Design, synthesis, and biological evaluation of the N-diarylalkenyl- piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)

Jianbin Zheng; Ren Wen; Xiaomin Luo; Guoqiang Lin; Jiange Zhang; Linfeng Xu; Lihe Guo; Hualiang Jiang

doi:10.1016/j.bmcl.2005.09.004

Design, synthesis, and biological evaluation of the N-diarylalkenyl- piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)

Jianbin Zheng, Ren Wen^*, Xiaomin Luo, Guoqiang Lin, Jiange Zhang, Linfeng Xu, Lihe Guo, Hualiang Jiang

^*Corresponding author for this work

Neurology

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

19 Scopus citations

Abstract

Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as γ-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3- butenyl]-3-piperidinecarboxylic hydrochloride (4e) possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed.

Original language	English (US)
Pages (from-to)	225-227
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	1
DOIs	https://doi.org/10.1016/j.bmcl.2005.09.004
State	Published - Jan 1 2006

Funding

This project was supported by The Science and Technology Commission of Shanghai Municipality (03DZ19201).

Keywords

Antiepileptic
GABA uptake inhibitors
GAT1
N-Diarylalkenyl- piperidinecarboxylic acid derivatives

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2005.09.004

Cite this

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abstract = "Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as γ-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3- butenyl]-3-piperidinecarboxylic hydrochloride (4e) possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed.",

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AU - Zheng, Jianbin

AU - Wen, Ren

AU - Luo, Xiaomin

AU - Lin, Guoqiang

AU - Zhang, Jiange

AU - Xu, Linfeng

AU - Guo, Lihe

AU - Jiang, Hualiang

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PY - 2006/1/1

Y1 - 2006/1/1

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AB - Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as γ-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3- butenyl]-3-piperidinecarboxylic hydrochloride (4e) possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed.

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KW - GAT1

KW - N-Diarylalkenyl- piperidinecarboxylic acid derivatives

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Design, synthesis, and biological evaluation of the N-diarylalkenyl- piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)

Abstract

Funding

Keywords

ASJC Scopus subject areas

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