915307-20-9Relevant academic research and scientific papers
Convergent approach toward the synthesis of the stereoisomers of C-6 homologues of 1-deoxynojirimycin and their analogues: Evaluation as specific glycosidase inhibitors
Pandey, Ganesh,Dumbre, Shrinivas G.,Khan, M. Islam,Shabab
, p. 8481 - 8488 (2007/10/03)
A new and stereoselective strategy is developed to synthesize an appropriate template 9 to obtain C-6 homologues of 1-deoxyazasugars such as 1-deoxy-D-galactohomonojirimycin (S), 1-deoxy-4-hydroxy-methyl-D- glucohomonojirimycin (6), and their enantiomers. The template 9 is also used to obtain neutral nonbasic pseudo-glyconolactam (8), C-4 amino, and methyl analogues of 1-deoxy-homonojirimycin as new analogues of 1-deoxyhomoazasugars. Compound 5 is found to be a potent and specific inhibitor to α-galactosidase (Ki = 1.7 μM). Similarly compounds 6 (K i = 28 μM), ent-5 (Ki = 129 μM), and ent-6 (K i = 12 μM) exhibited specific inhibition of β-glucosidase.
