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Biological evaluation, proposed molecular mechanism through docking and molecular dynamic simulation of derivatives of chitosan
- Source :
- International journal of biological macromolecules. 166
- Publication Year :
- 2020
-
Abstract
- We synthesized Schiff base and its complexes derivatives of chitosan (CS) in order to develop antibiotic compounds based on functionalized-chitosan against gram-positive and gram-negative bacteria. IR, UV-Vis, AFM, SEM, Melting point, X-ray diffraction (XRD), elemental analysis, and 1H NMR techniques were employed to characterize the chemical structures and properties of these compounds. XRD, UV-Vis, and 1H NMR techniques confirmed the formation of Schiff base and its functionalized-chitosan to metals. Subsequently, our antibacterial studies revealed that antibacterial activities of [Zn(Schiff base)(CS)] against S. aureus bacteria increased compared to those of their compounds. In addition, hemolysis test of CS-Schiff base-Cu(II) demonstrated better hemolytic activity than vitamin C, CS-Schiff base, CS-Schiff base-Zn(II), and CS-Schiff base-Ni(II). In a computational strategy, we carried out the optimization of compounds with molecular mechanics (MM+), Semi-emprical (AM1), Abinitio (STO-3G), AMBER, BIO+(CHARMM), and OPLS. Frontier orbital density distributions (HOMO and LUMO), and the optimized computational UV of the compounds were assessed. The optimized computational UV-Vis was similar to the experimental UV-Vis. We applied the docking methods to predict the DNA binding affinity, Staphylococcus aureus enoyl-acyl carrier protein reductase (ENRs), and Staphylococcus aureus enoyl-acyl carrier protein reductase (saFabI). Ultimately, the obtained data herein suggested that Schiff base is more selective toward ENRs and saFabI compared to chitosan, its complexes, and metronidazole.
- Subjects :
- Staphylococcus aureus
macromolecular substances
02 engineering and technology
Reductase
Molecular Dynamics Simulation
Biochemistry
Hemolysis
Chitosan
03 medical and health sciences
chemistry.chemical_compound
Molecular dynamics
Bacterial Proteins
Structural Biology
Humans
Molecular Biology
HOMO/LUMO
Schiff Bases
030304 developmental biology
0303 health sciences
Schiff base
OPLS
General Medicine
DNA
021001 nanoscience & nanotechnology
Combinatorial chemistry
Enoyl-(Acyl-Carrier-Protein) Reductase (NADH)
Anti-Bacterial Agents
Molecular Docking Simulation
chemistry
Docking (molecular)
Proton NMR
0210 nano-technology
Protein Binding
Subjects
Details
- ISSN :
- 18790003
- Volume :
- 166
- Database :
- OpenAIRE
- Journal :
- International journal of biological macromolecules
- Accession number :
- edsair.doi.dedup.....443e726cb054f5bfb012af2b346a6099