Synthesis, Physicochemical Characterization using a Facile Validated HPLC Quantitation Analysis Method of 4-Chloro-phenylcarbamoyl-methyl Ciprofloxacin and Its Biological Investigations.
Mostafa F Al-HakkaniNourhan AhmedAlaa A AbbasMohammad H A HassanHossameldin A AzizAli M ElshamsyHazim O KhalifaMohamed A AbdelshakourMohammed S SaddikMahmoud M A ElsayedMarwa A SabetMohamed Ahmed El-MokhtarMosa AlsehliM S AminAhmed M Abu-DiefHamada H H MohammedPublished in: International journal of molecular sciences (2023)
A novel derivative of ciprofloxacin (Cpx) was synthesized and characterized using various analytical techniques, including FT-IR spectroscopy, UV-Vis spectroscopy, TEM and SEM analysis, 1 H NMR, 13 C NMR, and HPLC analysis. The newly prepared Cpx derivative (Cpx-Drv) exhibited significantly enhanced antibacterial properties compared to Cpx itself. In particular, Cpx-Drv demonstrated a 51% increase in antibacterial activity against S. aureus and a 30% improvement against B. subtilis . It displayed potent inhibitory effects on topoisomerases II (DNA gyrase and topoisomerase IV) as potential molecular targets, with IC50 values of 6.754 and 1.913 µg/mL, respectively, in contrast to Cpx, which had IC50 values of 2.125 and 0.821 µg/mL, respectively. Docking studies further supported these findings, showing that Cpx-Drv exhibited stronger binding interactions with the gyrase enzyme (PDB ID: 2XCT) compared to the parent Cpx, with binding affinities of -10.3349 and -7.7506 kcal/mole, respectively.
Keyphrases
- ms ms
- high resolution
- magnetic resonance
- single molecule
- pseudomonas aeruginosa
- mass spectrometry
- simultaneous determination
- magnetic resonance imaging
- high performance liquid chromatography
- solid phase extraction
- computed tomography
- gold nanoparticles
- climate change
- molecular dynamics simulations
- silver nanoparticles
- tandem mass spectrometry
- transcription factor
- liquid chromatography tandem mass spectrometry
- data analysis
- aqueous solution