Medicinal Chemistry Research

, Volume 22, Issue 9, pp 4069–4074

Benzothiazole Schiff-bases as potential imaging agents for β-amyloid plaques in Alzheimer’s disease

  • Changsheng Gan
  • Lin Zhou
  • Zhenzhen Zhao
  • Haoshu Wang
Original Research

DOI: 10.1007/s00044-012-0416-0

Cite this article as:
Gan, C., Zhou, L., Zhao, Z. et al. Med Chem Res (2013) 22: 4069. doi:10.1007/s00044-012-0416-0

Abstract

A series of benzothiazole Schiff-bases as potential diagnostic imaging agents targeting β-amyloid (Aβ) plaques in Alzheimer’s disease (AD) were synthesized and evaluated. When in vitro binding studies using AD homogenate with [125I] 6-iodo-2-(4′-dimethyl- amino)-phenyl-imidazo[1,2-α]pyridine ([125I]IMPY) as the reference ligand were carried out with the derivatives, the compounds showed high to low binding affinities for AD homogenate at the Ki values ranged from 4.38 to 514.65 nM, depending on the substitution on the phenyl ring. Fluorescent staining in vitro showed that one compound with a N,N-dimethylamino group intensely stained Aβ plaques within brain sections of postmortem AD patients. The results strongly suggest that these derivatives are worthy of further study and may be a useful amyloid imaging agents for early detection of amyloid plaques in the brain of AD.

Graphical Abstract

https://static-content.springer.com/image/art%3A10.1007%2Fs00044-012-0416-0/MediaObjects/44_2012_416_Figa_HTML.gif

Keywords

Alzheimer’s diseaseAmyloid plaquesBenzothiazoleSchiff-basesBinding affinity

Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • Changsheng Gan
    • 1
  • Lin Zhou
    • 1
  • Zhenzhen Zhao
    • 1
  • Haoshu Wang
    • 1
  1. 1.Engineering Research Center of Bio-process of Ministry of EducationHefei University of TechnologyHefeiPeople’s Republic of China