Synthesis of novel 6-alpha and 6-beta-alkylcarbonylmethyl substituted penems.
6-alpha and 6-beta Alkylcarbonylmethyl penems were synthesized from 6-alpha-bromo and 6-oxo penicillanates respectively and their in vitro antibacterial activity was studied. The compounds were generally active against Gram-positive but not against Gram-negative strains, the compounds of the 6-beta series being more active. Relatively to imipenem, taken as reference compound, the penems resulted more stable towards chemical hydrolysis in Tris-HCl buffered medium (pH 7.4) but more sensitive towards dehydropeptidase-I (DHP-I).
Pentassuglia
G
G
Glaxo Research Laboratories, Verona, Italy.
Tarzia
G
G
Andreotti
D
D
Bismara
C
C
Carlesso
R
R
Donati
D
D
Gaviraghi
G
G
Perboni
A
A
Pezzoli
A
A
Rossi
T
T
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006801:Humans; D015378:Imipenem / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D015378:Imipenem