具有肾靶向性的三巯基葡萄糖-胆固醇偶联物脂质体配体的合成

Synthesis of tri-sulfhydrylglucose-cholesterol as a kidney targeting ligand for liposomes

目的设计并合成一种新型的具有肾靶向性的三巯基葡萄糖-胆固醇偶联物脂质体配体。方法以胆固醇与癸二醇的缩合产物为原料,与分支试剂四(ω-甲磺酰氧丙氧甲基)甲烷缩合成醚,再与1,2,3,4-四-O-乙酰基-1-巯基-吡喃葡萄糖在碘化钾和DIPEA的作用下成醚,最后经甲醇钠溶液脱保护后得到目标配体。结果成功制备了一个胆甾三巯基葡萄糖偶联物。结论目标化合物经IR、1HNMR、MS确证。

OBJECTIVE To design and synthesize a novel triglucose-cholesterol as a kidney targeting ligand for liposome.METHODS The starting material,obtained by etherification of cholesterol and decanediol with tetra-（ω-methanesulfonyloxyl-propoxylmethyl）-methane,was etherified with 1,2,3,4-tetra-O-acetyl-1-sulfhydryl glucopyranose under DIPEA and potassium iodide,which was followed by de-protection by sodium methoxide to obtain the title compound.RESULTS The title compound was designed and synthesized.CONCLUSION The chemical structure of the target compound and intermedium was confirmed by IR,1HNMR and MS.