New cephalosporins with 7-acyl groups derived from .BETA.-ketoacids. II. Further modifications of 7-(3-oxobutyrylamino)-cephalosporins
| Autor: | Mitsuo Numata, Masayoshi Yamaoka, Toshio Miyawaki, Isao Minamida, Mitsuru Shiraishi |
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| Rok vydání: | 1978 |
| Předmět: |
Male
Chemical Phenomena medicine.drug_class Stereochemistry Cephalosporin Thio medicine.disease_cause Mice Structure-Activity Relationship Drug Discovery medicine Animals heterocyclic compounds Beta (finance) Escherichia coli Escherichia coli Infections Pharmacology Mice Inbred ICR Bacteria biology Chemistry biology.organism_classification Keto Acids In vitro Cephalosporins Active compound |
| Zdroj: | The Journal of Antibiotics. 31:1252-1261 |
| ISSN: | 1881-1469 0021-8820 |
| DOI: | 10.7164/antibiotics.31.1252 |
| Popis: | New cephalosporins modified in the acyl part of 7-(3'-oxobutyrylamino)cephalosporins (1), which have been described in the preceding paper, were synthesized by thiolation at the 2'- or the 4'-position, or by transforming the 3'-oxo group into a 3'-imino group. The most active compound in vitro was 3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-7-(4-methylthio-3-oxobutyrylamino)ceph-3-em-4-carboxylic acid (7c), which showed superior in vitro activity against Gram-positive and Gram-negative bacteria compared to the parent cephalosporin (1b) with the same 3-substituent. The ED50 value for 7c, however, was essentially equal to that of 1b in mice infected with Escherichia coli O-111. |
| Databáze: | OpenAIRE |
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