Yokoo C, Goi M, Onodera A, Murata M, Nagate T, Watanabe Y, Sota K
Research Center, Taisho Pharmaceutical Co., Ltd., Saitama, Japan.
J Antibiot (Tokyo). 1988 Feb;41(2):181-92. doi: 10.7164/antibiotics.41.181.
The synthesis, antibacterial activity and oral absorption in rats of 3-alkoxycarbonyl-methoxy-7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-(O-substituted oxyimino)acetamido]cephalosporins (1) are described. In this cephalosporin series, 7 beta-[(Z)-2-(2-aminothiazol-4-yl)-2-(carboxy-methoxyimino)acetamid o] cephalosporins (1b, 1i and 1j) with a lower alkoxycarbonylmethoxy group at the C-3 position of a cephem nucleus exhibited not only potent activity against Gram-negative bacteria but also good oral absorption in rats. Structure-activity relationships of 1 are also presented.