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学科主题: 药学
题名:
Synthesis of a series of multivalent homo-, and heteroglycosides and their anti-adhesion activities
作者: 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
发表日期: 2013-09-20
DOI: 10.1016/j.carres.2013.06.011
卷: 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
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
项目资助者: National Natural Science Foundation of PR China ; Ministry of Science and Technology of PR China
WOS记录号: WOS:000324301300014
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/64076
Appears in Collections:北京大学药学院_期刊论文

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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

Recommended Citation:
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.
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