Source:http://linkedlifedata.com/resource/pubmed/id/17507223
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
14
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pubmed:dateCreated |
2007-6-22
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pubmed:abstractText |
Twelve enantiomeric pairs of 5-vinylthiolactomycin congeners were synthesized by employing our efficient synthetic route previously explored for the synthesis of enantiomeric pairs of thiolactomycin and its 3-demethyl derivative. From the biological activity assay carried out using the obtained congeners along with enantiomeric pairs of thiolactomycin and its 3-demethyl derivative previously prepared, it appeared evident that in vitro antibacterial and mammalian type I FAS inhibitory activity of thiolactomycin congeners can be cleanly separated by changing not only the structure but also the absolute configuration of the side chain at the C(5)-position. These studies led us to explore (S)-3-demethyl-5-(pent-1-enyl)thiolactomycin derivative [(S)-4-hydroxy-5-methyl-5-(pent-1-enyl)-5H-thiophen-2-one] which exhibits type I FAS inhibitory activity equal to that of C75, the potent inhibitor so far reported, with complete loss of in vitro antibacterial activity.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Jul
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pubmed:issn |
0960-894X
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
17
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4070-4
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pubmed:meshHeading |
pubmed-meshheading:17507223-Animals,
pubmed-meshheading:17507223-Anti-Bacterial Agents,
pubmed-meshheading:17507223-Enzyme Inhibitors,
pubmed-meshheading:17507223-Fatty Acid Synthetase Complex,
pubmed-meshheading:17507223-Stereoisomerism,
pubmed-meshheading:17507223-Structure-Activity Relationship,
pubmed-meshheading:17507223-Thiophenes
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pubmed:year |
2007
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pubmed:articleTitle |
Synthesis and biological activity of enantiomeric pairs of 5-vinylthiolactomycin congeners.
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pubmed:affiliation |
Kyorin Pharmaceutical Co., Ltd., Discovery Research Laboratories, 2399-1 Nogi, Nogi-Machi, Shimotsuga, Tochigi 329-0114, Japan. oohata@mb.kyorin-pharm.co.jp
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pubmed:publicationType |
Journal Article
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