title: Synthesis and evaluation of stilbenylbenzoxazole and stilbenylbenzothiazole derivatives for detecting beta-amyloid fibrils.
abstract: This paper describes a novel series of stilbenylbenzoxazole (SBO) and stilbenylbenzothiazole (SBT) derivatives for beta-amyloid specific binding probes. These 24 compounds were synthesized and evaluated by competitive binding assay against beta-amyloid 1-42 (Abeta42) aggregates using [(125)I]TZDM. All the derivatives displayed higher binding affinities with K(i) value in the subnanomolar range (0.10-0.74 nM) than Pittsburgh Compound-B (PIB) (0.77 nM). Among these derivatives, SBT-2, 5-fluoroethoxy-2-{4-[2-(4-methylaminophenyl)vinyl]phenyl}benzothiazole, showed lowest K(i) value (0.10 nM). In conclusion, the preliminary results suggest that these compounds are implying a possibility as a probe for detection of Abeta fibrils in Alzheimer's disease (AD) patients.
authors.affiliation: Center for Chemoinformatics Research, Korea Institute of Science and Technology, PO Box 131, Cheongryang, Seoul 130-650, Republic of Korea.
authors.forename: Ji Hoon
authors.initials: JH
authors.lastname: Lee
authors.forename: Seong Rim
authors.initials: SR
authors.lastname: Byeon
authors.forename: Soo Jeong
authors.initials: SJ
authors.lastname: Lim
authors.forename: Seung Jun
authors.initials: SJ
authors.lastname: Oh
authors.forename: Dae Hyuk
authors.initials: DH
authors.lastname: Moon
authors.forename: Kyung Ho
authors.initials: KH
authors.lastname: Yoo
authors.forename: Bong Young
authors.initials: BY
authors.lastname: Chung
authors.forename: Dong Jin
authors.initials: DJ
authors.lastname: Kim
mesh_terms: D016229:Amyloid beta-Peptides / Q000032:analysis / Q000378:metabolism*; D000818:Animals; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000378:metabolism*; D001667:Binding, Competitive; D001921:Brain / Q000000981:diagnostic imaging / Q000378:metabolism; D005462:Fluorine Radioisotopes / Q000737:chemistry; D007457:Iodine Radioisotopes / Q000737:chemistry; D010446:Peptide Fragments / Q000032:analysis / Q000378:metabolism*; D049268:Positron-Emission Tomography; D051381:Rats; D013267:Stilbenes / Q000138:chemical synthesis* / Q000378:metabolism*
chemical_list: D016229:Amyloid beta-Peptides; D052160:Benzothiazoles; D005462:Fluorine Radioisotopes; D007457:Iodine Radioisotopes; D010446:Peptide Fragments; D013267:Stilbenes; C075222:amyloid beta-protein (1-42)