1247019-53-9Relevant academic research and scientific papers
A new efficient route to 7-aryl-6-fluoro-8-nitroquinolones as potent antibacterial agents
Al-Trawneh, Salah A.,El-Abadelah, Mustafa M.,Al-Abadleh, Mohammad M.,Zani, Franca,Incerti, Matteo,Vicini, Paola
, p. 364 - 367 (2014/10/15)
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.
Synthesis and biological evaluation of tetracyclic fluoroquinolones as antibacterial and anticancer agents
Al-Trawneh, Salah A.,Zahra, Jalal A.,Kamal, Marwan R.,El-Abadelah, Mustafa M.,Zani, Franca,Incerti, Matteo,Cavazzoni, Andrea,Alfieri, Roberta R.,Petronini, Pier G.,Vicini, Paola
experimental part, p. 5873 - 5884 (2010/10/02)
A simple and efficient synthesis of 6-fluoro-4-oxopyrido[2,3-a]carbazole-3- carboxylic acids (13a-e) and a structurally related 6-fluoro-4- oxothieno[2′,3′:4,5]pyrrolo[3,2-h]quinoline (13f) was achieved via Stille arylation of 7-chloro-6-fluoro-8-nitro-4-oxoquinoline-3-carboxylate and a subsequent microwave-assisted phosphite-mediated Cadogan reaction. The new compounds were tested for their in vitro antimicrobial and antiproliferative activity. The ability of 13a-f to inhibit the activity of DNA gyrase and topoisomerase IV was also investigated. The thieno isostere (13f) emerged as the most active antibacterial, while the 9-fluoro derivative (13e) was the most potent against multidrug-resistant staphylococci. Compounds 13a, 13c-f displayed growth inhibition against MCF-7 breast tumor and A549 non-small cell lung cancer cells coupled with an absence of cytotoxicity toward normal human-derm fibroblasts (HuDe). Compound 13e was the most active anticancer against MCF-7 cells, with greater potency than ellipticine (IC50 0.8 and 1.6 μM, respectively). The most active compounds in this series show promise as dual acting anticancer and antibacterial chemotherapeutics.
