Synthesis and structure-activity relations in the class of 2-(pyridyl)penems.
The isosteric CH----N substitution in the class of 2-arylpenems results in improved antibacterial activity, with retention of the favorable characteristic of stability towards renal dehydropeptidase. High therapeutic efficacy was demonstrated in experimental mice septicemias with the 2-(3-pyridyl) derivative 2b and its orally absorbed acetoxymethyl ester prodrug 4n.
Bedeschi
A
A
Farmitalia Carlo Erba SpA, R. & D., Infectious Diseases Dept., Milan, Italy.
Visentin
G
G
Perrone
E
E
Giudici
F
F
Zarini
F
F
Franceschi
G
G
Meinardi
G
G
Castellani
P
P
Jabes
D
D
Rossi
R
R
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D001419:Bacteria / Q000187:drug effects*; D004927:Escherichia coli Infections / Q000188:drug therapy; D005260:Female; D051379:Mice; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D018805:Sepsis / Q000188:drug therapy*; D013203:Staphylococcal Infections / Q000188:drug therapy; D013290:Streptococcal Infections / Q000188:drug therapy; D013329:Structure-Activity Relationship; D001618:beta-Lactamases / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use
D000900:Anti-Bacterial Agents; D011725:Pyridines; D001618:beta-Lactamases