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Issue 0, 1985
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Substituted penicillanic acid 1,1-dioxides as β-lactam inhibitors: studies on 6-benzylidene- and hydroxybenzylpenam sulphones

Abstract

The preparation of the two epimers of (6R)-6-(α-hydroxybenzyl)penicillanic acid and the corresponding sulphones is described. The absolute configuration about the hydroxy substituted carbon atom has been elucidated by an investigation of the dehydration to the corresponding 6-benzylidenepenicillanic acids, (αR,6R)-6-(α-Hydroxybenzyl)penicillanic acid 1,1-dioxide (15) is a powerful inhibitor of class C β-lactamases such as that isolated from Pseudomonas aeruginosa. Some comments are made on the possible mode of action of these types of inhibitor.

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Article type: Paper
DOI: 10.1039/P19850000963
J. Chem. Soc., Perkin Trans. 1, 1985, 963-968

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    Substituted penicillanic acid 1,1-dioxides as β-lactam inhibitors: studies on 6-benzylidene- and hydroxybenzylpenam sulphones

    C. D. Foulds, M. Kosmirak and P. G. Sammes, J. Chem. Soc., Perkin Trans. 1, 1985, 963
    DOI: 10.1039/P19850000963

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