Glycosidase inhibitors: versatile tools in glycobiology

Tunable Approach for the Stereoselective Synthesis of 1-C-Diethylphosphono(difluoromethyl) Iminosugars as Glycosyl Phosphate Mimics

“…As glycoside mimics, 1-C-substituted iminosugars are powerful inhibitors of glycosidases, purine nucleoside phosphorylases, nucleoside hydrolases, and also potential inhibitors of glycosyltransferases. , They may also be employed as pharmacological chaperones to treat deficiencies resulting in improperly folded proteins .…”

Tuning the activity of iminosugars: novel N-alkylated deoxynojirimycin derivatives as strong BuChE inhibitors

“…Herein, a panel of five commercially-available glycosidases have been tested, as models of carbohydrate-mediated diseases: α-glucosidase (from Saccharomyces cerevisiae ), β-glucosidase (from almonds), α-galactosidase (from green coffee beans) and β-galactosidase (from A. oryzae and from E. coli ). Deficiencies in such enzymes are associated with diabetes, Gaucher’s disease, Fabry’s disease, and gangliosidosis, respectively 3 .…”

“…Because of this, many imino- and azasugars behave as potent inhibitors of ubiquitous glycosidases and glycosyltransferases 1 , key enzymes in a plethora of biological processes where carbohydrates are involved, including metabolic pathways, cell wall formation, and recognition events. Numerous imino- and azasugars have shown relevant pharmacological activities 3 , such as antidiabetic 4 , anticancer 5 , antifungal 6 , antiprotozoal 7 or antiviral agents 8 , among others. In this sense, Sirona Biochem Corp. has just announced 9 the launching of an intense programme searching for new antivirals for combating the pandemic caused by COVID-19, in which iminosugars are one of the three categories in the study.…”

Functionalized d- and l-Arabino-Pyrrolidines as Potent and Selective Glycosidase Inhibitors

“…The pharmaceutical potential of iminosugars has triggered extensive work on a large body of synthetic d- iminosugars, 9 10 whereas much less work has been performed on l- iminosugars. This is presumably due to their rare occurrence in Nature and hence, for a long time, have been expected to lack biological activity.…”