Article ID Journal Published Year Pages File Type
1373989 Carbohydrate Polymers 2016 12 Pages PDF
Abstract

•Chitosan Schiff bases bearing salicylidene ionic liquids were prepared and characterized.•Metalation of these Schiff bases afford the corresponding Ag(I)/Pd(II) complexes (M-ILCSBs).•The new compounds were evaluated for their in vitro antimicrobial and antitumor efficacy.•ILCSBs and M-ILCSBs are more effective than chitosan as antimicrobial agents.•M-ILCSBs were found to be more cytotoxic than ILCSBs.

In our endeavor to develop a new class of pharmacological candidates with antimicrobial and anticancer efficacy, a series of biopolymeric chitosan Schiff bases bearing salicylidene ionic liquid (IL-Sal) brushes (ILCSB1-3, poly-(GlcNHAc-GlcNH2-(GlcN-Sal-IL)) was successfully synthesized by adopting efficient synthetic routes. Unfortunately, metalation trials of these biopolymeric Schiff bases afford the corresponding Ag(I)/M(II) complexes (where M = Co, Pd). These designed architectures were structurally characterized and pharmacologically evaluated for their in vitro antimicrobial, against common bacterial and fungal pathogens, and anticancer activities against human colon carcinoma (HCT-116) cell line. In conclusion functionalization of chitosan with IL-Sal brushes coupled with metalation of formed ILCSBs were synergistically enhanced its antimicrobial and antitumor properties to a great extent. Noteworthy, Ag-ILCSB2 (IC50 = 9.13 μg/mL) was ca. 5-fold more cytotoxic against HCT-116 cell line than ILCSB2 (IC50 = 43.30 μg/mL).

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