Metabolically stabilized benzothiazoles for imaging of amyloid plaques

Journal of Medicinal Chemistry

Volumn 50, Issue 6, 2007, Pages 1087-1089

  Henriksen, Gjermund ^a   Hauser, Andrea I ^a   Westwell, Andrew D ^b   Yousefi, Behrooz H ^a   Schwaiger, Markus ^a   Drzezga, Alexander ^a   Wester, Hans Jürgen ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b CARDIFF UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOPHENYLBENZOTHIAZOLE DERIVATIVE; AMYLOID BETA PROTEIN; BENZOTHIAZOLE DERIVATIVE; CARBON 11; FLUORINE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; DRUG ACTIVITY; DRUG PROTEIN BINDING; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG UPTAKE; IN VIVO STUDY; ISOTOPE LABELING; MOUSE; NONHUMAN; PHYSICAL CHEMISTRY; SENILE PLAQUE; STRUCTURE ACTIVITY RELATION;

ANIMALS; BENZOTHIAZOLES; BRAIN; CARBON RADIOISOTOPES; MICE; MICE, INBRED BALB C; RADIOPHARMACEUTICALS; SENILE PLAQUES; STRUCTURE-ACTIVITY RELATIONSHIP; TISSUE DISTRIBUTION;

EID: 33947684239     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm061466g     Document Type: Article

References (14)

1. Selkoe, D. J. Alzheimer's disease is a synaptic failure. Science 2002, 298, 789-791.
2. Schonheit, B.; Zarski, R,; Ohm, T. G. Spatial and temporal relationships between plaques and tangles in Alzheimer-pathology. Neurobiol. Aging 2004, 25, 697-711.
3. Zamrini, E.; De Santi, S.; Tolar, M. Imaging is superior to cognitive testing for early diagnosis of Alzheimer's disease. Neurobiol. Aging 2004, 25, 685-691.
4. Nordberg, A. PET imaging of amyloid in Alzheimer's disease. Lancet Neurol. 2004, 3, 519-527.
5. 11C-labeled 6-substituted 2-arylbenzothiazoles as amyloid imaging agents. J. Med. Chem. 2003, 46, 2740-2754.
6. Klunk, W. E.; Engler, H.; Nordberg, A.; Wang, Y.; Blomqvist, G.; Holt, D. P.; Bergstrom, M.; Savitcheva, I.; Huang, G. F.; Estrada, S.; Ausen, B.; Debnath, M. L.; Barletta, J.; Price, J. C.; Sandell, J.; Lopresti, B. J.; Wall, A.; Koivisto, P.; Antoni, G.; Mathis, C. A.; Langstrom, B. Imaging brain amyloid in Alzheimer's disease with Pittsburgh Compound-B. Ann. Neurol. 2004, 55, 306-319.
7. 11C-Labeled stilbene derivatives as Aβ-aggregate-specific PET imaging agents for Alzheimer's disease. Nucl. Med. Biol. 2003, 30, 565-571.
8. 11C]SB-13 PET. Am. J. Geriatr. Psychiatry 2004, 12, 584-595.
9. Agdeppa, E. D.; Kepe, V.; Liu, J.; Flores-Torres, S.; Satyamurthy, N.; Petrie, A.; Cole, G. M.; Small, G. W.; Huang, S. C.; Barrio, J. R. Binding characteristics of radiofluorinated 6-dialkylamino-2-naphthylethylidene derivatives as positron emission tomography imaging probes for β-amyloid plaques in Alzheimer's disease. J. Neurosci. 2001, 21, RC189.
10. Price, J. C.; Klunk, W. E.; Lopresti, B. J.; Lu, X.; Hoge, J. A.; Ziolko, S. K.; Holt, D. P.; Meltzer, C. C.; DeKosky, S. T.; Mathis, C. A. Kinetic modeling of amyloid binding in humans using PET imaging and Pittsburgh Compound-B. J. Cereb. Blood Flow Metab. 2005, 25, 1528-1547.
11. 11C]PIB. J. Nucl. Med. 2004, 45, 114P (abstract).
12. Kashiyama, E.; Hutchinson, I.; Chua, M.-S.; Stinson, S. F.; Phillips, L. R.; Kaur, G.; Sausville, E. A.; Bradshaw, T. D.; Westwell, A. D.; Stevens, M. F. G. Antitumor benzothiazoles. 8. Synthesis, metabolic formation, and biological properties of the C- and N-oxidation products of antitumor 2-(4-aminophenyl)benzothiazoles. J. Med. Chem. 1999, 42, 4172-4184.
13. Hutchinson, I.; Chua, M.-S.; Browne, H. L.; Trapani, V.; Bradshaw, T. D.; Westwell, A. D.; Stevens, M. F. G. Antitumor benzothiazoles. 14. Synthesis and in vitro biological properties of fluorinated 2-(4-aminophenyl)benzothiazoles. J. Med. Chem. 2001, 44, 1446-1455.
14. Wang, Y.; Mathis, C. A.; Huang, G. F.; Debnath, M. L.; Holt, D. P.; Shao, L.; Klunk, W. E. Effects of lipophilicity on the affinity and nonspecific binding of iodinated benzothiazole derivatives. J. Mol. Neurosci. 2003, 20, 255-260.