Pyrazole-O-glucosides as novel Na(+)-glucose cotransporter (SGLT) inhibitors

Bioorg Med Chem Lett. 2003 Jul 21;13(14):2269-72. doi: 10.1016/s0960-894x(03)00466-9.

Abstract

O-glucuronides and O-glucosides of a series of pyrazoles analogues were synthesized and evaluated for their SGLT inhibitory activity in brush border membrane vehicles (BBMVs) of rat kidney. O-glucosides of certain pyrazole analogues inhibited the transport of [(14)C]-glucose in BBMVs, and induced glucosuria in Wistar rats by intravenous injection.

MeSH terms

  • Animals
  • Enzyme Inhibitors / administration & dosage
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • Glucose / metabolism
  • Glucosides / administration & dosage
  • Glucosides / chemical synthesis*
  • Glucosides / pharmacology*
  • Glycosuria / chemically induced
  • Glycosuria / metabolism
  • Hypoglycemic Agents / administration & dosage
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / pharmacology*
  • Indicators and Reagents
  • Injections, Intravenous
  • Kidney / drug effects
  • Kidney / metabolism*
  • Membrane Glycoproteins / antagonists & inhibitors*
  • Microvilli / drug effects
  • Microvilli / metabolism
  • Monosaccharide Transport Proteins / antagonists & inhibitors*
  • Pyrazoles / chemical synthesis
  • Pyrazoles / pharmacology
  • Rats
  • Rats, Wistar
  • Sodium-Glucose Transporter 1
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Glucosides
  • Hypoglycemic Agents
  • Indicators and Reagents
  • Membrane Glycoproteins
  • Monosaccharide Transport Proteins
  • Pyrazoles
  • Slc5a1 protein, rat
  • Sodium-Glucose Transporter 1
  • WAY 123783
  • Glucose