Source:http://linkedlifedata.com/resource/pubmed/id/16262399
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
44
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pubmed:dateCreated |
2005-11-2
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pubmed:abstractText |
A new and effective proteasome inhibitor, beta-lactam 3, has been accessed enantioselectively by multistep synthesis from the readily prepared intermediates 7 and 8 which were joined by a [2 + 2]-cycloaddition reaction to form the spiro beta-lactam 9 stereoselectively. The intermediate 9 was converted to 3 in seven steps and 30% overall yield. The beta-lactam 3 is stable for many days in water at pH 7, in contrast to the natural beta-lactones salinosporamide A (1) and omuralide (2). In common with 1 and 2, the beta-lactam 3 effectively inhibits the mammalian proteasome.
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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/Lactones,
http://linkedlifedata.com/resource/pubmed/chemical/Proteasome Endopeptidase Complex,
http://linkedlifedata.com/resource/pubmed/chemical/Pyrroles,
http://linkedlifedata.com/resource/pubmed/chemical/beta-Lactams,
http://linkedlifedata.com/resource/pubmed/chemical/marizomib,
http://linkedlifedata.com/resource/pubmed/chemical/omuralide
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pubmed:status |
MEDLINE
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pubmed:month |
Nov
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pubmed:issn |
0002-7863
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
9
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pubmed:volume |
127
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
15386-7
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pubmed:dateRevised |
2011-9-12
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pubmed:meshHeading | |
pubmed:year |
2005
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pubmed:articleTitle |
Proteasome inhibition by a totally synthetic beta-lactam related to salinosporamide A and omuralide.
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pubmed:affiliation |
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA.
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pubmed:publicationType |
Journal Article
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