Studies on cephalosporin antibiotics. IV. Synthesis, antibacterial activity and oral absorption of new 3- (2-substituted-vinylthio) -7 beta-[ (Z) -2- (2-aminothiazol-4-yl) -2- (carboxymethoxyimino) acetamido]cephalosporins
Yokoo, C.; Goi, M.; Onodera, A.; Fukushima, H.; Nagate, T.
Journal of Antibiotics 44(12): 1422-1431
ISSN/ISBN: 0021-8820 PMID: 1778793 DOI: 10.7164/antibiotics.44.1422
A series of new 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-(carboxymethoxyimino)ace tamido] cephalosporins (1) having various substituted-vinylthio groups at the C-3 position of the cephen nucleus was synthesized and evaluated for antibacterial activity and oral absorption in rats in comparison with cefixime. Of these, the cephalosporins (1a and 1c) with a lower alkoxycarbonylvinylthio group (Z-form) at the C-3 position showed a potent antibacterial activity against Gram-negative bacteria, improved activity against Staphylococcus aureus as well as good oral absorption in rats. The structure-activity relationships of 1 are also presented.