Synthesis, characterization, and anticancer activity of protamine sulfate stabilized selenium nanoparticles.

Selenium nanoparticles (SeNPs) have attracted much recent interest as nutraceuticals, while they face great challenges, such as poor stability and low cellular uptake efficiency. This study introduced a facile approach to synthesizing protamine sulfate (PS) functionalized selenium nanoparticles (PS-SeNPs) by using PS as a surface decorator. The monodisperse spherical PS-SeNPs with a particle size of 130 nm and a ζ-potential of +31 mV were ligated with PS through Se-N, Se-O bonds, and physical adsorption, which exhibits excellent physical stability against pH, temperature, and storage time. The positive surface charge of PS-SeNPs contributed to the enhancement of cellular uptake efficiency by endocytosis, which was 3-times higher than bare SeNPs. Compared to SeNPs (IC50 = 17.675 µg/mL), PS-SeNPs could dramatically inhibit the proliferation of HepG2 cells with an IC50 value of 5.507 µg/mL, as reflected by the induction of apoptosis, S phase arresting, overproduction of intracellular ROS, and depolarization of mitochondria membrane. Overall, these results demonstrated the great potential of PS-SeNPs that can be applied as a functional ingredient in foods and nutraceuticals.

Synthesis, characterization, and biological evaluation of novel selenium-containing chitosan derivatives.

Though great efforts have been made to develop selenium polysaccharides with unique properties using HNO3-Na2SeO3 methods, the Se content is still low due to the poor esterification efficiency of H2SeO3. Herein, selenodiacetic acid (SA) was introduced into chitosan (CS) to synthesize O-selenodiacetyl chitosan (OSAC) and chitosan-ammonium selenodiacetate (CASA) by covalent and non-covalent interaction, respectively. The obtained CS derivatives were characterized by UV-vis, FTIR, 1H NMR, XPS, TGA, and XRD spectra, and the OSAC and CASA showed high Se content up to 15,720 ± 475 and 26,363 ± 698 µg/g. The OSAC and CASA demonstrated increased antioxidant activities compared to the CS in DPPH and ABTS free radical scavenging assays. Moreover, they exhibited a potent anticancer effect on HepG2 cells with the IC50 values of 0.918 and 1.459 µg/mL. Taken together, this study provides a promising strategy for the design of novel selenium polysaccharides with high Se content and greater biological activity.

Synthesis, characterization, and anti-tumor properties of O-benzoylselenoglycolic chitosan.

This study introduces a facile method for synthesizing O-benzoylselenoglycolic chitosan with a high selenium concentration of 45.32 mg/g. The characterizations of the chemical structure via FTIR, 1H NMR, 13C NMR, TGA, and XRD analyses indicated that benzoylselenoglycolic acid was successfully grafted onto the C6 hydroxyl group of chitosan. The anti-cancer activity of the O-benzoylselenoglycolic chitosan was investigated in vitro using a HepG2 cell model, and the results indicated that it has excellent anticancer activity against HepG2 cancer cells with an IC50 value of 0.53 µg/mL while exhibiting non-toxicity against normal cells (L-02). Furthermore, a mechanistic study revealed that the O-benzoylselenoglycolic chitosan could induce early apoptosis, G2/M, S phase arrest, and activation of caspase-3 activity to inhibit the HepG2 cell growth. This study has led to novel organic selenium species, and the results suggest its potential to be used as an effective ingredient for cancer prevention and therapy in the food and pharmaceutical fields.

The characterization and biological activities of synthetic N, O-selenized chitosan derivatives.

