New Library of Iodo-Quinoline Derivatives Obtained by an Alternative Synthetic Pathway and Their Antimicrobial Activity.
Cristina-Maria Al MatarnehAlina NicolescuIoana Cristina MarinașMădalina Diana GăboreanuSergiu G ShovaIoan-Andrei DascaluMihaela SilionMariana PintealăPublished in: Molecules (Basel, Switzerland) (2024)
6-Iodo-substituted carboxy-quinolines were obtained using a one-pot, three-component method with trifluoroacetic acid as a catalyst under acidic conditions. Iodo-aniline, pyruvic acid and 22 phenyl-substituted aldehydes (we varied the type and number of radicals) or O-heterocycles, resulting in different electronic effects, were the starting components. This approach offers advantages such as rapid response times, cost-effective catalysts, high product yields and efficient purification procedures. A comprehensive investigation was conducted to examine the impact of aldehyde structure on the synthesis pathway. A library of compounds was obtained and characterized by FT-IR, MS, 1 H NMR and 13 C NMR spectroscopy and single-ray crystal diffractometry. Their antimicrobial activity against S. epidermidis , K. pneumonie and C. parapsilosis was tested in vitro. The effect of iodo-quinoline derivatives on microbial adhesion, the initial stage of microbial biofilm development, was also investigated. This study suggests that carboxy-quinoline derivatives bearing an iodine atom are interesting scaffolds for the development of novel antimicrobial agents.
Keyphrases
- molecular docking
- biofilm formation
- staphylococcus aureus
- microbial community
- highly efficient
- ionic liquid
- molecular dynamics simulations
- structure activity relationship
- pseudomonas aeruginosa
- mass spectrometry
- multiple sclerosis
- candida albicans
- high resolution
- solid state
- ms ms
- molecular dynamics
- room temperature
- computed tomography
- cystic fibrosis
- carbon dioxide
- visible light