title: C-Glycopyranosyl Arenes and Hetarenes: Synthetic Methods and Bioactivity Focused on Antidiabetic Potential.
abstract: This Review summarizes close to 500 primary publications and surveys published since 2000 about the syntheses and diverse bioactivities of C-glycopyranosyl (het)arenes. A classification of the preparative routes to these synthetic targets according to methodologies and compound categories is provided. Several of these compounds, regardless of their natural or synthetic origin, display antidiabetic properties due to enzyme inhibition (glycogen phosphorylase, protein tyrosine phosphatase 1B) or by inhibiting renal sodium-dependent glucose cotransporter 2 (SGLT2). The latter class of synthetic inhibitors, very recently approved as antihyperglycemic drugs, opens new perspectives in the pharmacological treatment of type 2 diabetes. Various compounds with the C-glycopyranosyl (het)arene motif were subjected to biological studies displaying among others antioxidant, antiviral, antibiotic, antiadhesive, cytotoxic, and glycoenzyme inhibitory effects.
authors.affiliation: Department of Organic Chemistry, University of Debrecen , P.O. Box 400, Debrecen H-4002, Hungary.
authors.forename: Éva
authors.initials: É
authors.lastname: Bokor
authors.affiliation: Department of Organic Chemistry, University of Debrecen , P.O. Box 400, Debrecen H-4002, Hungary.
authors.forename: Sándor
authors.initials: S
authors.lastname: Kun
authors.affiliation: Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Laboratoire de Chimie Organique 2 - Glycochimie, UMR 5246, Université Claude Bernard Lyon 1 and CNRS , 43 Boulevard du 11 Novembre 1918, Villeurbanne F-69622, France.
authors.forename: David
authors.initials: D
authors.lastname: Goyard
authors.affiliation: Department of Organic Chemistry, University of Debrecen , P.O. Box 400, Debrecen H-4002, Hungary.
authors.forename: Marietta
authors.initials: M
authors.lastname: Tóth
authors.affiliation: Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Laboratoire de Chimie Organique 2 - Glycochimie, UMR 5246, Université Claude Bernard Lyon 1 and CNRS , 43 Boulevard du 11 Novembre 1918, Villeurbanne F-69622, France.
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Praly
authors.affiliation: Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Laboratoire de Chimie Organique 2 - Glycochimie, UMR 5246, Université Claude Bernard Lyon 1 and CNRS , 43 Boulevard du 11 Novembre 1918, Villeurbanne F-69622, France.
authors.forename: Sébastien
authors.initials: S
authors.lastname: Vidal
authors.affiliation: Department of Organic Chemistry, University of Debrecen , P.O. Box 400, Debrecen H-4002, Hungary.
authors.forename: László
authors.initials: L
authors.lastname: Somsák
mesh_terms: D006031:Glycosylation; D006838:Hydrocarbons / Q000737:chemistry*; D007004:Hypoglycemic Agents / Q000494:pharmacology*
chemical_list: D006838:Hydrocarbons; D007004:Hypoglycemic Agents