Synthesis and mechanistic studies of a ‘tetrazole-tethered” cephalosporin-quinolone hybrid

The synthesis and antibacterial activity of a novel ‘tetrazole-tethered’ cephalosporin-quinolone hybrid is described. The in vitro spectrum of 7 mirrored that of a third-generation cephalosporin. Quinolone-like activity was not observed. β-Lactamase-accelerated hydrolysis of 7 produced tetrazolylqui...

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Bibliographic Details
Published inBioorganic & medicinal chemistry letters Vol. 3; no. 2; pp. 209 - 214
Main Authors Dax, S.L., Pruess, D.L., Rossman, P.L., Wei, C.-c.
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.02.1993
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Summary:The synthesis and antibacterial activity of a novel ‘tetrazole-tethered’ cephalosporin-quinolone hybrid is described. The in vitro spectrum of 7 mirrored that of a third-generation cephalosporin. Quinolone-like activity was not observed. β-Lactamase-accelerated hydrolysis of 7 produced tetrazolylquinolone 12 which ( via independent synthesis) proved to be a weak antibacterial and unable to form free quinolone. The synthesis, antibacterial activity and mechanistic studies of a ‘tetrazole-tethered’ cephalosporin-quinolone hybrid is described. The in vitro spectrum of 7 mirrored that of a third-generation cephalosporin. Quinolone-like activity was not observed. β-Lactamase-accelerated hydrolysis of 7 produced tetrazolylquinolone 12 which proved to be a weak antibacterial and unable to form free quinolone.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(01)80878-7