C-Glycopyranosyl Arenes and Hetarenes: Synthetic Methods and Bioactivity Focused on Antidiabetic Potential

Éva Bokor, Sándor Kun, David Goyard, M. Tóth, Jean Pierre Praly, Sébastien Vidal, László Somsák

Research output: Contribution to journalReview article

65 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1687-1764
Number of pages78
JournalChemical Reviews
Volume117
Issue number3
DOIs
Publication statusPublished - Feb 8 2017

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Bioactivity
Hypoglycemic Agents
Antineoplastic Antibiotics
Non-Receptor Type 1 Protein Tyrosine Phosphatase
Enzyme inhibition
Glycogen Phosphorylase
Medical problems
Antiviral Agents
Antioxidants
Sodium
Glucose
Pharmaceutical Preparations

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

C-Glycopyranosyl Arenes and Hetarenes : Synthetic Methods and Bioactivity Focused on Antidiabetic Potential. / Bokor, Éva; Kun, Sándor; Goyard, David; Tóth, M.; Praly, Jean Pierre; Vidal, Sébastien; Somsák, László.

In: Chemical Reviews, Vol. 117, No. 3, 08.02.2017, p. 1687-1764.

Research output: Contribution to journalReview article

Bokor, Éva ; Kun, Sándor ; Goyard, David ; Tóth, M. ; Praly, Jean Pierre ; Vidal, Sébastien ; Somsák, László. / C-Glycopyranosyl Arenes and Hetarenes : Synthetic Methods and Bioactivity Focused on Antidiabetic Potential. In: Chemical Reviews. 2017 ; Vol. 117, No. 3. pp. 1687-1764.
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