| Design and synthesis of bridged gamma-lactams as analogues of beta-lactam antibiotics. | |
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MedLine Citation:
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PMID: 15109638 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Anti-Bredt bridged bicyclo[3.2.1] gamma-lactams were designed as inhibitors of penicillin binding proteins (PBPs). The compounds were prepared by a carbenoid insertion into a lactam N-H bond. Their weak antibacterial activity could either be explained by a poor chemical stability or by unfavorable steric interactions of the methylene bridge of the gamma-lactam with the targeted enzymes. |
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Authors:
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Jozsef Aszodi; David A Rowlands; Pascale Mauvais; Pascal Collette; Alain Bonnefoy; Maxime Lampilas |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Bioorganic & medicinal chemistry letters Volume: 14 ISSN: 0960-894X ISO Abbreviation: Bioorg. Med. Chem. Lett. Publication Date: 2004 May |
Date Detail:
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Created Date: 2004-04-27 Completed Date: 2004-12-22 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9107377 Medline TA: Bioorg Med Chem Lett Country: England |
Other Details:
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Languages: eng Pagination: 2489-92 Citation Subset: IM |
Affiliation:
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Medicinal Chemistry, Aventis pharma, 102, route de Noisy, 93235 Romainville Cedex, France. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Anti-Bacterial Agents
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chemical synthesis*,
pharmacology Bicyclo Compounds, Heterocyclic / chemical synthesis, pharmacology Drug Design Drug Stability Gram-Negative Bacteria / drug effects Gram-Positive Bacteria / drug effects Inhibitory Concentration 50 Lactams / chemical synthesis*, pharmacology Microbial Sensitivity Tests Penicillin-Binding Proteins / antagonists & inhibitors Structure-Activity Relationship beta-Lactamases / antagonists & inhibitors |
| Chemical | |
Reg. No./Substance:
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0/Anti-Bacterial Agents; 0/Bicyclo Compounds, Heterocyclic; 0/Lactams; 0/Penicillin-Binding Proteins; EC 3.5.2.6/beta-Lactamases |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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