Chemo-enzymatic synthesis of ester-linked taxol–oligosaccharide conjugates as potential prodrugs
作者:Kei Shimoda、Hatsuyuki Hamada、Hiroki Hamada
DOI:10.1016/j.tetlet.2007.11.156
日期:2008.1
7-Glycolylpaclitaxel 2″-O-α-glucooligosaccharides, novel taxol (paclitaxel) prodrugs of ester-linked oligosaccharide series compounds, were synthesized by chemo-enzymatic procedures, including enzymatic transglycosylations with α-glucosidase and cyclodextrin glucanotransferase. The water-solubility of 7-glycolylpaclitaxel 2″-O-α-glucopentaoside was 2.7 mM, which was 6.8 thousand-fold higher than that
通过化学酶促方法合成了7-乙二醇基紫杉醇2″ -O -α-葡糖寡糖,这是酯连接的寡糖系列化合物的新型紫杉醇(紫杉醇)前药,包括用α-葡糖苷酶和环糊精葡糖基转移酶进行酶促糖基化。7-甘氨酰紫杉醇2″ -O -α-葡糖五糖苷的水溶性为2.7mM,比紫杉醇高6.8倍。紫杉醇具有更长的寡糖链的C-7修饰降低了紫杉醇对KF人卵巢癌细胞的体外细胞毒性。