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

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.

journal_name

J Med Chem

authors

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

doi

10.1021/jm00113a026

subject

Has Abstract

pub_date

1991-09-01 00:00:00

pages

2857-64

issue

9

eissn

0022-2623

issn

1520-4804

journal_volume

34

pub_type

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