Department of Chemistry, Indian Institute of Technology Kanpur , Kanpur, Uttar Pradesh 208 016, India.
J Org Chem. 2013 Sep 20;78(18):9383-95. doi: 10.1021/jo401613v. Epub 2013 Sep 11.
Synthesis of dihydroxymethyl dihydroxypyrrolidines from C-2 formyl D-glycals has been described via a common dicarbonyl intermediate. The hence obtained pyrrolidines have been further utilized for the synthesis of some steviamine analogues. The newly synthesized molecules have been evaluated for glycosidase inhibition against 6 commercially available enzymes and found to be active in the micromolar range, where one of the steviamine analogues showed good and selective inhibition of β-mannosidase (Helix pomatia).
通过一个共同的二羰基中间体，已经描述了从 C-2 甲酰基 D-甘油醛合成二羟甲基二羟吡咯烷。由此得到的吡咯烷进一步用于合成一些甜菊醇类似物。新合成的分子已针对 6 种市售酶的糖苷酶抑制作用进行了评估，并发现它们在微摩尔范围内具有活性，其中一种甜菊醇类似物对β-甘露糖苷酶（大蜡螟）显示出良好的选择性抑制作用。
