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

doi:10.5246/jcps.2013.02.019

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

Ming Zhong, Xikai Cui, Xiangbao Meng^*, Zhongjun Li^*

1. Department of Pharmaceutical Sciences, Medical College of Shaoguan University, Shaoguan 512026, China
2. State Key Laboratory of Natural and Biomimetic Drugs; Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Received:2012-09-19 Revised:2012-12-01 Online:2013-03-18 Published:2013-03-18
Contact: Xiangbao Meng*, Zhongjun Li*

Abstract

Abstract:

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-AgNO₃-CH₃CN 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.

Key words: 2-Deoxy-2-chloro-1-amino sugars, Cytotoxic activity, Epimer

CLC Number:

R916

Supporting:

Ming Zhong, Xikai Cui, Xiangbao Meng^*, Zhongjun Li^*. Synthesis of 2-deoxy-2-chloro-1-amino sugars and evaluation of their cytotoxicity against cancer cells[J]. , DOI: 10.5246/jcps.2013.02.019.

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

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