Glyco-pseudopolyrotaxanes: carbohydrate wheels threaded on a polymer string and their inhibition of bacterial adhesion.
Glyco-pseudopolyrotaxanes: carbohydrate wheels threaded on a polymer string and their inhibition of bacterial adhesion.
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DOI：
10.1002/chem.201001538
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发表时间：
2010-10
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影响因子：
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通讯作者：
Jeeyeon Kim;Youngjoo Ahn;K. Park;Don-Wook Lee;Kimoon Kim
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文献类型：
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作者：
Jeeyeon Kim;Youngjoo Ahn;K. Park;Don-Wook Lee;Kimoon Kim
我们报道了在聚紫蛋白（PV）上螺纹的葫芦b[6]基甘露糖轮（ManCB[6]）组成的糖-伪聚轮烷，它不仅能有效地诱导细菌聚集，而且对细菌与宿主细胞的结合表现出很高的抑制活性。制备并表征了PV串上分别具有10、5和3个ManCB[6]轮的3个糖基伪聚轮烷（1-3）。细菌聚集试验和血凝抑制试验表明糖伪聚轮烷与大肠杆菌ORN178之间具有特异性和多价相互作用。化合物3对orn178诱导的血凝作用的抑制效果是单体甲基α-甘露糖苷（Me-αMan）的300倍。此外，我们证明了它们对ORN178细菌粘附尿上皮细胞的抑制作用，作为尿路感染的模型。我们的研究结果表明，这些超分子碳水化合物簇在抗粘连治疗中具有潜在的用途。
We report glyco-pseudopolyrotaxanes composed of cucurbit[6]uril-based mannose wheels (ManCB[6]) threaded on polyviologen (PV), which not only effectively induce bacterial aggregation, but also exhibit high inhibitory activity against bacterial binding to host cells. Three glyco-pseudopolyrotaxanes (1-3), which have 10, 5, and 3 ManCB[6] wheels, respectively, on a PV string, were prepared and characterized. Bacterial aggregation assays and hemagglutination inhibition assays illustrated the specific and multivalent interaction between the glyco-pseudopolyrotaxanes and E. coli ORN178. Compound 3 was especially effective at inducing bacterial aggregation and showed 300 times higher inhibitory potency than monomeric methyl-α-mannoside (Me-αMan) for ORN178-induced hemagglutination. Furthermore, we demonstrated their inhibitory activities for the adhesion of ORN178 bacteria to urinary epithelial cells as a model of urinary tract infection. Our findings suggest that these supramolecular carbohydrate clusters are potentially useful in antiadhesion therapy.