Synthesis of Ester-linked Taxol-oligosaccharide Conjugate and Its Drug Delivery System Using Bio-nanocapsules and Hybrid-bio-nanocapsules

Abstract

Synthesis of ester-linked oligosaccharide conjugate of taxol, i.e., 7-glycolyltaxol 2″-O-α-maltotrioside, was investigated by enzymatic procedure. The starting material, 7-glycolyltaxol 2″-O-α-D-glucoside, was glycosylated by cyclodextrin glucanotransferase to 7-glycolyltaxol 2″-O-α-maltooligosides [α-maltooligosaccharides; α-Glc-1→(4-α-Glc-1→)_n-14-α-glucosides (n = 1–4)]. The enzymatic hydrolysis of 7-glycolyltaxol 2″-O-α-maltooligosides gave 7-glycolyltaxol 2″-O-α-maltotrioside. Both bio-nanocapsules and hybrid-bio-nanocapsules containing 7-glycolyltaxol 2″-O-α-maltotrioside exhibited high in vitro anti-tumor activities.