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ID: ALA1125212

Journal: J Med Chem

Title: Dual-action cephalosporins: cephalosporin 3'-quinolone carbamates.

Authors: Albrecht HA, Beskid G, Christenson JG, Georgopapadakou NH, Keith DD, Konzelmann FM, Pruess DL, Rossman PL, Wei CC.

Abstract: A series of cephalosporins has been prepared in which the 3'-position was linked to the nitrogen of the antibacterial quinolone ciprofloxacin through a carbamate function. Like the ester-linked and quaternary-linked dual-action cephalosporins reported earlier, these carbamate-linked compounds exhibited a broad antibacterial spectrum derived from both cephalosporin-like and quinolone-like activities, suggesting a dual mode of action. Studies to elucidate details of the mechanism of action have been inconclusive. Ciprofloxacin liberated as a consequence of bacterial enzyme-mediated reactions may contribute to the second mode of action, although some evidence indicates that the intact carbamate-linked bifunctional molecules may possess intrinsically both beta-lactam and quinolone activities.

CiteXplore: 1910090

DOI: 10.1021/jm00113a026