title: Synthesis of a series of novel heteroglycoclusters and homoglycoclusters and the study of their anti-adhesion activities.
abstract: A new series of mixed-type heteroglycoclusters containing mannose and lactose were synthesized. In the synthesis of rigid scaffold of heteroglycocluster, we found that trans-isomer could be prepared stereoselectively by means of Grubbs olefin cross-metathesis reactions. Moreover, sequential acylation using cyclic anhydride as scaffold could give cis-isomer. These two methods may provide complementarity of stereochemistry in heteroglycocluster assembling. The anti-adhesion activities of these compounds were assessed by Surface Plasmon Resonance (SPR) and static state cell-based adhesion assay. These results indicated that the rigid scaffold might not affect the anti-adhesion activities.
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xueyuan Road, Haidian District, Beijing 100191, PR China.
authors.forename: Shan
authors.initials: S
authors.lastname: Jiang
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xueyuan Road, Haidian District, Beijing 100191, PR China.
authors.forename: Shan
authors.initials: S
authors.lastname: Niu
authors.affiliation: Jiangsu Province Key Laboratory for Molecular and Medical Biotechnology, College of Life Science, Nanjing Normal University, Wenyuan Road, Qixia District, Nanjing 210046, PR China.
authors.forename: Zhi-Hui
authors.initials: ZH
authors.lastname: Zhao
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xueyuan Road, Haidian District, Beijing 100191, PR China. Electronic address: zjli@bjmu.edu.cn.
authors.forename: Zhong-Jun
authors.initials: ZJ
authors.lastname: Li
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xueyuan Road, Haidian District, Beijing 100191, PR China. Electronic address: qli@bjmu.edu.cn.
authors.forename: Qing
authors.initials: Q
authors.lastname: Li
mesh_terms: D002236:Carbohydrate Conformation; D002448:Cell Adhesion / Q000187:drug effects; D002460:Cell Line; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D020349:Surface Plasmon Resonance
chemical_list: D006027:Glycosides
keywords: Cell adhesion; Heteroglycocluster; Homoglycocluster; Integrin α(M)β(2); Synthesis