"Glycylcyclines". 3. 9-Aminodoxycyclinecarboxamides.
A series of 9-(acylamino)doxycycline derivatives has been prepared. These analogs exhibit good activity against both tetracycline sensitive and tetracycline resistant Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria that are encoded with the efflux and ribosomal resistance gene factors. N,N-Dialkylglycylamido derivatives possessed the highest activity. Replacement of glycine moiety with other amino acids did not further enhance the activity.
Barden
T C
TC
Agricultural Research Division, American Cyanamid Company, Princeton, New Jersey 08543-0400.
Buckwalter
B L
BL
Testa
R T
RT
Petersen
P J
PJ
Lee
V J
VJ
D004318:Doxycycline / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects*; D005998:Glycine / Q000737:chemistry; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013753:Tetracycline Resistance
D004318:Doxycycline; D005998:Glycine