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

doi:10.1016/S0960-894X(00)00716-2

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

Chemo-Pharmaceutical Sciences

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6 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 language	English
Pages (from-to)	519-521
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	11
Issue number	4
DOIs	https://doi.org/10.1016/S0960-894X(00)00716-2
Publication status	Published - Feb 26 2001

All Science Journal Classification (ASJC) codes

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

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10.1016/S0960-894X(00)00716-2

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Sasaki, S., Kanda, T., Ishibashi, N., Yamamoto, F., Haradahira, T., Okauchi, T., Meda, J., Suzuki, K., & Maeda, M. (2001). 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. Bioorganic and Medicinal Chemistry Letters, 11(4), 519-521. https://doi.org/10.1016/S0960-894X(00)00716-2

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

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

Sasaki, S, Kanda, T, Ishibashi, N, Yamamoto, F, Haradahira, T, Okauchi, T, Meda, J, Suzuki, K & Maeda, M 2001, '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', Bioorganic and Medicinal Chemistry Letters, vol. 11, no. 4, pp. 519-521. https://doi.org/10.1016/S0960-894X(00)00716-2

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title = "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",

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.",

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

note = "Funding Information: This study was supported by CREST (Core Research for Evolutional Science and Technology) of Japan Science and Technology Corporation (JST). We are also grateful for support by a Grant-in-Aid for Scientific Research (B) from the Ministry of Education, Science, Sport and Culture, Japan.",

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doi = "10.1016/S0960-894X(00)00716-2",

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AU - Sasaki, Shigeki

AU - Kanda, Takahiro

AU - Ishibashi, Nobuyasu

AU - Yamamoto, Fumihiko

AU - Haradahira, Terushi

AU - Okauchi, Takashi

AU - Meda, Jun

AU - Suzuki, Kazutoshi

AU - Maeda, Minoru

N1 - Funding Information: This study was supported by CREST (Core Research for Evolutional Science and Technology) of Japan Science and Technology Corporation (JST). We are also grateful for support by a Grant-in-Aid for Scientific Research (B) from the Ministry of Education, Science, Sport and Culture, Japan.

PY - 2001/2/26

Y1 - 2001/2/26

N2 - 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.

AB - 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.

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ER -

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

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