scholarly journals Layered Double Hydroxide Nanoparticles to Overcome the Hydrophobicity of Ellagic Acid: An Antioxidant Hybrid Material

Antioxidants ◽  
2020 ◽  
Vol 9 (2) ◽  
pp. 153 ◽  
Author(s):  
Szabolcs Muráth ◽  
Adél Szerlauth ◽  
Dániel Sebők ◽  
István Szilágyi

Ellagic acid (EA), a polyphenolic antioxidant of poor water solubility, was intercalated into biocompatible layered double hydroxide (LDH) nanoparticles by the coprecipitation method. Structural investigation of the composite revealed that the lactone bonds split under the synthetic experimental conditions, and EA was transformed to 4,4′,5,5′,6,6′-hexahydroxydiphenic acid during intercalation. To improve the surface properties of the EA-LDH composite, the samples were treated with different organic solvents. The antioxidant activity of the LDH hybrids was assessed in test reactions. Most of the obtained hybrids showed antioxidant activity comparable to the one of the free EA indicating that the spontaneous structural transformation upon immobilization did not change the efficiency in radical scavenging. Treatments with organic solvents influenced the activities of the materials remarkably. The main advantage of the immobilization procedure is that the products can be applied in aqueous samples in high concentrations overcoming the problem related to the low solubility of EA in water. The developed composites of high antioxidant content can be applied as efficient reactive oxygen species scavenging materials during biomedical treatments or industrial manufacturing processes.

Nanomaterials ◽  
2019 ◽  
Vol 9 (9) ◽  
pp. 1281 ◽  
Author(s):  
Hyoung-Jun Kim ◽  
Su-Bin Lee ◽  
Ae-Jin Choi ◽  
Jae-Min Oh

We prepared Zingiber officinale extract (ZOE) incorporated in a layered double hydroxide (LDH) hybrid through a reconstruction method in order to preserve the antioxidant activity of ZOE from ultrasound and microwave irradiation. X-ray patterns, infrared spectroscopy, and scanning electron microscopy suggested that ZOE moieties were encapsulated in the interparticle space of reconstructed LDH, thus preserving its intact structure. Dynamic light scattering and zeta-potential measurement also supported the hypothesis that ZOE moieties were located in the interparticle pore of LDH rather than at the surface of LDH particles. Thermogravimetry analysis revealed that thermal stability of encapsulated ZOE could be enhanced by LDH encapsulation. Radical scavenging assay showed that antioxidant activity of ZOE–LDH hybrid was increased after ultrasound and microwave irradiation, while ZOE itself dramatically lost its antioxidant activity upon ultrasound and microwave treatment.


Biomolecules ◽  
2019 ◽  
Vol 9 (12) ◽  
pp. 883 ◽  
Author(s):  
Juliana Villasante ◽  
Esther Pérez-Carrillo ◽  
Erick Heredia-Olea ◽  
Isidoro Metón ◽  
María Pilar Almajano

The pecan (Carya illinoinensis) nut shell is an important byproduct of the food processing industry that has not been previously explored as an antioxidant compound. This work aims to study the effect of the extrusion temperature and screw speed on the moisture content, water and oil absorption index, water solubility index, color, phenolic compounds, condensed tannin compounds, and antioxidant activity of pecan nut shell extrudates. Extrusion variables were adjusted using a response surface methodology. Extrusion, performed at 70 °C and 150 rpm, almost doubled the concentration of polyphenols in the non-extruded shell and significantly increased radical scavenging activity. Compounds in extrudates, performed at 70 °C and 150 rpm, were quantified by high-performance liquid chromatography (HPLC) with a diode-array detector (DAD) and identified by liquid chromatography coupled with time-of-flight mass spectrometry (LC-MSD-TOF). Extrusion significantly increased most phenolic acid compounds, including gallic acid, ellagic acid pentose, ellagic acid, dimethyl ellagic acid rhamnoside, and dimethyl ellagic acid. The soluble fiber in extrudates was more than three-fold higher than in the control. Therefore, extrusion at 70 °C and 150 rpm increased the concentration of phenolic compounds, antioxidant activity, and total dietary and soluble fiber. Our findings support the notion that extruded pecan nut shell can be used in clean-label products and improve their nutraceutical value.


2019 ◽  
Vol 72 (6) ◽  
pp. 440 ◽  
Author(s):  
Li-Juan Zhao ◽  
Song-Lin Yang ◽  
Wen Jin ◽  
Hui-Wen Yang ◽  
Fei-Yang Li ◽  
...  

