Synthesis, characterization and biological activity of Schiff bases based on chitosan and arylpyrazole moiety

The Schiff bases of chitosan were synthesized by the reaction of chitosan with 3-(4-substituted-phenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde. The structure of the prepared chitosan derivatives was characterized by FT-IR spectroscopy, elemental analysis, and X-ray diffraction studies and thermogravime...

Full description

Saved in:
Bibliographic Details
Published in:International journal of biological macromolecules 2015-08, Vol.79, p.996-1003
Main Authors: Salama, Hend E., Saad, Gamal R., Sabaa, Magdy W.
Format: Article
Language:English
Subjects:
Anti-Infective Agents - chemical synthesis
Anti-Infective Agents - chemistry
Antifungal Agents - chemical synthesis
Antifungal Agents - chemistry
Antimicrobial activity
Aspergillus fumigatus - drug effects
Chitosan - chemical synthesis
Chitosan - chemistry
Chitosan Schiff bases
Escherichia coli - drug effects
Fungi - drug effects
Microbial Sensitivity Tests
Pyrazoles - chemical synthesis
Pyrazoles - chemistry
Schiff Bases - chemical synthesis
Schiff Bases - chemistry
Spectroscopy, Fourier Transform Infrared
Thermal properties
X-Ray Diffraction
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The Schiff bases of chitosan were synthesized by the reaction of chitosan with 3-(4-substituted-phenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde. The structure of the prepared chitosan derivatives was characterized by FT-IR spectroscopy, elemental analysis, and X-ray diffraction studies and thermogravimetric analysis (TG). The results show that the specific properties of Schiff bases of chitosan can be altered by modifying the molecular structures with proper substituent groups.TG results reveal that the thermal stability of the prepared chitosan Schiff bases was lower than chitosan. The activation energy of decomposition was calculated using Coats–Redfern model. The antimicrobial activity of chitosan and Schiff bases of chitosan were investigated against Streptococcus pneumonia, Bacillis subtilis, Escherichia coli (as examples of bacteria) and Aspergillus fumigatus, Geotricum candidum and Syncephalastrum recemosum (as examples of fungi). The results indicated that the antimicrobial activity of the Schiff bases was stronger than that of chitosan and was dependent on the substituent group. The activity of un-substituted arylpyrazole chitosan derivative toward the investigated bacteria and fungi species was better than the other derivatives.
ISSN:0141-8130
1879-0003
DOI:10.1016/j.ijbiomac.2015.06.009