series of multivalent homo-, and heteroglycosides and their anti-adhesion activities.CARBOHYDRATE RESEARCH,379,78-94.
MLA Li, Qing,et al."Synthesis of a series of multivalent homo-, and heteroglycosides and their anti-adhesion activities".CARBOHYDRATE RESEARCH 379(2013):78-94.
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