Journal of Medicinal Chemistry p. 2857 - 2864 (1991)
Update date:2022-08-03
Topics:
Albrecht, Harry A.
Beskid, George
Christenson, James G.
Georgopapadakou, Nafsika H.
Keith, Dennis D.
et al.
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 β-lactam and quinolone activities.
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