Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 16, Issue 15, Pages 3966-3970Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2006.05.021
Keywords
beta-lactam antibiotics; isoxazolidine-3,5-dicarboxylic acids; antibiotic analogs; acylnitroso cycloaddition; hetero Diels-Alder; oxamazin and monobactam analogs
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Funding
- NIGMS NIH HHS [GM068012] Funding Source: Medline
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The structural similarity between beta-lactam antibiotics, such as penicillin, and isoxazolidine-3,5-dicarboxylic acids led to the hypothesis that isoxazolidine-3,5-dicarboxylic acids could be effective analogs of P-lactam antibiotics. The syntheses of relevant isoxazolidine-3,5-dicarboxylic acids from acylnitroso Diels-Alder adducts and subsequent biological testing have shown that these first examples are inhibitors of Escherichia coli X580. (c) 2006 Elsevier Ltd. All rights reserved.
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