TY - JOUR
TI - Synthesis of Novel Pyrazolo[3,4-b]pyridines with Affinity for β-Amyloid Plaques
AU - Vidali, V.P.
AU - Nigianni, G.
AU - Athanassopoulou, G.D.
AU - Canko, A.
AU - Mavroidi, B.
AU - Matiadis, D.
AU - Pelecanou, M.
AU - Sagnou, M.
JO - MolBank
PY - 2022
VL - 2022
TODO - 1
SP - null
PB - MDPI
SN - null
TODO - 10.3390/M1343
TODO - null
TODO - Three novel pyrazolo[3,4-b]pyridines were synthesized via the cyclization of 5-amino-1-phenylpyrazole with the corresponding unsaturated ketone in the catalytic presence of ZrCl4. The ketones were afforded by modifying a stabilized ylide facilitated Wittig reaction in fairly high yields. The novel compounds exhibited exciting photophysical properties with the dimethylamine phenyl-bearing pyrazolopyridine showing exceptionally large Stoke’s shifts. Finally, both the dimethylamino-and the pyrene-substituted compounds demonstrated high and selective binding to amyloid plaques of Alzheimer’s disease (AD) patient brain slices upon fluorescent confocal microscopy observation. These results reveal the potential application of pyrazolo[3,4-b]pyridines in the development of AD amyloid plaque probes of various modalities for AD diagnosis. © 2022 by the authors. Licensee MDPI, Basel, Switzerland.
ER -