Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands

Weibin Chen; Huifang Wu; R. Jason Hernandez; Ashok K. Mehta; Maharaj K. Ticku; Charles P. France; Andrew Coop

doi:10.1016/j.bmcl.2005.05.011

Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands

Weibin Chen, Huifang Wu, R. Jason Hernandez, Ashok K. Mehta, Maharaj K. Ticku, Charles P. France, Andrew Coop

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

9 Scopus citations

Abstract

Gamma-hydroxybutyric acid (GHB) is a drug of abuse, a therapeutic, and purportedly a neurotransmitter with a complex mechanism of action in vivo due to direct actions at GABA_B as well as GHB receptors and because of its metabolism to GABA. Herein, we describe 3-ethers of 3-hydroxyphenylacetic acid, which have relatively high affinity at GHB sites, no significant affinity at GABA receptors, and would not be expected to be rapidly metabolized to GABAergic ligands. The selectivity of these compounds (UMB108, UMB109, and UMB119) could prove to be useful for studying the biology of GHB receptors, free from GABAergic effects.

Original language	English (US)
Pages (from-to)	3201-3202
Number of pages	2
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	15
Issue number	13
DOIs	https://doi.org/10.1016/j.bmcl.2005.05.011
State	Published - Jul 1 2005
Externally published	Yes

Keywords

Drug abuse
GABA
GHB

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.2005.05.011

Cite this

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title = "Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands",

abstract = "Gamma-hydroxybutyric acid (GHB) is a drug of abuse, a therapeutic, and purportedly a neurotransmitter with a complex mechanism of action in vivo due to direct actions at GABAB as well as GHB receptors and because of its metabolism to GABA. Herein, we describe 3-ethers of 3-hydroxyphenylacetic acid, which have relatively high affinity at GHB sites, no significant affinity at GABA receptors, and would not be expected to be rapidly metabolized to GABAergic ligands. The selectivity of these compounds (UMB108, UMB109, and UMB119) could prove to be useful for studying the biology of GHB receptors, free from GABAergic effects.",

keywords = "Drug abuse, GABA, GHB",

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AU - Chen, Weibin

AU - Wu, Huifang

AU - Hernandez, R. Jason

AU - Mehta, Ashok K.

AU - Ticku, Maharaj K.

AU - France, Charles P.

AU - Coop, Andrew

PY - 2005/7/1

Y1 - 2005/7/1

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AB - Gamma-hydroxybutyric acid (GHB) is a drug of abuse, a therapeutic, and purportedly a neurotransmitter with a complex mechanism of action in vivo due to direct actions at GABAB as well as GHB receptors and because of its metabolism to GABA. Herein, we describe 3-ethers of 3-hydroxyphenylacetic acid, which have relatively high affinity at GHB sites, no significant affinity at GABA receptors, and would not be expected to be rapidly metabolized to GABAergic ligands. The selectivity of these compounds (UMB108, UMB109, and UMB119) could prove to be useful for studying the biology of GHB receptors, free from GABAergic effects.

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KW - GHB

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Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands

Abstract

Keywords

ASJC Scopus subject areas

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