The inclusion complexation behaviour of morin hydrate (MH) and quercetin (QCT) with the two amide-bridged bis(β-cyclodextrin (β-CD))s, 1 and 2, was investigated in both solution and the solid state. The inclusion complexations were characterised by proton nuclear magnetic resonance, 2D rotating-frame Overhauser effect spectroscopy, X-ray powder diffraction, infrared spectroscopy and scanning electron microscopy. Ultraviolet titration analysis indicated that 1 and 2 form 1:1 molar stoichiometry inclusion complexes with MH and QCT, and the data obtained showed that 2 with two guests has a higher complex stability constant (KS) when compared with that of 1. Moreover, 1 and 2 were able to solubilize MH and QCT to high levels, up to ~200-fold. Furthermore, the antioxidant activity of MH, QCT and their inclusion compounds were determined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging. Together, these results showed that the inclusion complexes exhibited a more effective antioxidant activity when compared with free MH. The satisfactory antioxidant activity and high water solubility of the bis(β-CD)s/flavonoid complexes may have potential use as healthcare products and herbal medicine.


2019 ◽  
Vol 20 (4) ◽  
pp. 975 ◽  
Author(s):  
Sui-Ping Deng ◽  
Yi-Li Yang ◽  
Xing-Xing Cheng ◽  
Wen-Rong Li ◽  
Ji-Ye Cai

Kaempferol (Kae) is a natural flavonoid with potent antioxidant activity, but its therapeutic use is limited by its low aqueous solubility. Here, a series of Kae derivatives were synthesized to improve Kae dissolution property in water and antioxidant activity. These compounds included sulfonated Kae (Kae-SO3), gallium (Ga) complexes with Kae (Kae-Ga) and Kae-SO3 (Kae-SO3-Ga). The compound structures were characterized by high-resolution mass spectrometry (HRMS), nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV-Vis) spectroscopy, Fourier transform infrared (FT-IR) spectroscopy and thermal methods (TG/DSC). The results showed that a sulfonic group (-SO3) was successfully tethered on the C3’ of Kae to form Kae-SO3. And in the metal complexation, 4-CO and 3-OH of the ligand participated in the coordination with Ga(III). The metal-to-ligand ratio 1:2 was suggested for both complexes. Interestingly, Kae-SO3-Ga was obviously superior to other compounds in terms of overcoming the poor water-solubility of free Kae, and the solubility of Kae-SO3-Ga was about 300-fold higher than that of Kae-Ga. Furthermore, the evaluation of antioxidant activities in vitro was carried out for Kae derivatives by using α,α-diphenyl-β-picrylhydrazyl (DPPH) and 2,2’-azino-bis(3-ethylbenzo-thiazoline-6-sulfonic acid) diammonium salt (ABTS) free radical scavenging. The results showed that Kae-SO3-Ga was also optimal for scavenging free radicals in a dose-dependent manner. These data demonstrate that sulfonate kaempferol-gallium complex has a promising future as a potential antioxidant and as a potential therapeutic agent for further biomedical studies.


2007 ◽  
Vol 62 (1-2) ◽  
pp. 32-38 ◽  
Author(s):  
Renata Nowak ◽  
Urszula Gawlik-Dziki

Antioxidant potential of Rosa L. leaves methanolic extracts was evaluated in vitro using a spectrophotometric method based on measuring the radical scavenging effect on 2,2-diphenyl- 1-picrylhydrazyl (DPPH) radicals. The contents of ellagic acid, quercetin and kaempferol in the extracts from leaves of seventeen rose species were determined using SPE-RPHPLC methods. Additionally, total phenolic content was determined spectrophotometrically according to the Folin-Ciocalteu procedure and calculated as gallic acid equivalents (GAE). Remarkable high antioxidant activity and high total phenolic content (5.7% < GAE < 15.2%), large ellagic acid (EA) content from 9.37 to 19.42 mg/g of dry weight, a quercetin content ranging from 3.68 to 15.81 mg/g of dry weight and kaempferol content from 1.25 to 9.41mg/g of dry weight were found in rose leaves. Significant correlation between EA (r2 = 0.6131), quercetin (r2= 0.5158), total phenolic content (r2= 0.8485) and antioxidant activity was observed. Basing on the studies conducted one may assume that the extracts of rose leaves are a rich source of natural antioxidants and could be used to prevent free-radical-induced deleterious effects.


2016 ◽  
Vol 64 (4) ◽  
Author(s):  
Alexis Buitrago ◽  
Janne Del Carmen Rojas ◽  
Yonel Peñalosa

Vismia genus is distributed mainly in tropical and subtropical regions of Central, South America and some areas of Africa. According to previous investigations, antioxidant potential of Vismia species might be related to anthrones, anthraquinones, flavonoids and phenol derivatives biosynthesized by these plants. The aim of present study is to evaluate the free radical scavenging capacity, total phenolic and flavonoids content as well as the qualitative phytochemical screening of methanol extracts obtained from Vismia macrophylla (VM) and Vismia baccifera (VB) collected in Táchira and Mérida state, Venezuela. Phytochemical screening of VB and VM methanolic extracts carried out using various chemical assays revealed an abundant presence of anthraquinones in both species analyzed. Glycosides were also present while flavones and dehydroflavones were observed abundantly in VB but moderated in VM. Triterpenes were also detected and steroids showed to be abundant in VM but moderate in VB. On the other hand, antioxidant capacity measured by the DPPH radical scavenging assay showed that VM possesses a stronger antioxidant activity than VB with IC50 5.50 µg/mL. Phenol and flavonoid assays also revealed that methanol extracts of both VM and VB contain high concentrations of these metabolites. A relationship between the antioxidant activity, total phenol and flavonoids content of the extracts analyzed was demonstrated in present investigation since those samples with higher phenolic concentrations showed likewise higher antioxidant activity.


