Synthesis of 2-deoxy-2-chloro-1-amino sugars and evaluation of their cytotoxicity against cancer cells  

2-去氧-2-氯代-1-氨基糖的合成及抗肿瘤活性评价(英文)

作　　者：钟鸣[1,2,3] 崔希凯[2,3] 孟祥豹[2,3] 李中军[2,3] 

机构地区：[1]韶关大学医学院药学系,广东韶关512026 [2]北京大学医学部天然药物与仿生药物国家重点实验室 [3]药学院化学生物学系,北京100191

出　　处：《Journal of Chinese Pharmaceutical Sciences》2013年第2期144-147,共4页中国药学（英文版）

基　　金：National Natural Science Foundation of China(NSFC,Grant No.21072017)

摘　　要：Using the potent anticancer agent 2-deoxy-2-chloro-1-amino sugar as a lead compound, its analogs were prepared in 6 steps starting from D-glucal. The key step was the synthesis of 2-chloro-1-acetamido sugars using （COCl） 2-AgNO 3-CH 3 CN system in high yields. 2-Deoxy-2-chloro-1-amino sugars were obtained by treating the corresponding acetamido sugars with HCl in MeOH. All the compounds, including the reference compound, displayed almost no cytotoxic activity to the selected cancer cell lines.以文献报道具有显著抗肿瘤活性的化合物为先导化合物,以D-葡萄糖烯为原料经六步反应合成了一系列类似物,即取代的2-去氧-2-氯代-1-氨基糖。关键步骤是用(COCl)2-AgNO3-CH3CN体系高收率生成2-去氧-2-氯代-1-乙酰氨基糖,再经HCl-MeOH脱去保护基得目标化合物。经体外活性筛选,包括阳性药物在内的所有化合物均未表现出好的细胞毒活性。

关 键 词：2-Deoxy-2-chloro-1-amino sugars Cytotoxic activity Epimer 

分 类 号：R96[医药卫生—药理学] R914[医药卫生—药学]