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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
21
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pubmed:dateCreated |
2003-10-13
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pubmed:abstractText |
Rigidified derivatives have been designed and synthesized assuming the g+t conformer of acetylcholine (N-C-C-O=+60 degrees, C-C-O-C=180 degrees ) as active conformation for binding to cytisine sensitive neuronal nicotinic receptors. The SAR of the compounds evaluated, along with those of more flexible analogues, support the g+t conformer hypothesis and highlight the stringent steric limitation of this nicotinic receptor sub-type. Compound 3e has low microM affinity for cytisine sensitive nicotinic receptor binding sites while being selective with regard to the alpha-bungarotoxin sensitive subclass. We also report few compounds with microM affinity for the alpha-bungarotoxin sensitive subclass.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Nov
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pubmed:issn |
0960-894X
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
3
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pubmed:volume |
13
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3847-51
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:14552793-Acetylcholine,
pubmed-meshheading:14552793-Alkaloids,
pubmed-meshheading:14552793-Animals,
pubmed-meshheading:14552793-Azocines,
pubmed-meshheading:14552793-Bungarotoxins,
pubmed-meshheading:14552793-Drug Design,
pubmed-meshheading:14552793-Gas Chromatography-Mass Spectrometry,
pubmed-meshheading:14552793-Indicators and Reagents,
pubmed-meshheading:14552793-Magnetic Resonance Spectroscopy,
pubmed-meshheading:14552793-Models, Molecular,
pubmed-meshheading:14552793-Molecular Conformation,
pubmed-meshheading:14552793-Molecular Mimicry,
pubmed-meshheading:14552793-Neurons,
pubmed-meshheading:14552793-Prosencephalon,
pubmed-meshheading:14552793-Quinolizines,
pubmed-meshheading:14552793-Radioligand Assay,
pubmed-meshheading:14552793-Rats,
pubmed-meshheading:14552793-Receptors, Nicotinic,
pubmed-meshheading:14552793-Structure-Activity Relationship
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pubmed:year |
2003
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pubmed:articleTitle |
Rigidified acetylcholine mimics: conformational requirements for binding to neuronal nicotinic receptors.
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pubmed:affiliation |
Département de Chimie, Université de Sherbrooke, 2500 boulevard de l'Université, Sherbrooke, Québec, Canada J1K 2R1.
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pubmed:publicationType |
Journal Article,
In Vitro,
Research Support, Non-U.S. Gov't
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