Synthesis and in vitro evaluation of 18F-labelled S-fluoroalkyl diarylguanidines: Novel high-affinity NMDA receptor antagonists for imaging with PET

Edward G. Robins; Yongjun Zhao; Imtiaz Khan; Anthony Wilson; Sajinder K. Luthra; Erik Årstad

doi:10.1016/j.bmcl.2010.01.052

Synthesis and in vitro evaluation of ¹⁸F-labelled S-fluoroalkyl diarylguanidines: Novel high-affinity NMDA receptor antagonists for imaging with PET

Edward G. Robins, Yongjun Zhao, Imtiaz Khan, Anthony Wilson, Sajinder K. Luthra, Erik Årstad

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

39 Citations (Scopus)

Abstract

Two S-[¹⁸F]fluoroalkylated diarylguanidines were synthesized and evaluated in vitro as potential tracers for imaging of N-methyl-d-aspartate receptors (NMDARs) with positron emission tomography (PET). [¹⁸F]1 and [¹⁸F]10 were synthesized by [¹⁸F]fluoroethylation and [¹⁸F]fluoromethylation of the thiol precursor 6, respectively. [¹⁸F]1 is a promising candidate NMDAR PET tracer, with low nanomolar affinity for the NMDA PCP-site, high selectivity and moderate lipophilicity.

Original language	English
Pages (from-to)	1749-1751
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	5
DOIs	https://doi.org/10.1016/j.bmcl.2010.01.052
Publication status	Published or Issued - 1 Mar 2010
Externally published	Yes

Keywords

Fluorine-18
Glutamate
Imaging
NMDA
PET

ASJC Scopus subject areas

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

Access to Document

10.1016/j.bmcl.2010.01.052

Cite this

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title = "Synthesis and in vitro evaluation of 18F-labelled S-fluoroalkyl diarylguanidines: Novel high-affinity NMDA receptor antagonists for imaging with PET",

abstract = "Two S-[18F]fluoroalkylated diarylguanidines were synthesized and evaluated in vitro as potential tracers for imaging of N-methyl-d-aspartate receptors (NMDARs) with positron emission tomography (PET). [18F]1 and [18F]10 were synthesized by [18F]fluoroethylation and [18F]fluoromethylation of the thiol precursor 6, respectively. [18F]1 is a promising candidate NMDAR PET tracer, with low nanomolar affinity for the NMDA PCP-site, high selectivity and moderate lipophilicity.",

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T2 - Novel high-affinity NMDA receptor antagonists for imaging with PET

AU - Robins, Edward G.

AU - Zhao, Yongjun

AU - Khan, Imtiaz

AU - Wilson, Anthony

AU - Luthra, Sajinder K.

AU - Årstad, Erik

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