Studies on semi-synthetic 7.ALPHA.-formamidocephalosporins. III. Synthesis and antibacterial activity of some 7.BETA.-(D-2-(aryl)-2-((4-ethyl-2,3-dioxopiperazin-1-yl)-carbonylamino)acetamido)-7.ALPHA.-formamido-ceph-3-em-4-carboxylate derivatives
| Autor: | Stephen Christopher Finch, Arun C. Kaura, Peter H. Milner, Michael J. Pearson, Michael J. Basker, Frank P. Harrington, A. W. Guest, Clive Leslie Branch, Sarah J. Knott |
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| Rok vydání: | 1987 |
| Předmět: |
Pharmacology
Magnetic Resonance Spectroscopy Chemical Phenomena Spectrophotometry Infrared Bicyclic molecule Stereochemistry Aryl Biological activity Microbial Sensitivity Tests Nuclear magnetic resonance spectroscopy Cephalosporins Chemistry Structure-Activity Relationship chemistry.chemical_compound chemistry Drug Discovery Lactam Carboxylate Antibacterial activity Antibacterial agent |
| Zdroj: | The Journal of Antibiotics. 40:646-651 |
| ISSN: | 1881-1469 0021-8820 |
| DOI: | 10.7164/antibiotics.40.646 |
| Popis: | The synthesis and antibacterial activity of 7 beta-[D-2-(aryl)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl) carbonylamino] acetamido]-7 alpha-formamidocephalosporins with various substituents at the C-3 position of the cephalosporin nucleus is described. Inhibition of Gram-positive and Gram-negative bacteria including beta-lactamase producing strains was observed with phenyl as the aryl residue. The 3,4-dihydroxyphenyl group further enhanced the activity against Gram-negative organisms; in this series, the 3-[(1-methyl-1H-tetrazol-5-yl)thiomethyl] and 3-[(1-carboxymethyl-1H-tetrazol-5-yl)thiomethyl] analogues (2 and 12b) exhibited exceptional activity against Gram-negative bacteria, including Pseudomonas aeruginosa. |
| Databáze: | OpenAIRE |
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