Molecular modeling and chemical reactivity of sanfetrinem and derivatives.
The indiscriminate use of beta-lactams has considerably diminished their efficiency as a result of bacteria developing effective defense mechanisms against them. Recent pharmaceutical research has led to the synthesis of tricyclic beta-lactam antibiotics known as "tricyclic carbapenems" or "trinems". In this work, we studied the chemical reactivity, an essential property for antibiotic action, of trinems and found it to be similar to that of cephalosporins. Also, we elucidated the interaction pattern for sanfetrinem and 4beta-methoxy trinem and compared it to that for classical beta-lactams. The behavior of both trinems was found to be similar to that of penicillin G toward Staphylococcus aureus PC1, and that of cephalothin and imipenem toward Enterobacter cloacae P99.
Fasoli
Hector J
HJ
Facultad de Ciencias Fisicomatematicas e Ingeniería, Universidad Católica Argentina, Alicia M. de Justo 1500, C1107AAZ, Argentina.
Frau
Juan
J
Fenollar-Ferrer
Cristina
C
Muñoz
Francisco
F
Donoso
Josefa
J
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000378:metabolism; D015780:Carbapenems / Q000737:chemistry; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003460:Crystallization; D016972:Enterobacter cloacae / Q000737:chemistry; D006868:Hydrolysis; D007769:Lactams / Q000737:chemistry* / Q000378:metabolism; D008958:Models, Molecular; D009584:Nitrogen / Q000737:chemistry; D011522:Protons; D013211:Staphylococcus aureus / Q000737:chemistry; D001618:beta-Lactamases / Q000737:chemistry / Q000378:metabolism
D000900:Anti-Bacterial Agents; D015780:Carbapenems; D007769:Lactams; D011522:Protons; C104757:sanfetrinem; D001618:beta-Lactamases; D009584:Nitrogen