Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Novel β-Lactam Antibiotics Synthesized by Amination of Catechols Using Fungal Laccase
Annett Mikolasch, Martina Wurster, Michael Lalk, Sabine Witt, Simone Seefeldt, Elke Hammer, Frieder Schauer, Wolf-Dieter Jülich, Ulrike Lindequist
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Keywords: laccase, catechol, biotransformation, β-lactam antibiotic, resistance
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2008 Volume 56 Issue 7 Pages 902-907

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Abstract

Novel cephalosporins, penicillins, and carbacephems were synthesized by amination of catechols with amino-β-lactams like cefadroxil, amoxicillin, ampicillin and the structurally related carbacephem loracarbef using laccase from Trametes sp. All isolated monoaminated products inhibited the growth of several Gram positive bacterial strains in the agar diffusion assay, among them methicillin-resistant Staphylococcus aureus strains and vancomycin-resistant Enterococci. Observed differences in the cytotoxicity and in vivo activity in a “Staphylococcus-infected, immune suppressed mouse” model are discussed.

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© 2008 The Pharmaceutical Society of Japan
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