Synthesis and evaluation of 2-pyridylbenzothiazole, 2-pyridylbenzoxazole and 2-pyridylbenzofuran derivatives as 11C-PET imaging agents for β-amyloid plaques

Britt Marie Swahn; David Wensbo; Johan Sandell; Daniel Sohn; Can Slivo; David Pyring; Jonas Malmström; Erwan Arzel; Michaela Vallin; Margareta Bergh; Fredrik Jeppsson; Allan E. Johnson; Anders Juréus; Jan Neelissen; Samuel Svensson

doi:10.1016/j.bmcl.2010.01.105

Synthesis and evaluation of 2-pyridylbenzothiazole, 2-pyridylbenzoxazole and 2-pyridylbenzofuran derivatives as ¹¹C-PET imaging agents for β-amyloid plaques

Britt Marie Swahn^*, David Wensbo, Johan Sandell, Daniel Sohn, Can Slivo, David Pyring, Jonas Malmström, Erwan Arzel, Michaela Vallin, Margareta Bergh, Fredrik Jeppsson, Allan E. Johnson, Anders Juréus, Jan Neelissen, Samuel Svensson

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

30 Scopus citations

Abstract

The syntheses and SAR of new series of β-amyloid binding agents are reported. The effort to optimize signal-to-background ratios for these ligands are described. Compounds 8, 21 and 30 displayed desirable lipophilicity and pharmacokinetic properties. Compounds 8 and 21 were evaluated with in vitro autoradiographic studies and in vivo in APP/PS1 transgenic mice. It is shown that it was possible to increase the signal-to-background ratios compared to PIB 1, as demonstrated by compounds 8 and 21.

Original language	English (US)
Pages (from-to)	1976-1980
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	6
DOIs	https://doi.org/10.1016/j.bmcl.2010.01.105
State	Published - Mar 15 2010
Externally published	Yes

Keywords

2-Pyridylbenzofuran
2-Pyridylbenzothiazole
2-Pyridylbenzoxazole
Alzheimer
Carbon-11
Positron emission tomography, PET
β-Amyloid plaque

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmcl.2010.01.105

Cite this

Swahn, B. M., Wensbo, D., Sandell, J., Sohn, D., Slivo, C., Pyring, D., Malmström, J., Arzel, E., Vallin, M., Bergh, M., Jeppsson, F., Johnson, A. E., Juréus, A., Neelissen, J., & Svensson, S. (2010). Synthesis and evaluation of 2-pyridylbenzothiazole, 2-pyridylbenzoxazole and 2-pyridylbenzofuran derivatives as ¹¹C-PET imaging agents for β-amyloid plaques. Bioorganic and Medicinal Chemistry Letters, 20(6), 1976-1980. https://doi.org/10.1016/j.bmcl.2010.01.105

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title = "Synthesis and evaluation of 2-pyridylbenzothiazole, 2-pyridylbenzoxazole and 2-pyridylbenzofuran derivatives as 11C-PET imaging agents for β-amyloid plaques",

abstract = "The syntheses and SAR of new series of β-amyloid binding agents are reported. The effort to optimize signal-to-background ratios for these ligands are described. Compounds 8, 21 and 30 displayed desirable lipophilicity and pharmacokinetic properties. Compounds 8 and 21 were evaluated with in vitro autoradiographic studies and in vivo in APP/PS1 transgenic mice. It is shown that it was possible to increase the signal-to-background ratios compared to PIB 1, as demonstrated by compounds 8 and 21.",

keywords = "2-Pyridylbenzofuran, 2-Pyridylbenzothiazole, 2-Pyridylbenzoxazole, Alzheimer, Carbon-11, Positron emission tomography, PET, β-Amyloid plaque",

author = "Swahn, {Britt Marie} and David Wensbo and Johan Sandell and Daniel Sohn and Can Slivo and David Pyring and Jonas Malmstr{\"o}m and Erwan Arzel and Michaela Vallin and Margareta Bergh and Fredrik Jeppsson and Johnson, {Allan E.} and Anders Jur{\'e}us and Jan Neelissen and Samuel Svensson",

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doi = "10.1016/j.bmcl.2010.01.105",

language = "English (US)",

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Swahn, BM, Wensbo, D, Sandell, J, Sohn, D, Slivo, C, Pyring, D, Malmström, J, Arzel, E, Vallin, M, Bergh, M, Jeppsson, F, Johnson, AE, Juréus, A, Neelissen, J & Svensson, S 2010, 'Synthesis and evaluation of 2-pyridylbenzothiazole, 2-pyridylbenzoxazole and 2-pyridylbenzofuran derivatives as ¹¹C-PET imaging agents for β-amyloid plaques', Bioorganic and Medicinal Chemistry Letters, vol. 20, no. 6, pp. 1976-1980. https://doi.org/10.1016/j.bmcl.2010.01.105

Synthesis and evaluation of 2-pyridylbenzothiazole, 2-pyridylbenzoxazole and 2-pyridylbenzofuran derivatives as ¹¹C-PET imaging agents for β-amyloid plaques. / Swahn, Britt Marie; Wensbo, David; Sandell, Johan et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 20, No. 6, 15.03.2010, p. 1976-1980.

Research output: Contribution to journal › Article › peer-review

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AU - Swahn, Britt Marie

AU - Wensbo, David

AU - Sandell, Johan

AU - Sohn, Daniel

AU - Slivo, Can

AU - Pyring, David

AU - Malmström, Jonas

AU - Arzel, Erwan

AU - Vallin, Michaela

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AU - Jeppsson, Fredrik

AU - Johnson, Allan E.

AU - Juréus, Anders

AU - Neelissen, Jan

AU - Svensson, Samuel

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