STUDIES ON CEPHALOSPORIN ANTIBIOTICS II. SYNTHESIS, ANTIBACTERIAL ACTIVITY AND ORAL ABSORPTION OF 3-ALKOXYCARBONYLMETHOXY-7β-[(<i>Z</i>)-2-(2-AMINOTHIAZOL-4-YL)-2-(<i>O</i>-SUBSTITUTED OXYIMINO)-ACETAMIDO]CEPHALOSPORINS

CHIHIRO YOKOO; MASAMI GOI; AKIRA ONODERA; MITSUO MURATA; TAKATOSHI NAGATE; YOSHIAKI WATANABE; KAORU SOTA

doi:10.7164/antibiotics.41.181

STUDIES ON CEPHALOSPORIN ANTIBIOTICS

II. SYNTHESIS, ANTIBACTERIAL ACTIVITY AND ORAL ABSORPTION OF 3-ALKOXYCARBONYLMETHOXY-7β-[(Z)-2-(2-AMINOTHIAZOL-4-YL)-2-(O-SUBSTITUTED OXYIMINO)-ACETAMIDO]CEPHALOSPORINS

CHIHIRO YOKOO, MASAMI GOI, AKIRA ONODERA, MITSUO MURATA, TAKATOSHI NAGATE, YOSHIAKI WATANABE, KAORU SOTA

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JOURNAL FREE ACCESS

1988 Volume 41 Issue 2 Pages 181-192

DOI https://doi.org/10.7164/antibiotics.41.181

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Abstract

The synthesis, antibacterial activity and oral absorption in rats of 3-alkoxycarbonylmethoxy-7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(O-substituted oxyimino)acetamido]cephalosporins (1) are described. In this cephalosporin series, 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(carboxymethoxyimino)acetamido]cephalosporins (Ib, 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.

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