Rhodanine and thiohydantoin derivatives for detecting tau pathology in Alzheimer's brains

ACS Chem Neurosci. 2011 May 18;2(5):269-75. doi: 10.1021/cn200002t. Epub 2011 Mar 21.

Abstract

A novel series of rhodanin (RH) and thiohydantoin (TH) derivatives were designed and synthesized for detecting tau pathology in the brains of patients with Alzheimer's disease (AD). In experiments in vitro using tau and β-amyloid (Aβ) aggregates, the TH derivative, TH2, showed high specific binding to tau aggregates. In hippocampal sections obtained from AD patients, TH2 intensely stained neurofibrillary tangles. In experiments using normal mice, [(125)I]TH2 showed good uptake (1.54%ID/g, 2 min postinjection) into and a rapid washout (0.25%ID/g, 60 min postinjection) from the brain. [(123)I]TH2 should be further investigated as a potential imaging agent for detecting tau pathology.

Keywords: Alzheimer’s disease; imaging; rhodanine; tau; thiohydantoin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease / diagnostic imaging
  • Animals
  • Autoradiography / methods
  • Benzothiazoles
  • Brain / diagnostic imaging
  • Humans
  • Iodine Radioisotopes
  • Mice
  • Neurofibrillary Tangles
  • Positron-Emission Tomography
  • Radiopharmaceuticals
  • Recombinant Proteins
  • Rhodanine / chemical synthesis*
  • Rhodanine / chemistry
  • Tauopathies / diagnostic imaging*
  • Thiazoles / antagonists & inhibitors
  • Thiohydantoins / chemical synthesis*
  • Thiohydantoins / chemistry
  • Tissue Distribution

Substances

  • Benzothiazoles
  • Iodine Radioisotopes
  • Radiopharmaceuticals
  • Recombinant Proteins
  • Thiazoles
  • Thiohydantoins
  • thioflavin T
  • Rhodanine