title: Molecular modeling and chemical reactivity of sanfetrinem and derivatives.
abstract: 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.
authors.affiliation: Facultad de Ciencias Fisicomatematicas e Ingeniería, Universidad Católica Argentina, Alicia M. de Justo 1500, C1107AAZ, Argentina.
authors.forename: Hector J
authors.initials: HJ
authors.lastname: Fasoli
authors.forename: Juan
authors.initials: J
authors.lastname: Frau
authors.forename: Cristina
authors.initials: C
authors.lastname: Fenollar-Ferrer
authors.forename: Francisco
authors.initials: F
authors.lastname: Muñoz
authors.forename: Josefa
authors.initials: J
authors.lastname: Donoso
mesh_terms: 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
chemical_list: D000900:Anti-Bacterial Agents; D015780:Carbapenems; D007769:Lactams; D011522:Protons; C104757:sanfetrinem; D001618:beta-Lactamases; D009584:Nitrogen