4,5,9,10-Tetrahydro-1,4-ethanobenz[b]quinolizine as a prodrug for its quinolizinium cation as a ligand to the open state of the TCP-binding site of NMDA receptors

Shigeki Sasaki, Takahiro Kanda, Nobuyasu Ishibashi, Fumihiko Yamamoto, Terushi Haradahira, Takashi Okauchi, Jun Meda, Kazutoshi Suzuki, Minoru Maeda

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A new derivative of 4,5,9,10-tetrahydro-1,4-ethanobenz[b]quinolizine (2) has been designed as a prodrug for its quinolizinium cation (1) that is a potent antagonist of the TCP-binding site of NMDA receptors at the open state. The 11C-labeled 2 showed high accumulation of radioactivity in the brain in an in vivo biodistribution study. The speculation of 2 as a prodrug of 1 has been proven by the fact that 1 was observed in a high ratio to 2 in an analysis by RP-HPLC of the brain homogenates.

Original languageEnglish
Pages (from-to)519-521
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume11
Issue number4
DOIs
Publication statusPublished - Feb 26 2001

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Prodrugs
N-Methyl-D-Aspartate Receptors
Cations
Brain
Binding Sites
Ligands
Radioactivity
High Pressure Liquid Chromatography
Derivatives
4,5,9,10-tetrahydro-1,4-ethanobenz(b)quinolizine

All Science Journal Classification (ASJC) codes

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

Cite this

4,5,9,10-Tetrahydro-1,4-ethanobenz[b]quinolizine as a prodrug for its quinolizinium cation as a ligand to the open state of the TCP-binding site of NMDA receptors. / Sasaki, Shigeki; Kanda, Takahiro; Ishibashi, Nobuyasu; Yamamoto, Fumihiko; Haradahira, Terushi; Okauchi, Takashi; Meda, Jun; Suzuki, Kazutoshi; Maeda, Minoru.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 11, No. 4, 26.02.2001, p. 519-521.

Research output: Contribution to journalArticle

Sasaki, Shigeki ; Kanda, Takahiro ; Ishibashi, Nobuyasu ; Yamamoto, Fumihiko ; Haradahira, Terushi ; Okauchi, Takashi ; Meda, Jun ; Suzuki, Kazutoshi ; Maeda, Minoru. / 4,5,9,10-Tetrahydro-1,4-ethanobenz[b]quinolizine as a prodrug for its quinolizinium cation as a ligand to the open state of the TCP-binding site of NMDA receptors. In: Bioorganic and Medicinal Chemistry Letters. 2001 ; Vol. 11, No. 4. pp. 519-521.
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AU - Kanda, Takahiro

AU - Ishibashi, Nobuyasu

AU - Yamamoto, Fumihiko

AU - Haradahira, Terushi

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AU - Meda, Jun

AU - Suzuki, Kazutoshi

AU - Maeda, Minoru

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