title: A new efficient route to 7-aryl-6-fluoro-8-nitroquinolones as potent antibacterial agents.
abstract: A series of 7-aryl-6-fluoro-8-nitroquinolones (6a-e) were synthesized through a novel, simple and clean synthetic procedure, through a Suzuki-Miyaura reaction. The target compounds were evaluated in vitro for their antimicrobial properties against bacterial and fungal strains. All of them showed antibacterial activity higher than the activity of ciprofloxacin, both towards Gram positive Bacillus subtilis and Staphylococcus aureus, and Gram negative Haemophilus influenzae strains. Compound 6d, containing the trisubstituted 7-aryl moiety, emerged as the most active quinolone derivative with MIC values ranging from 0.00007 μg/mL to 0.015 μg/mL.
authors.affiliation: Chemistry Department, Faculty of Science, Mu'tah University, Karak 61710, Jordan.
authors.forename: Salah A
authors.initials: SA
authors.lastname: Al-Trawneh
authors.affiliation: Chemistry Department, Faculty of Science, The University of Jordan, Amman 11942, Jordan.
authors.forename: Mustafa M
authors.initials: MM
authors.lastname: El-Abadelah
authors.affiliation: College of Pharmacy, Taibah University, Al Madinah 41477, Saudi Arabia.
authors.forename: Mohammad M
authors.initials: MM
authors.lastname: Al-Abadleh
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Parma, Parco Area delle Scienze 27/A, Parma 43124, Italy.
authors.forename: Franca
authors.initials: F
authors.lastname: Zani
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Parma, Parco Area delle Scienze 27/A, Parma 43124, Italy.
authors.forename: Matteo
authors.initials: M
authors.lastname: Incerti
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Parma, Parco Area delle Scienze 27/A, Parma 43124, Italy. Electronic address: pvicini@ipruniv.cce.unipr.it.
authors.forename: Paola
authors.initials: P
authors.lastname: Vicini
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects*; D004305:Dose-Response Relationship, Drug; D006193:Haemophilus influenzae / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009600:Nitroquinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D009600:Nitroquinolines
keywords: 7-Aryl-1-cyclopropyl-6-fluoro-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acids; 7-Aryl-6-fluoro-8-nitroquinolones; Antibacterial activity; Suzuki–Miyaura reaction