title: Synthesis, characterization and biological activity of Schiff bases based on chitosan and arylpyrazole moiety.
abstract: 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.
authors.affiliation: Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt.
authors.forename: Hend E
authors.initials: HE
authors.lastname: Salama
authors.affiliation: Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt.
authors.forename: Gamal R
authors.initials: GR
authors.lastname: Saad
authors.affiliation: Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt. Electronic address: mwsabaa@hotmail.com.
authors.forename: Magdy W
authors.initials: MW
authors.lastname: Sabaa
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry; D001232:Aspergillus fumigatus / Q000187:drug effects; D048271:Chitosan / Q000138:chemical synthesis / Q000737:chemistry*; D004926:Escherichia coli / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry*; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D014961:X-Ray Diffraction
chemical_list: D000890:Anti-Infective Agents; D000935:Antifungal Agents; D011720:Pyrazoles; D012545:Schiff Bases; D048271:Chitosan
keywords: Antimicrobial activity; Chitosan Schiff bases; Thermal properties