2-Naphthylcarbapenems: broad spectrum antibiotics with enhanced potency against MRSA.
A regioisomeric set of 2-naphthylcarbapenems featuring cationic substituents was synthesized. Optimal placement of the cationic group was found to markedly improve activity against methicillin-resistant staphylococci while maintaining a good spectrum of gram-negative activity.
Greenlee
M L
ML
Department of Medicinal Chemistry, Merck Research Laboratories, Rahway, NJ 07065, USA.
DiNinno
F
F
Herrmann
J J
JJ
Jaworsky
C
C
Muthard
D A
DA
Salzmann
T N
TN
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D004150:Dipeptidases / Q000378:metabolism; D016106:Methicillin Resistance; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000494:pharmacology; D013210:Staphylococcus / Q000187:drug effects*
D000900:Anti-Bacterial Agents; D015780:Carbapenems; D009281:Naphthalenes; D004150:Dipeptidases; C038937:dipeptidase