Studies on cephalosporin antibiotics. III. Synthesis, antibacterial activity and oral absorption of new 3- (substituted-alkylthio) -7 beta-[ (Z) -2- (2-aminothiazol-4-yl) -2- (carboxymethoxyimino) acetamido]cephalosporins
Yokoo, C.; Goi, M.; Onodera, A.; Murata, M.; Nagate, T.; Watanabe, Y.
Journal of Antibiotics 44(5): 498-506
1991
ISSN/ISBN: 0021-8820 PMID: 2061193 DOI: 10.7164/antibiotics.44.498
Accession: 041458688
The synthesis, antibacterial activity and oral absorption in rats of new 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-(carboxymethoxyimino)ace tamido] cephalosporins (1) having various substituted-alkylthio groups at the C-3 position of the cephem nucleus are described. Of these, the cephalosporins with a cyanomethylthio group (1d) and fluoroethylthio group (1p) at the C-3 position showed a potent in vitro antibacterial activity against Gram-positive and Gram-negative bacteria as well as good oral absorption in rats. When administered orally to mice infected with Klebsiella pneumoniae, 1d had stronger protective effect than 1p. The structure-activity relationships of 1 are also presented.