Des-keto lobeline analogs with increased potency and selectivity at dopamine and serotonin transporters

Guangrong Zheng; David B. Horton; Agripina G. Deaciuc; Linda P. Dwoskin; Peter A. Crooks

doi:10.1016/j.bmcl.2006.07.070

Des-keto lobeline analogs with increased potency and selectivity at dopamine and serotonin transporters

Guangrong Zheng, David B. Horton, Agripina G. Deaciuc, Linda P. Dwoskin, Peter A. Crooks

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

11 Scopus citations

Abstract

A series of des-keto lobeline analogs has been synthesized and evaluated for their ability to inhibit the dopamine transporter (DAT) and serotonin transporter (SERT) function and for their affinity for the synaptic vesicle monoamine transporter (VMAT2), as well as for α4β2^* and α7^* neuronal nicotinic acetylcholine receptors (nAChRs). The enantiomers 8R-hydroxylobel-9-ene (3a) and 10S-hydroxylobel-7-ene (3c) exhibited high potency and selectivity at SERT and DAT, respectively.

Original language	English
Pages (from-to)	5018-5021
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2006.07.070
State	Published - Oct 1 2006

Bibliographical note

Funding Information:
This research was supported by NIH Grant DA 13519.

Keywords

Dopamine transporter
Lobeline
Serotonin transporter
Vesicular monoamine transporter

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2006.07.070

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title = "Des-keto lobeline analogs with increased potency and selectivity at dopamine and serotonin transporters",

abstract = "A series of des-keto lobeline analogs has been synthesized and evaluated for their ability to inhibit the dopamine transporter (DAT) and serotonin transporter (SERT) function and for their affinity for the synaptic vesicle monoamine transporter (VMAT2), as well as for α4β2* and α7* neuronal nicotinic acetylcholine receptors (nAChRs). The enantiomers 8R-hydroxylobel-9-ene (3a) and 10S-hydroxylobel-7-ene (3c) exhibited high potency and selectivity at SERT and DAT, respectively.",

keywords = "Dopamine transporter, Lobeline, Serotonin transporter, Vesicular monoamine transporter",

author = "Guangrong Zheng and Horton, {David B.} and Deaciuc, {Agripina G.} and Dwoskin, {Linda P.} and Crooks, {Peter A.}",

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T1 - Des-keto lobeline analogs with increased potency and selectivity at dopamine and serotonin transporters

AU - Zheng, Guangrong

AU - Horton, David B.

AU - Deaciuc, Agripina G.

AU - Dwoskin, Linda P.

AU - Crooks, Peter A.

N1 - Funding Information: This research was supported by NIH Grant DA 13519.

PY - 2006/10/1

Y1 - 2006/10/1

N2 - A series of des-keto lobeline analogs has been synthesized and evaluated for their ability to inhibit the dopamine transporter (DAT) and serotonin transporter (SERT) function and for their affinity for the synaptic vesicle monoamine transporter (VMAT2), as well as for α4β2* and α7* neuronal nicotinic acetylcholine receptors (nAChRs). The enantiomers 8R-hydroxylobel-9-ene (3a) and 10S-hydroxylobel-7-ene (3c) exhibited high potency and selectivity at SERT and DAT, respectively.

AB - A series of des-keto lobeline analogs has been synthesized and evaluated for their ability to inhibit the dopamine transporter (DAT) and serotonin transporter (SERT) function and for their affinity for the synaptic vesicle monoamine transporter (VMAT2), as well as for α4β2* and α7* neuronal nicotinic acetylcholine receptors (nAChRs). The enantiomers 8R-hydroxylobel-9-ene (3a) and 10S-hydroxylobel-7-ene (3c) exhibited high potency and selectivity at SERT and DAT, respectively.

KW - Dopamine transporter

KW - Lobeline

KW - Serotonin transporter

KW - Vesicular monoamine transporter

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

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Des-keto lobeline analogs with increased potency and selectivity at dopamine and serotonin transporters

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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