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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
19
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pubmed:dateCreated |
1996-11-4
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pubmed:abstractText |
A general method for synthesis of 2 beta-alkenyl penam sulfones has been developed. The new compounds inhibited most of the common types of beta-lactamase. The level of activity depended very strongly on the nature of the substituent in the 2 beta-alkenyl group. The inhibited species formed with the beta-lactamase from Citrobacter freundii 1205 was sufficiently stable for X-ray crystallographic studies. These, together with UV absorption spectroscopy and studies of chemical degradation, suggested a novel reaction mechanism for the new inhibitors that might account for their broad spectrum of action. The (Z)-2 beta-acrylonitrile penam sulfone Ro 48-1220 was the most active inhibitor from this class of compound. The inhibitor enhanced the action of, for example, ceftriaxone against a broad selection of organisms producing beta-lactamases. The organisms included strains of Enterobacteriaceae that produce cephalosporinases, which is an exceptional activity for penam sulfones.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
0022-2623
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
13
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pubmed:volume |
39
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3712-22
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pubmed:dateRevised |
2004-12-3
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pubmed:meshHeading |
pubmed-meshheading:8809160-Ceftriaxone,
pubmed-meshheading:8809160-Citrobacter freundii,
pubmed-meshheading:8809160-Clavulanic Acid,
pubmed-meshheading:8809160-Clavulanic Acids,
pubmed-meshheading:8809160-Crystallography, X-Ray,
pubmed-meshheading:8809160-Drug Design,
pubmed-meshheading:8809160-Drug Synergism,
pubmed-meshheading:8809160-Enterobacter,
pubmed-meshheading:8809160-Enzyme Inhibitors,
pubmed-meshheading:8809160-Lactams,
pubmed-meshheading:8809160-Models, Molecular,
pubmed-meshheading:8809160-Molecular Structure,
pubmed-meshheading:8809160-Pseudomonas,
pubmed-meshheading:8809160-Spectrophotometry, Ultraviolet,
pubmed-meshheading:8809160-beta-Lactamases,
pubmed-meshheading:8809160-beta-Lactams
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pubmed:year |
1996
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pubmed:articleTitle |
Design, synthesis, and evaluation of 2 beta-alkenyl penam sulfone acids as inhibitors of beta-lactamases.
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pubmed:affiliation |
Preclinical Research, F. Hoffmann-LaRoche Ltd, Basel, Switzerland.
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pubmed:publicationType |
Journal Article
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