大环蛋白聚糖模拟物。通过组装在杯[4]间苯二酚芳烃平台上的一束硫酸软骨素链对细胞黏附的强效抑制作用。
Macrocyclic proteoglycan mimics. Potent inhibition of cell adhesion by a bundle of chondroitin sulfate chains assembled on the calix[4]resorcarene platform.
作者信息
Tomita Naotoshi, Sando Shinsuke, Sera Takashi, Aoyama Yasuhiro
机构信息
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
出版信息
Bioorg Med Chem Lett. 2004 May 3;14(9):2087-90. doi: 10.1016/j.bmcl.2004.02.041.
Tailed calix[4]resorcarene macrocycle (tail=undecyl) can be used as a platform to assemble four glycosaminoglycan polysaccharide chains to give a new type of proteoglycan mimics. A tetra(chondroitin sulfate) derivative thus obtained from the reaction of macrocyclic octaamine and chondroitin sulfate lactone is readily immobilized on a tissue culture plastic (polystyrene) plate and inhibits fibronectin-mediated adhesion of BHK (baby hamster kidney) cells thereon remarkably strongly with 50% inhibition occurring at a 10 ng/mL or 40 pM concentration range.
带有尾链的杯[4]间苯二酚大环化合物（尾链=十一烷基）可作为一个平台，用于组装四条糖胺聚糖多糖链，从而得到一种新型的蛋白聚糖模拟物。通过大环八胺与硫酸软骨素内酯反应得到的四（硫酸软骨素）衍生物能够很容易地固定在组织培养塑料（聚苯乙烯）板上，并且能非常显著地抑制纤连蛋白介导的BHK（幼仓鼠肾）细胞在该板上的黏附，在浓度为10 ng/mL或40 pM的范围内，抑制率达到50%。
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