Source:http://linkedlifedata.com/resource/pubmed/id/12818685
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
7
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pubmed:dateCreated |
2003-6-23
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pubmed:abstractText |
The conformation in solution of 1-phenyl-3-propionamido-1,2,3,4-tetrahydronaphthalene and 1-phenyl-3-(N,N-dimethylamino)-1,2,3,4-tetrahydronaphthalene has been determined by a combination of nuclear magnetic resonance measurements and molecular mechanics calculations. The results indicate that in the cis isomers the cyclohexene ring is in a locked conformation and the trans isomers correspond to a mixture of the two inverted half chairs. Moreover, the data allowed the identification of the two purposely-synthesized geometrical isomers of 1-phenyl-3-propionamidotetralin. Binding studies on melatonin receptor subtypes showed that the (+/-)-cis-1-phenyl-3-propionamido-1,2,3,4-tetrahydronaphthalene has higher affinity and selectivity ratio toward the MT(2) subtype than the (+/-)-trans-isomer.
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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/Cyclohexanes,
http://linkedlifedata.com/resource/pubmed/chemical/Cyclohexenes,
http://linkedlifedata.com/resource/pubmed/chemical/Metallothionein,
http://linkedlifedata.com/resource/pubmed/chemical/Receptors, Melatonin,
http://linkedlifedata.com/resource/pubmed/chemical/Tetrahydronaphthalenes,
http://linkedlifedata.com/resource/pubmed/chemical/cyclohexene,
http://linkedlifedata.com/resource/pubmed/chemical/tetralin
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pubmed:status |
MEDLINE
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pubmed:month |
Jul
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pubmed:issn |
0014-827X
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
58
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
469-76
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:12818685-Binding Sites,
pubmed-meshheading:12818685-Cyclohexanes,
pubmed-meshheading:12818685-Cyclohexenes,
pubmed-meshheading:12818685-Magnetic Resonance Imaging,
pubmed-meshheading:12818685-Magnetic Resonance Spectroscopy,
pubmed-meshheading:12818685-Metallothionein,
pubmed-meshheading:12818685-Receptors, Melatonin,
pubmed-meshheading:12818685-Tetrahydronaphthalenes
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pubmed:year |
2003
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pubmed:articleTitle |
Conformation by NMR of two tetralin-based receptor ligands.
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pubmed:affiliation |
Istituto di Chimica Farmaceutica, Università degli Studi di Urbino, Piazza Rinascimento 6, I-61029 Urbino, Italy. g.gatti@uniurb.it
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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