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Bis(arylvinyl)pyrazines, -pyrimidines, and -pyridazines as imaging agents for tau fibrils and ß-amyloid plaques in Alzheimer's disease models.
Boländer, Alexander; Kieser, Daniel; Voss, Constantin; Bauer, Silvia; Schön, Christian; Burgold, Steffen; Bittner, Tobias; Hölzer, Jana; Heyny-von Haußen, Roland; Mall, Gerhard; Goetschy, Valérie; Czech, Christian; Knust, Henner; Berger, Robert; Herms, Jochen; Hilger, Ingrid; Schmidt, Boris.
Afiliación
  • Boländer A; Clemens Schoepf-Institute of Organic Chemistry and Biochemistry, Technische Universität Darmstadt, Petersenstrasse 22, 64287 Darmstadt, Germany.
J Med Chem ; 55(21): 9170-80, 2012 Nov 08.
Article en En | MEDLINE | ID: mdl-22913544
The in vivo diagnosis of Alzheimer's disease (AD) is of high socioeconomic interest and remains a demanding field of research. The biopathological hallmarks of the disease are extracellular plaques consisting of aggregated ß-amyloid peptides (Aß) and tau protein derived intracellular tangles. Here we report the synthesis and evaluation of fluorescent pyrazine, pyrimidine,and pyridazine derivatives in vitro and in vivo aiming at a tau-based diagnosis of AD. The probes were pre-evaluated on human brain tissue by fluorescence microscopy and were found to label all known disease-related alterations at high contrast and specificity. To quantify the binding affinity, a new thiazine red displacement assay was developed and selected candidates were toxicologically profiled. The application in transgenic mouse models demonstrated bioavailability and brain permeability for one compound. In the course of histological testing, we discovered an AD-related deposition of tau aggregates in the Bowman's glands of the olfactory epithelium, which holds potential for an endoscopic diagnosis of AD in the olfactory system.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirazinas / Piridazinas / Pirimidinas / Encéfalo / Proteínas tau / Placa Amiloide / Enfermedad de Alzheimer / Colorantes Fluorescentes Tipo de estudio: Prognostic_studies Límite: Aged80 / Animals / Humans Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 2012 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirazinas / Piridazinas / Pirimidinas / Encéfalo / Proteínas tau / Placa Amiloide / Enfermedad de Alzheimer / Colorantes Fluorescentes Tipo de estudio: Prognostic_studies Límite: Aged80 / Animals / Humans Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 2012 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Estados Unidos