Biological evaluation of two iodine-123-labeled D-glucose acetals prepared as glucose transporter radioligands

Nucl Med Biol. 1998 Jul;25(5):473-80. doi: 10.1016/s0969-8051(98)00005-5.

Abstract

Two iodinated acetals of D-glucose, 4,6-(R)-O-(2'-iodoethylidene)-alpha, beta-D-glucose (1) and 4,6-(R)-O-(4'-iodobenzylidene)-alpha, beta-D-glucose (2), were prepared and their potential as suitable SPECT radioligands for imaging of glucose transporters was studied. Both are analogs of acetal D-glucose derivatives, which are known to bind to the exofacial sites of the glucose transport protein (GluT). To assess whether iodinated acetals 1 and 2 interacted with the glucose transporter, they were tested in vitro in human erythrocytes (GluT1) and neonatal rat cardiomyocytes (GluT4). The results indicated that 1 and 2 had a very low affinity for the glucose transporter and probably accumulated in cells. Study of their tissue distribution was carried out in the mouse in vivo: Both compounds showed fast tissue clearance with preferential renal elimination. It is concluded that iodinated acetals of D-glucose 1 and 2 are not suitable for GluT targeting in vivo.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetals / chemical synthesis*
  • Acetals / pharmacokinetics
  • Animals
  • Animals, Newborn
  • Cells, Cultured
  • Erythrocytes / metabolism
  • Glucose / analogs & derivatives*
  • Glucose / chemical synthesis
  • Glucose / pharmacokinetics
  • Humans
  • In Vitro Techniques
  • Iodine Radioisotopes
  • Isotope Labeling
  • Ligands
  • Mice
  • Monosaccharide Transport Proteins / metabolism*
  • Myocardium / cytology
  • Myocardium / metabolism
  • Radiopharmaceuticals / chemical synthesis*
  • Radiopharmaceuticals / pharmacokinetics
  • Rats
  • Tissue Distribution

Substances

  • 4,6-O-(2'-iodoethylidene)glucose
  • 4,6-O-(4'-iodoethylidene)glucose
  • Acetals
  • Iodine Radioisotopes
  • Ligands
  • Monosaccharide Transport Proteins
  • Radiopharmaceuticals
  • Glucose