title: Novel Penicillin-Type Analogues Bearing a Variable Substituted 2-Azetidinone Ring at Position 6: Synthesis and Biological Evaluation.
abstract: The synthesis and the biological activity of novel semi-synthetic β-lactam compounds containing an azetidinone moiety joined to the amino-nitrogen of the (+)-6-aminopenicillanic acid (6-APA) as new antibacterial agents is reported. The synthesized compounds were screened for their in vitro antimicrobial activity against a panel of Gram positive and Gram negative pathogens and environmental bacteria. Tested compounds displayed good antimicrobial activity against all tested Gram positive bacteria and for Staphylococcus aureus and Staphylococcus epidermidis antimicrobial activity resulted higher than that of the reference antibiotic. Additionally, in vitro cytotoxic screening was also carried out indicating that the compounds do not cause a cell vitality reduction effective at concentration next to and above those shown to be antimicrobial.
authors.affiliation: Dipartimento di Chimica e Biologia, Università degli Studi di Salerno, via Giovanni Paolo II, 132, Fisciano 84084, Italy. maderosa@unisa.it.
authors.forename: Margherita
authors.initials: M
authors.lastname: De Rosa
authors.affiliation: Dipartimento di Chimica e Biologia, Università degli Studi di Salerno, via Giovanni Paolo II, 132, Fisciano 84084, Italy. gvigliotta@unisa.it.
authors.forename: Giovanni
authors.initials: G
authors.lastname: Vigliotta
authors.affiliation: S.S.D. "Sperimentazione Animale", National Cancer Institute, I.R.C.C.S. "Fondazione Pascale", Naples 80131, Italy. palma.giuseppe@icloud.com.
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Palma
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Salerno, via Giovanni Paolo II, 132, Fisciano 84084, Italy. saturnino@unisa.it.
authors.forename: Carmela
authors.initials: C
authors.lastname: Saturnino
authors.affiliation: Dipartimento di Chimica e Biologia, Università degli Studi di Salerno, via Giovanni Paolo II, 132, Fisciano 84084, Italy. titti@unisa.it.
authors.forename: Annunziata
authors.initials: A
authors.lastname: Soriente
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001384:Azetidines / Q000737:chemistry*; D001407:Bacillus / Q000187:drug effects / Q000254:growth & development; D002470:Cell Survival / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects / Q000254:growth & development; D051379:Mice; D008826:Microbial Sensitivity Tests; D041681:NIH 3T3 Cells; D010397:Penicillanic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D011549:Pseudomonas / Q000187:drug effects / Q000254:growth & development; D012486:Salmonella typhimurium / Q000187:drug effects / Q000254:growth & development; D013210:Staphylococcus / Q000187:drug effects / Q000254:growth & development; D013329:Structure-Activity Relationship; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D001384:Azetidines; D047090:beta-Lactams; D010397:Penicillanic Acid; C004408:aminopenicillanic acid
keywords: 2-azetidinone; 6-aminopenicillanic acid (6-APA); Staudinger reaction; antibacterial; β-lactam antibiotics