Synthesis and nicotinic receptor activity of a hydroxylated tropane

John B Bremner; Colette A Godfrey; Anders A. Jensen; Reginald J Smith

Synthesis and nicotinic receptor activity of a hydroxylated tropane

John B Bremner, Colette A Godfrey, Anders A. Jensen, Reginald J Smith

4 Citationer (Scopus)

Abstract

(+/-)-3alpha-hydroxy homoepibatidine 4 has been synthesized from the alkaloid scopolamine 5 and its properties as a nicotinic agonist assessed. While still binding strongly, the compound showed reduced agonist potency for the alpha(4)beta(2) nAChR compared with the parent compound epibatidine 1. Compound 4 also displayed generally similar binding and selectivity profiles at alpha(4)beta(2), alpha(2)beta(4), alpha(3)beta(4), and alpha(4)beta(4) nAChR subtypes to those for nicotine.

Originalsprog	Engelsk
Tidsskrift	Bioorganic & Medicinal Chemistry Letters
Vol/bind	14
Udgave nummer	1
Sider (fra-til)	271-3
Antal sider	3
ISSN	0960-894X
Status	Udgivet - 2004

Citationsformater

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title = "Synthesis and nicotinic receptor activity of a hydroxylated tropane",

abstract = "(+/-)-3alpha-hydroxy homoepibatidine 4 has been synthesized from the alkaloid scopolamine 5 and its properties as a nicotinic agonist assessed. While still binding strongly, the compound showed reduced agonist potency for the alpha(4)beta(2) nAChR compared with the parent compound epibatidine 1. Compound 4 also displayed generally similar binding and selectivity profiles at alpha(4)beta(2), alpha(2)beta(4), alpha(3)beta(4), and alpha(4)beta(4) nAChR subtypes to those for nicotine.",

keywords = "Animals, Humans, Hydroxylation, Nicotinic Agonists, Protein Binding, Rats, Receptors, Nicotinic, Tropanes",

author = "Bremner, {John B} and Godfrey, {Colette A} and Jensen, {Anders A.} and Smith, {Reginald J}",

year = "2004",

language = "English",

volume = "14",

pages = "271--3",

journal = "Bioorganic & Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Pergamon Press",

number = "1",

}

TY - JOUR

T1 - Synthesis and nicotinic receptor activity of a hydroxylated tropane

AU - Bremner, John B

AU - Godfrey, Colette A

AU - Jensen, Anders A.

AU - Smith, Reginald J

PY - 2004

Y1 - 2004

N2 - (+/-)-3alpha-hydroxy homoepibatidine 4 has been synthesized from the alkaloid scopolamine 5 and its properties as a nicotinic agonist assessed. While still binding strongly, the compound showed reduced agonist potency for the alpha(4)beta(2) nAChR compared with the parent compound epibatidine 1. Compound 4 also displayed generally similar binding and selectivity profiles at alpha(4)beta(2), alpha(2)beta(4), alpha(3)beta(4), and alpha(4)beta(4) nAChR subtypes to those for nicotine.

AB - (+/-)-3alpha-hydroxy homoepibatidine 4 has been synthesized from the alkaloid scopolamine 5 and its properties as a nicotinic agonist assessed. While still binding strongly, the compound showed reduced agonist potency for the alpha(4)beta(2) nAChR compared with the parent compound epibatidine 1. Compound 4 also displayed generally similar binding and selectivity profiles at alpha(4)beta(2), alpha(2)beta(4), alpha(3)beta(4), and alpha(4)beta(4) nAChR subtypes to those for nicotine.

KW - Animals

KW - Humans

KW - Hydroxylation

KW - Nicotinic Agonists

KW - Protein Binding

KW - Rats

KW - Receptors, Nicotinic

KW - Tropanes

M3 - Journal article

C2 - 14684341

SN - 0960-894X

VL - 14

SP - 271

EP - 273

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 1

ER -

Synthesis and nicotinic receptor activity of a hydroxylated tropane

Abstract

Fingeraftryk

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