Dual-action cephalosporins: cephalosporin 3'-quaternary ammonium quinolones.
When cephalosporins exert their biological activity by reacting with bacterial enzymes, opening of the beta-lactam ring can lead to expulsion of the 3'-substituent. A series of cephalosporins was prepared in which antibacterial quinolones were linked to the 3'-position through a quaternary nitrogen. Like the 3'-ester-linked dual-action cephalosporins reported earlier, these compounds demonstrated a broad spectrum of antibacterial activity derived from cephalosporin-like and quinolone-like components, suggesting a dual mode of action.
Albrecht
H A
HA
Roche Research Center, Hoffmann-La Roche Inc., Nutley, New Jersey 07110.
Beskid
G
G
Christenson
J G
JG
Durkin
J W
JW
Fallat
V
V
Georgopapadakou
N H
NH
Keith
D D
DD
Konzelmann
F M
FM
Lipschitz
E R
ER
McGarry
D H
DH
D000818:Animals; D001424:Bacterial Infections / Q000188:drug therapy; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D055598:Chemical Phenomena; D002621:Chemistry; D051379:Mice; D008826:Microbial Sensitivity Tests; D015363:Quinolones / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D013329:Structure-Activity Relationship
D002511:Cephalosporins; D015363:Quinolones