Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1373989 | Carbohydrate Polymers | 2016 | 12 Pages |
•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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