Source:http://linkedlifedata.com/resource/pubmed/id/17994573
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
6
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pubmed:dateCreated |
2007-11-21
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pubmed:abstractText |
Benzene-1,2-, 1,3-, and 1,4-di-N-substituted carbamates (1-15) are synthesized as the conformationally constrained inhibitors of acetylcholinesterase and mimic gauche, eclipsed, and anti-conformations of acetylcholine, respectively. All carbamates 1-15 are characterized as the pseudo substrate inhibitors of acetylcholinesterase. For a series of geometric isomers, the inhibitory potencies are as follows: benzene-1,4-di-N-substituted carbamate (para compound) > benzene-1,3-di-N-substituted carbamate (meta compound) > benzene-1,2-di-N-substituted carbamate (ortho compound). Therefore, benzene-1,4-di-N-substituted carbamates (para compounds), with the angle of 180 degrees between two C(benzene)-O bonds, mimic the preferable anti C-O/C-N conformers of acetylcholine for the choline ethylene backbone in the acetylcholinesterase catalysis.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Acetylcholine,
http://linkedlifedata.com/resource/pubmed/chemical/Acetylcholinesterase,
http://linkedlifedata.com/resource/pubmed/chemical/Benzene,
http://linkedlifedata.com/resource/pubmed/chemical/Carbamates,
http://linkedlifedata.com/resource/pubmed/chemical/Cholinesterase Inhibitors
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pubmed:status |
MEDLINE
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pubmed:issn |
1095-6670
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
21
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
348-53
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pubmed:meshHeading |
pubmed-meshheading:17994573-Acetylcholine,
pubmed-meshheading:17994573-Acetylcholinesterase,
pubmed-meshheading:17994573-Animals,
pubmed-meshheading:17994573-Benzene,
pubmed-meshheading:17994573-Carbamates,
pubmed-meshheading:17994573-Cholinesterase Inhibitors,
pubmed-meshheading:17994573-Electrophorus,
pubmed-meshheading:17994573-Kinetics,
pubmed-meshheading:17994573-Least-Squares Analysis,
pubmed-meshheading:17994573-Molecular Conformation,
pubmed-meshheading:17994573-Substrate Specificity
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pubmed:year |
2007
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pubmed:articleTitle |
Benzene-1,2-, 1,3-, and 1,4-di-N-substituted carbamates as conformationally constrained inhibitors of acetylcholinesterase.
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pubmed:affiliation |
Institute of Medicine, Department of Cardiology, Chung Shan Medical University Hospital, Taichung 402, Taiwan.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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