新型肾靶向脂质体配体葡萄糖-胆固醇偶联物的合成  

Synthesis of Glucosyl Cholesterol Conjugation for Novel Kidney Targeting Liposome Ligand

作　　者：李勋[1] 屈博毅[1] 海俐[1] 吴勇[1] 

机构地区：[1]四川大学华西药学院,成都610041

出　　处：《中国药房》2013年第25期2316-2318,共3页China Pharmacy

基　　金：国家自然科学基金项目(No.81072532)

摘　　要：目的:合成一种新型的肾靶向脂质体配体葡萄糖-胆固醇偶联物。方法:以胆固醇为原料,将其与对甲苯磺酰氯作用后,以丁二醇取代甲苯磺酰氧基,再经甲磺酰氯磺酰化制得化合物4(-5-胆甾烯-3-氧基)-1-甲磺酰氧基丁烷,再与1,2,3,4-四-O-乙酰基-1-巯基-吡喃葡萄糖在碘化钾作用下偶合,经甲醇钠脱保护得到目标化合物。经红外光谱(IR)、核磁共振氢谱(1H-NMR)、质谱(MS)确证其化学结构。结果:目标化合物经确证为葡萄糖-胆固醇偶联物,总收率为63.45%,纯度为98%。结论:该方法合成目标化合物路线简单,收率较高。OBJECTIVE： To synthesis a glucosyl cholesterol conjugation for novel kidney targeting liposome ligand. METHODS： Cholesterol as raw material and toluene sulfochloride were coupled, substituted with butanediol and then sulfonylated to furnish 4-（5- cholestene-3-oxyl）-1-methylsulfonyl-oxyl butane. The coupling reaction of 4-（5-cholestene-3-oxyl）-1-methylsulfonyl-oxyl butane and 1,2,3,4-tetra-O-acetyl-1-sulf-hydryl glucopyranose with potassium iodide afforded compound, which was released deprotection by sodium methoxide to obtain the target compound. The chemical structure of compound was confirmed by IR, ^1H-NMR and MS. RESULTS： The target compound was glucosyl cholesterol conjugation with a yield rate of 63.45% and a purity of 98 %. CONCLUSIONS ： The target compound is synthesized through a facial way with high yield.

关 键 词：肾靶向脂质体配体 胆固醇 葡萄糖 合成 葡萄糖-胆固醇偶联物 

分 类 号：R94[医药卫生—药剂学] R914.5[医药卫生—药学]