Synthesis and evaluation of stilbenylbenzoxazole and stilbenylbenzothiazole derivatives for detecting β-amyloid fibrils

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 4, 2008, Pages 1534-1537

  Lee, Ji Hoon ^a,b   Byeon, Seong Rim ^a   Lim, Soo Jeong ^c   Oh, Seung Jun ^c   Moon, Dae Hyuk ^c   Yoo, Kyung Ho ^a   Chung, Bong Young ^b   Kim, Dong Jin ^a  

^a Korea Institute of Science and Technology   (South Korea)

^b Korea University   (South Korea)

^c Asan Medical Center   (South Korea)

Author keywords

Amyloid fibrils; Alzheimer's disease; PET imaging

Indexed keywords

5 FLUOROETHOXY 2 [4 [2 (4 METHYLAMINOPHENYL)VINYL]PHENYL]BENZOTHIAZOLE; AMYLOID BETA PROTEIN; AMYLOID BETA PROTEIN[1-42]; BENZOTHIAZOLE DERIVATIVE; BENZOXAZOLE DERIVATIVE; N METHYL 2 (4' METHYLAMINOPHENYL) 6 HYDROXYBENZOTHIAZOLE C 11; TRACER; UNCLASSIFIED DRUG;

ALZHEIMER DISEASE; ANIMAL EXPERIMENT; ARTICLE; BINDING ASSAY; DRUG SCREENING; DRUG SYNTHESIS; MOLECULAR PROBE; MOUSE; NONHUMAN; PROTEIN AGGREGATION; PROTEIN BINDING;

AMYLOID BETA-PROTEIN; ANIMALS; BENZOTHIAZOLES; BINDING, COMPETITIVE; BRAIN; FLUORINE RADIOISOTOPES; IODINE RADIOISOTOPES; PEPTIDE FRAGMENTS; POSITRON-EMISSION TOMOGRAPHY; RATS; STILBENES;

EID: 39049114657     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.10.004     Document Type: Article

References (24)

1. Hardy J., and Selkoe D.J. Science 297 (2002) 353
2. Meyer-luemen M. Nat. Neurosci. 6 (2003) 1
3. Nussbaum R.L., and Ellis C.E.N. Engl. J. Med. 348 (2003) 1356
4. Klunk W.E., Debnath M.L., and Pettegrew J.W. Neurobiol. Aging 15 (1994) 691
5. Mathis C.A., Mahmood K., Debnath M.L., and Klunk W.E. J. Labelled Compd. Radiopharm. 40 (1997) 94
6. Skovronsky D., Zhang B., Kung M.-P., Kung H.F., Trojanowski J.Q., and Lee V.M.-Y. Proc. Natl. Acad. Sci. U.S.A. 97 (2000) 7609
7. Mathis C.A., Wang Y., Holt D.P., Huang G.-f., Debnath M.L., and Klunk W.E. J. Med. Chem. 46 (2003) 2740
8. Klunk W.E., Engler H., Nordberg A., Wang Y., Blomqvist G., Holt D.P., Bergstrom M., Savitcheva I., Huan G.-f., Estrada S., Ausen B., Debnath M.L., Barletta J., Price J.C., Sndell J., Lopresti B.J., Wall A., Koivisto P., Antoni G., Mathis C.A., and Langstrom B. Ann. Neurol. 55 (2004) 306
9. Zhuang Z.-P., Kung M.-P., Hou C., Skovronsky D., Gur T.L., Plössl K., Trojanowski J.Q., Lee V.M.-Y., and Kung H.F. J. Med. Chem. 44 (2001) 1905
10. Mathis C.A., Wang Y., and Klunk W.E. Curr. Pharm. Des. 10 (2004) 1469
11. Verhoeff N.P., Wilson A.A., Takeshita S., Trop L., Hussey D., Singh K., Kung H.F., Kung M.-P., and Houle S. Am. J. Geriatr. Psychiatry 12 (2004) 584
12. Ono M., Wilson A., Nobrega J., Westaway D., Verhoeff N.P., Zhuang Z.-P., Kung M.-P., and Kung H.F. Nucl. Med. Biol. 30 (2003) 565
13. Chaplais G., Bideau J.L., Leclercq D., and Vioux A. Chem. Mater. 15 (2003) 1950
14. Kumar D., Jacob M.R., Reynolds M.B., and Kerwin S.M. Bioorg. Med. Chem. 10 (2002) 3997
15. Hodson S.J., Bishop M.J., Speake J.D., Navas III F., Garrison D.T., Bigham E.C., Saussy Jr. D.L., Liacos J.A., Irving P.E., Gobel M.J., and Sherman B.W. J. Med. Chem. 45 (2002) 2229
16. Barluenga J., Bayon A.M., and Asensio G. J. Chem. Soc. Chem. Commun. (1984) 1334
17. Gribble G.W., and Nutaitis C.F. Synthesis. (1987) 709
18. Ono M., Kung M.-P., Hou C., and Kung H.F. Nucl. Med. Biol. 29 (2002) 633
19. 1-Fluoro-2-tosyloxyethane and 1-fluoro-3-tosyloxypropane were purchased from FutureChem Co., Ltd.
20. Cheng Y., and Prusoff W.H. Biochem. Pharmacol. 22 (1973) 3099
21. Klunk W.E., Wang Y., Huang G.-f., Debnath M.L., Holt D.P., and Mathis C.A. Life Sci. 69 (2001) 1271
22. Kung M.-P., Hou C., Zhuang Z.-P., Zhang B., Skovronsky D., Trojanowski J.Q., Lee V.M.-Y., and Kung H.F. Brain Res. 956 (2002) 202
23. i values were calculated.
24. + 405.1431. Found: 405.1433.