Chemical synthesis and preliminary biological evaluation of C-6-O-methyl-1-deoxynojirimycin as a potent α-glucosidase inhibitor. Issue 1 (2nd January 2020)

• Record Type: Journal Article
• Authors: Wang, Lin; Liang, Tingting; Fang, Zhijie
• Is Part Of: Journal of carbohydrate chemistry. Volume 39:Issue 1(2020)
• Page Start: 36
• Page End: 49
• Publication Date: 2020-01-02
• Subjects: α-Glucosidase -- Chemical synthesis -- IC50 -- Inhibitor -- 1-deoxynojirimycin; Carbohydrates -- Periodicals; 547.78
• DOI: 10.1080/07328303.2019.1700995
• Languages: English
• ISSNs: 0732-8303

Abstract

Abstract: A facile and efficient synthesis of 6- O -methyl-1-deoxynojirimycin 4 from commercially available methyl α- D -glucopyranoside in 10 steps and 25% overall yield was reported. The synthetic strategy was based on the regioselective protection/deprotection at 6- O -position and cyclization as the main reaction steps. Compound 4 was evaluated for its inhibitory effect (IC50 ) on α-glucosidase using an in vitro assay. It showed improved inhibitory activity compared to 1-deoxynojirimycin and acarbose.