title: Preparation of substituted quaternized arylfuran chitosan derivatives and their antimicrobial activity.
abstract: Heterocyclic modification of chitosan has been achieved through the formation of a Schiff base intermediate by the reaction of chitosan with substituted arylfurfural. The Schiff bases were further reacted with 10% sodium borohydride followed by reaction with methyl iodide to get the quaternized products. The formation of the Schiff bases and quaternized derivatives has been confirmed by elemental analysis, FTIR, (1)H NMR and UV-vis spectroscopy. The compounds are also characterized by thermo-gravimetric analysis. The parent compound and quaternized derivatives were compared for their antibacterial and antifungal activity. The results indicated that quaternized derivatives possess better inhibitory property than chitosan. Further this study confirms that heterocyclic aromatic substituent containing 'Cl' and 'NO2' are effective in enhancing the antimicrobial activity of Chitosan.
authors.affiliation: Department of Post-Graduate Studies & Research in Chemistry, Mangalore University, Mangalagangothri 574199 (DK), Karnataka, India.
authors.forename: P D
authors.initials: PD
authors.lastname: Chethan
authors.forename: B
authors.initials: B
authors.lastname: Vishalakshi
authors.forename: L
authors.initials: L
authors.lastname: Sathish
authors.forename: K
authors.initials: K
authors.lastname: Ananda
authors.forename: Boja
authors.initials: B
authors.lastname: Poojary
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001894:Borohydrides / Q000737:chemistry; D002176:Candida albicans / Q000187:drug effects / Q000254:growth & development; D048271:Chitosan / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000494:pharmacology; D006847:Hydrocarbons, Iodinated / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D020102:Mycobacterium smegmatis / Q000187:drug effects / Q000254:growth & development; D011550:Pseudomonas aeruginosa / Q000187:drug effects / Q000254:growth & development; D012545:Schiff Bases / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013818:Thermogravimetry
chemical_list: D000447:Aldehydes; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001894:Borohydrides; D006847:Hydrocarbons, Iodinated; D012545:Schiff Bases; C025364:sodium borohydride; D048271:Chitosan; C014055:methyl iodide