The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
PREPARATION AND STRUCTURE-ACTIVITY RELATIONSHIPS OF SOME 6α-SUBSTITUTED PENICILLINS
GEORGE BURTONMICHAEL J. BASKERPETER H. BENTLEYDESMOND J. BESTRONALD A. DIXONFRANK P. HARRINGTONROBERT F. KENYONANDREW G. LASHFORDANDREW W. TAYLOR
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1985 年 38 巻 6 号 p. 721-739

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The influence on the antibacterial activity of introducing a 6α-methoxy group into carbenicillin, and various 6α-substituents into sulbenicillin and piperacillin was examined. Further variations of the side chain aryl group were examined in the 6α-methoxy substituted series. This led to the identification of disodium 6β-(D, L-2-carboxy-2-thien-3-ylacetamido)-6α-methoxypenicillanate (5b) as a β-lactamase stable derivative with useful activity against Enterobacteriaceae, and disodium 6β-[D-2-(4-aminophenyl)-2-sulfoacetamido]-6α-methoxypenicillanate (6e) with slightly lower activity against the Enterobacteriaceae but more active against Pseudontonas aeruginosa.

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