Keywords
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Dextran, curcumin, antioxidant polymer, antimicrobial polymer, anticancer polymer
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Abstract
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Curcumin–dextran conjugate was synthesized by free radical grafting reaction between curcumin
and dextran. The chemical characterization of the conjugate was obtained by Fourier-transform
infrared and 1H-NMR (proton nuclear magnetic resonance) spectroscopy analysis, while
the functionalization degree was determined by the Folin–Ciocalteu assay, finding a 22.93 mg
of curcumin/g of dextran conjugate. Antioxidant activity of curcumin and curcumin–dextran
conjugate was investigated employing DPPH• radical method, and IC50 (the half maximal inhibitory
concentration) values of curcumin and the curcumin–dextran conjugate (Cur equivalents) were
86.6 ± 0.1 and 17.4 ± 1 μM, respectively. The presence of dextran into the curcumin–dextran
conjugate improved radical scavenging activities of the curcumin. In addition, antimicrobial
effect of curcumin and curcumin–dextran conjugate was evaluated against gram-positive (Listeria
monocytogenes and Staphylococcus aureus) and gram-negative (Escherichia coli O157:H7 and
Salmonella typhimurium) bacteria. According to our experiments, gram-positive microorganisms
are more sensitive to these compounds than gram-negative ones. Curcumin–dextran is a more
potent bacteriostat (S. aureus (minimum inhibitory concentration = 0.008 μg/mL), E. coli O157:H7
(minimum inhibitory concentration = 250 μg/mL), and S. typhimurium (minimum inhibitory
concentration = 500 μg/mL)) and also a more potent bacteriosid against S. aureus and S. typhimurium
than curcumin. The cytotoxic effects of the curcumin–dextran conjugate toward AGS, MCF-7,
and normal fibroblast cell lines were determined at 48 and 72 h using an MTT assay. The resultsrevealed the considerable antiproliferative effects of the curcumin–dextran conjugate in both
AGS and MCF-7 cancer cells in comparison with fibroblast cells. This study shows that dextran
as a versatile scaffold develops the biological activities of curcumin by covalent grafting and can be
regarded in further bioapplications.
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