Citation: Wen Jing Zhao, Yong Heng Shi, Gui Long Zhao, Yu Li Wang, Hua Shao, Li Da Tang, Jian Wu Wang. Design, synthesis and in vivo anti-hyperglycemic activity of gem-dimethyl-bearing C-glucosides as SGLT2 inhibitors[J]. Chinese Chemical Letters, ;2011, 22(10): 1215-1218. doi: 10.1016/j.cclet.2011.05.022 shu

Design, synthesis and in vivo anti-hyperglycemic activity of gem-dimethyl-bearing C-glucosides as SGLT2 inhibitors

a School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China;
b Tianjin Key Laboratory of Molecular Design and Drug Discovery, Tianjin Institute of Pharmaceutical Research, Tianjin 300193, China;
c School of Pharmacy, Tianjin Medical University, Tianjin 300070, China

Fund Project: The authors are very grateful to Key Projects of Tianjin Science and Technology Support Plan (No.10ZCKFSH01300) for financial support.

A series of gem-dimethyl-bearing C-glucosides were designed and synthesized as SGLT2 inhibitors, with anhydrous aluminum chloride-mediated Friedel-Crafts alkylation to construct the gem-dimethyl functionality being the key step. The in vivo anti-hyperglycemic activity was evaluated with mice oral glucose tolerance test (OGTT), and all the synthesized compounds showed significant but less potent anti-hyperglycemic activity than the positive control dapagliflozin.
- Synthesis,
- C-Glucoside,
- SGLT2 inhibitor,
- Anti-hyperglycemic activity,
- gem-Dimethyl
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