HortScience ◽  
2006 ◽  
Vol 41 (4) ◽  
pp. 1082A-1082
Author(s):  
Ena Akamatsu ◽  
Takanori Kai ◽  
Hideaki Hirabaru ◽  
Chizuko Yukizaki ◽  
Miho Sakai ◽  
...  

Blueberry (Vaccinium sp.) fruits contain high concentrations of polyphenols such as anthocyanin. It is well known that polyphenols have antioxidant activity, so it is likely that the fruit has a possible preventative effect against several diseases like cancer. However, only a few reports so far have studied the human health benefits of the leaves. In this study, the antioxidant activity and antiviral effects of blueberry leaves were investigated. The leaves of three groups of blueberry, northern highbush blueberry (NHB), southern highbush blueberry (SHB), and rabbiteye blueberry (REB), were examined. These leaves were harvested in July and extracted with 80% ethanol. Samples were analyzed for antioxidant activity (DPPH radical scavenging activity) and antiviral activity against hepatitis C virus using the replicon cell assay (Lomann et al., 1999). The antioxidant activity showed significant variability between cultivars and species, with REB having about two times the activity of NHB and SHB. Antiviral activity was observed in the extracts of the leaves and the fruit, and the activity of the leaves was higher than that of the fruit. Among the cultivars and species evaluated, the antiviral activity of REB was higher than that of NHB and SHB. In addition, we discovered a positive correlation (r=0.68) between the antioxidant activity and the antiviral activity, using the leaves of hybrid seedlings of REB. Therefore, it is possible to speculate that the antiviral activity bears some relation to the antioxidant activity.


2012 ◽  
Vol 66 (4) ◽  
pp. 761-767 ◽  
Author(s):  
Jae-Hyun Kim ◽  
Jeong-Ann Park ◽  
Song-Bae Kim

The objective of this study was to investigate the removal of bacteriophages in Mg/Al layered double hydroxide (LDH). Batch experiments were performed with bacteriophage MS2 in a powder form of Mg/Al LDH under various LDH doses. Column experiments were also performed under flow-through condition with bacteriophages MS2 and phiX174 in Mg/Al LDH immobilized on sand surfaces. Batch tests demonstrated that the powder form of Mg/Al LDH was effective in removing MS2 with the removal capacity of 2.2 × 108 plaque forming unit (pfu)/g under the given experimental conditions (LDH dose = 2 g/L; initial MS2 concentration = 4.61 × 105 pfu/mL). Column experiments showed that the log removal of phiX174 was 4.40 in columns containing 100% Mg/Al LDH-coated sand while it was 0.05 in 100% quartz sand. These findings indicated that Mg/Al LDH-coated sand was effective in removing bacteriophages compared with sand. A more than 4 log removal (=5.44) of MS2 was achieved in 100% Mg/Al LDH-coated sand. This study demonstrates the potential application of Mg/Al LDH for virus removal in water treatment.


2020 ◽  
Author(s):  
Vahid Yousefi ◽  
Vahideh Tarhriz ◽  
Shirin Eyvazi ◽  
Azita Dilmaghani

Abstract Background: Magnetic nanocomposites with a core-shell nanostructure have huge applications in different sciences especially in the release of the drugs, because of their exclusive physical and chemical properties. In this research, magnetic@layered double hydroxide multicore@shell nanostructure was synthesized by the facile experiment and is used as novel drug nanocarrier.Methods: Magnetic nanospheres were synthesized by a facile one-step solvothermal route, and then, layered double hydroxide nanoflakes were prepared on the magnetic nanospheres by coprecipitation experiment. The synthesized nanostructures were characterized by FTIR, XRD, SEM, VSM, and TEM, respectively. After intercalation with Ibuprofen and Diclofenac as anti-inflammatory drugs and using exchange anion experiment, the basal spacing of synthesized layered double hydroxides was compared with brucite nanosheets from 0.48 nm to 2.62 nm and 2.22 nm, respectively. Results: The results indicated that Ibuprofen and Diclofenac were successfully intercalated into the interlay space of LDHs via bridging bidentate interaction. In addition, in-vitro drug release experiments in pH 7.4, phosphate-buffered saline (abbreviated PBS) showed constant release profiles with Ibuprofen and Diclofenac as model drugs with different lipophilicity, water solubility, size, and steric effect. Conclusion: The Fe3O4@LDH-ibuprofen and Fe3O4@LDH-diclofenac had the advantage of the strong interaction between the carboxyl groups with higher trivalent cations by bridging bidentate, clarity, and high thermal stability. It is confirmed that Fe3O4@LDH multicore-shell nanostructure may have potential application for constant drug delivery.


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