Synthesis and evaluation of 18F- and 11C-labelled 9,10-ethanobenzo[b]quinolizinium derivatives for imaging of the NMDA receptor at the TCP-binding site

Nobuyasu Ishibashi, Tsuneo Kuwamura, Hiromi Sano, Fumihiko Yamamoto, Terushi Haradahira, Kazutoshi Suzuki, Tetsuya Suhara, Shigeki Sasaki, Minoru Maeda

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Derivatives of 9,10-ethanobenzo[b]quinolizinium are potent antagonists for the TCP-site of the NMDA receptor. Two fluoroethyl-substituted analogues were labelled with fluorine-18 by displacement of the tosylate with [18F]fluoride, followed by a Diels-Alder reaction. A methoxy-substituted analogue labelled with carbon-11 was obtained by O-methylation of the corresponding hydroxy precursor with [11C]iodomethane. In biodistribution studies in mice with these three radioligands, it was found that they have little ability to penetrate the blood-brain barrier.

Original languageEnglish
Pages (from-to)375-383
Number of pages9
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume43
Issue number4
DOIs
Publication statusPublished - Mar 30 2000

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Methylation
Fluorine
Cycloaddition Reaction
N-Methyl-D-Aspartate Receptors
Blood-Brain Barrier
Fluorides
Carbon
Binding Sites
Derivatives
Imaging techniques
methyl iodide

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

Cite this

Synthesis and evaluation of 18F- and 11C-labelled 9,10-ethanobenzo[b]quinolizinium derivatives for imaging of the NMDA receptor at the TCP-binding site. / Ishibashi, Nobuyasu; Kuwamura, Tsuneo; Sano, Hiromi; Yamamoto, Fumihiko; Haradahira, Terushi; Suzuki, Kazutoshi; Suhara, Tetsuya; Sasaki, Shigeki; Maeda, Minoru.

In: Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 43, No. 4, 30.03.2000, p. 375-383.

Research output: Contribution to journalArticle

Ishibashi, Nobuyasu ; Kuwamura, Tsuneo ; Sano, Hiromi ; Yamamoto, Fumihiko ; Haradahira, Terushi ; Suzuki, Kazutoshi ; Suhara, Tetsuya ; Sasaki, Shigeki ; Maeda, Minoru. / Synthesis and evaluation of 18F- and 11C-labelled 9,10-ethanobenzo[b]quinolizinium derivatives for imaging of the NMDA receptor at the TCP-binding site. In: Journal of Labelled Compounds and Radiopharmaceuticals. 2000 ; Vol. 43, No. 4. pp. 375-383.
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AU - Haradahira, Terushi

AU - Suzuki, Kazutoshi

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