β-C-Glycosiduronic acids and β-C-glycosyl compounds: New PTP1B inhibitors

β-C-Glycosiduronic acid quinones and β-C-glycosyl compounds have been synthesized as sugar-based PTP1B inhibitors. Benzoyl protected quinone derivatives (14 and 35) as well as aryl β-C-glycosyl compounds (18, 22, 23 and 34) showed IC50 values of 0.77–5.27 μM against PTP1B, with compounds 18 and 23 bearing an acidic function being the most potent.

Benzoyl protected β-C-glycosyl compounds inhibitent PTP1B with IC50 in micromolar range.Figure optionsDownload as PowerPoint slide