Studies on cephalosporin antibiotics. V. Synthesis, antibacterial activity and oral absorption of new 3-[ (Z) -2-methoxycarbonylvinylthio]-7 beta- [ (Z) -2- (2-aminothiazol-4-yl) -2- (oxyimino) acetamido]cephalosporins
Yokoo, C.; Onodera, A.; Fukushima, H.; Numata, K.; Nagate, T.
Journal of Antibiotics 45(6): 932-939
ISSN/ISBN: 0021-8820 PMID: 1500361 DOI: 10.7164/antibiotics.45.932
A series of new 3-[(Z)-2-methoxycarbonylvinylthio]-7 beta-[(2- aminothiazol-4-yl)acetamido]-cephalosporins (1) having various oxyimino groups (Z-form) at the alpha position of the C-7 side chain was synthesized and evaluated for antibacterial activity and oral absorption in rats. Of these, the cephalosporin (1a) with a hydroxyimino group in the C-7 side chain showed a potent antibacterial activity against Gram-negative bacteria and Gram-positive Staphylococcus aureus as well as good oral absorption in rats. The structure-activity relationships of 1 are also presented.