Source:http://linkedlifedata.com/resource/pubmed/id/15804533
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
4
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pubmed:dateCreated |
2005-4-4
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pubmed:abstractText |
Syntheses of racemic trans-3-hydroxycarbonyl-6-(phenylacetamido)carbapenem (13), trans-3-phosphono-6-(phenylacetamido)carbapenem (17), and beta-lactam based prodrugs 19 and 22 were accomplished. Carbapenem 13 was found to possess antibacterial activity, comparable with imipenem (+)-3, against Staphylococcus aureus FDA 209P, S. aureus 95, Escherichia coli ATCC 39188, Klebsiella pneumoniae NCTC 418, Pseudomonas aeruginosa 1101-75, P. aeruginosa 18S-H, and Xanthomonas maltophilia GN 12873. Like imipenem ((+)-3), carbapenem 13 was not stable to X. maltophilia oxyiminocephalosporinase type II. Its phosphonate analog 17, however, was neither a significant antibacterial agent nor a good beta-lactamase inhibitor. Chemical combinations of trans carbapenem 13 with cis carbapenem 6 (compound 19) as well as clavulanic acid (20) with cis carbapenem 6 (compound 22) via a tetrachloroethane linker exhibited remarkable activity against beta-lactamase producing microorganisms in vitro.
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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/Anti-Bacterial Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Carbapenems,
http://linkedlifedata.com/resource/pubmed/chemical/Enzyme Inhibitors,
http://linkedlifedata.com/resource/pubmed/chemical/Prodrugs,
http://linkedlifedata.com/resource/pubmed/chemical/beta-Lactamases
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pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
0223-5234
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
40
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
339-49
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:15804533-Anti-Bacterial Agents,
pubmed-meshheading:15804533-Carbapenems,
pubmed-meshheading:15804533-Drug Design,
pubmed-meshheading:15804533-Enzyme Inhibitors,
pubmed-meshheading:15804533-Molecular Structure,
pubmed-meshheading:15804533-Prodrugs,
pubmed-meshheading:15804533-beta-Lactamases
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pubmed:year |
2005
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pubmed:articleTitle |
Carbapenem-based prodrugs. Design, synthesis, and biological evaluation of carbapenems.
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pubmed:affiliation |
Institute of Biochemistry and Biophysics, University of Tehran, Tehran, Iran. hosein@chem.sinica.edu.tw
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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