Novel beta-lactam antibiotics synthesized by amination of catechols using fungal laccase.
Novel cephalosporins, penicillins, and carbacephems were synthesized by amination of catechols with amino-beta-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.
Mikolasch
Annett
A
Institute of Microbiology, Ernst-Moritz-Arndt-University Greifswald, Greifswald, Germany. annett.mikolasch@gmx.de
Wurster
Martina
M
Lalk
Michael
M
Witt
Sabine
S
Seefeldt
Simone
S
Hammer
Elke
E
Schauer
Frieder
F
Jülich
Wolf-Dieter
WD
Lindequist
Ulrike
U
D000586:Amination; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002384:Catalysis; D002396:Catechols / Q000737:chemistry*; D005658:Fungi / Q000201:enzymology; D042845:Laccase / Q000378:metabolism*; D013329:Structure-Activity Relationship; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D002396:Catechols; D047090:beta-Lactams; D042845:Laccase