Tomita Naotoshi, Sando Shinsuke, Sera Takashi, Aoyama Yasuhiro
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
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%。
