Kasture Vijay M, Kalamkar Navnath B, Nair Roopa J, Joshi Rakesh S, Sabharwal Sushma G, Dhavale Dilip D
Department of Chemistry, Garware Research Centre, Savitribai Phule Pune University (formerly University of Pune), Pune 411007, India.
Division of Biochemistry, Department of Chemistry, Savitribai Phule Pune University (formerly University of Pune), Pune 411007, India.
Carbohydr Res. 2015 May 18;408:25-32. doi: 10.1016/j.carres.2015.03.004. Epub 2015 Mar 12.
An efficient methodology for the synthesis of new amino iminosugars 6a, 7a and 8, starting from D-glucose, is reported. The conformational study using (1)H NMR data showed that the amino iminosugar 6a exists in the (2)C5 while; the 7a and 8 exist in the (5)C2 conformation. The inhibition activities with different glycosidases showed that 6a and 7a are poor glycosidase inhibitors. However, amino iminosugar 8 showed selective inhibition against the β-galactosidase (IC50 = 43 μM, Ki = 153 μM). These results are substantiated by the molecular docking studies.
报道了一种从D-葡萄糖出发合成新型氨基亚氨基糖6a、7a和8的有效方法。利用¹H NMR数据进行的构象研究表明，氨基亚氨基糖6a以（2）C5构象存在，而7a和8以（5）C2构象存在。对不同糖苷酶的抑制活性表明，6a和7a是较差的糖苷酶抑制剂。然而，氨基亚氨基糖8对β-半乳糖苷酶表现出选择性抑制作用（IC50 = 43 μM，Ki = 153 μM）。这些结果通过分子对接研究得到了证实。
