Eco-friendly synthesis of an alkyl chitosan derivative
| Autor: | Erick F. de Oliveira, Flayanna Gouveia Braga Dias, Francisco D.S. Dantas, Regina C.M. de Paula, Haroldo C.B. Paula, Clara M. W. Santos, Evânia Altino Figueiredo, Laís Ramos Monteiro de Lima, Rudson Brendo Cordeiro da Silva |
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| Rok vydání: | 2020 |
| Předmět: |
Magnetic Resonance Spectroscopy
Alkylation Infrared spectroscopy 02 engineering and technology Borohydrides Microbial Sensitivity Tests Gram-Positive Bacteria Biochemistry Aldehyde Chitosan 03 medical and health sciences Sodium borohydride chemistry.chemical_compound X-Ray Diffraction Structural Biology Polymer chemistry Spectroscopy Fourier Transform Infrared Zeta potential Oils Volatile Molecular Biology Alkyl Schiff Bases 030304 developmental biology chemistry.chemical_classification 0303 health sciences General Medicine 021001 nanoscience & nanotechnology Anti-Bacterial Agents chemistry Proton NMR 0210 nano-technology |
| Zdroj: | International journal of biological macromolecules. 163 |
| ISSN: | 1879-0003 |
| Popis: | Chitosan (CH) was N-alkylated via Schiff base formation and further reduced via sodium borohydride. The reaction was carried out at room temperature, in a homogeneous aqueous medium, using as a source of alkyl group an essential oil (Eucalyptus staigeriana) containing an unsaturated aldehyde (3,7-dimethylocta-2,6-dienal). Derivatives were characterized by Infrared Spectroscopy, proton and carbon Nuclear Magnetic Resonance, XRD, particle size distribution and zeta potential. Chitosan hydrophobization evidence was given by FTIR as new bands at 2929 cm−1 due to methyl groups, along with the presence of strong band at 1580 cm−1 owing to N substitution. Moreover, carbon and proton NMR corroborated the insertion of methyl groups in chitosan backbone. The degree of substitution was found to be in the range 0.69–1.44. X-ray diffractograms revealed that the insertion of alkyl substituents in chitosan backbone led to a less crystalline material. Data from antibacterial activity revealed that chitosan and derivatives were effective against Gram-positive bacteria, whereby derivatives exhibited greater inhibitory effect than CH. Derivatives are likely candidates for use as carriers for active principles of interest of food, pharmacy and medicine. |
| Databáze: | OpenAIRE |
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