PubAg

Main content area

Production of acetophenone C-glucosides using an engineered C-glycosyltransferase in Escherichia coli

Author:
Chen, Dawei, Chen, Ridao, Xie, Kebo, Duan, Yangyang, Dai, Jungui
Source:
Tetrahedron letters 2018 v.59 no.19 pp. 1875-1878
ISSN:
0040-4039
Subject:
Escherichia coli, acetophenones, chemical reactions, chemical structure, cost effectiveness, drugs, inhibitory concentration 50, transferases
Abstract:
Eight novel acetophenone mono- and bis-C-glucosides were obtained by whole cells harboring an engineered C-glycosyltransferase. Optimization of the fed-bath process improved the yield of 4a to 0.97 mg/mL with 95% conversion rate, which is 2.9-fold higher than that of the single-bath. Four mono-C-glucosides (1a–4a) exhibited potent SGLT2 inhibitory activities with IC50 values at 10−6 M. These findings provide a cost-effective and practical synthetic strategy to produce structurally diverse and novel bioactive C-glucosides for drug discovery.
Agid:
6366032