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

Autor: Albrecht HA; Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110., Beskid G, Christenson JG, Georgopapadakou NH, Keith DD, Konzelmann FM, Pruess DL, Rossman PL, Wei CC
Jazyk: angličtina
Zdroj: Journal of medicinal chemistry [J Med Chem] 1991 Sep; Vol. 34 (9), pp. 2857-64.
DOI: 10.1021/jm00113a026
Abstrakt: 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.
Databáze: MEDLINE