Synthetic selenium polysaccharides with potential bioactivity have drawn great interest due to the SeO bonds existing in the structure. Herein, N, O-selenized N-(2-carboxyethyl) chitosan (sNCCS) was synthesized through carboxyethylation and selenylation. Various characterizations were performed to identify the structure of sNCCS, indicating that SeO bonds were formed both at the C-6 hydroxyl groups and the introduced C-2 carboxyethyl groups. The highest yield and selenium content of all sNCCS reached 84.5% and 1.553 mg/g, respectively. In vitro evaluation exhibited that sNCCS has excellent bile acid binding capacity, which was 1.63, 2.00, and 2.55-fold higher than that of N-(2-carboxyethyl) chitosan (NCCS). Moreover, it was found that higher selenium content could significantly enhance the antioxidant properties of sNCCS. Importantly, no obvious cytotoxic effect had been observed on Caco-2 cells. Taken together, sNCCS with desirable biological activity and non-cytotoxicity might be considered as an effective ingredient in the fields of food or medicine.

Effect of chitosan with different molecular weight on the stability, antioxidant and anticancer activities of well-dispersed selenium nanoparticles.

This study was designed to evaluate and compare the stability, antioxidant and anticancer activities of selenium nanoparticles (SeNPs) decorated with different molecular weight (MW) of chitosan (CS) (1500 Da, 48 kDa, 510 kDa). The size range of well-dispersed SeNPs was effectively controlled by I- first and then coated with CS. The morphology, size and surface charge of generated SeNPs were characterised by several technologies. Fourier transform infrared spectroscopy was used to investigate the relationship between SeNPs and CS. SeNPs decorated with CS (510 kDa) can keep stable for more than 45 days. As observed from the results of a simple photometric system, the antioxidant activities of decorated SeNPs were enhanced compared to undecorated SeNPs. SeNPs coated with higher MW of CS (510 kDa) showed the strongest antioxidant activities. Moreover, the treatments of SeNPs decorated with CS inhibited the growth of HepG2 cells in a time- and dose-dependent manner. The proposed results demonstrated the critical roles of the MW of CS on the stability, antioxidant and anticancer properties of CS-coated SeNPs, which provided an important design cue for future applications of functional foods and additives.

Synthesis of varisized chitosan-selenium nanocomposites through heating treatment and evaluation of their antioxidant properties.

Varisized chitosan-selenium (CS-Se) nanocomposites were synthesized through an innovative method. It is the first time to use CS both as reductant and stabilizer to synthesize selenium nanoparticles (SeNPs). By manipulating the temperature, the well-dispersed CS-Se nanocomposites were synthesized via a simple one pot reaction with the size ranging from 83 to 208nm before being characterized by TEM, DLS, UV-vis, FTIR, XRD and TG analyses. The results showed that SeO32- was reduced to a stable SeNPs colloid at a comparatively high temperature, the amino group and hydroxyl group of CS were conjugated to the surface of SeNPs. Besides, the antioxidant activities of CS-Se nanocomposites were investigated by DPPH, ABTS+, hydroxyl radical, metal ion chelating and reducing power assays, which proved to be concentration-dependent, size-dependent and exhibited good antioxidant activities. The results suggested that CS-Se nanocomposites might be considered as a more appropriate selenium-adding form to achieve antioxidative goals in food.

Synthesis and antioxidant properties of chitosan and carboxymethyl chitosan-stabilized selenium nanoparticles.

Monodispersible selenium nanoparticles (SeNPs) were synthesized by using chitosan (CS) and carboxymethyl chitosan (CCS) as the stabilizer and capping agent using a facile synthetic approach. The structure, size, morphology and antioxidant activity of the nanocomposites were characterized by transmission electron microscopy (TEM), Ultraviolet-visible spectroscopy (UV-vis), Dynamic Light Scattering (DLS), Fourier transform infrared (FTIR), Thermogravimetric analysis (TGA). The results revealed that the monodispersible SeNPs (mean particle size of about 50 nm) were ligated with CS and CCS to form nanocomposites in aqueous solution for at least 30 days, and for 120 days the nanoparticles increased to 180 nm or so in size. The DPPH scavenging ability of CS-SeNPs was higher than that of CCS-SeNPs, and could reach 93.5% at a concentration of 0.6 mmol/L. Moreover, SeNPs, CS-SeNPs and CCS-SeNPs exhibited a higher ABTS scavenging ability in comparison to Na2SeO3.