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Keywords = 2,2-Diphenyl-1-picrylhydrazine

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15 pages, 9546 KiB  
Article
Synthesis and Characterization of Eco-Friendly Nanocomposites Using Galactomannan and Organomodified Montmorillonite
by Razika Saihi, Lahcene Souli, Salem Fouad Chabira, Yazid Derouiche and Ulrich Maschke
Physchem 2025, 5(1), 7; https://doi.org/10.3390/physchem5010007 - 11 Feb 2025
Viewed by 1288
Abstract
Galactomannan/organomodified montmoriollonite (G1M/OM-MMT) nanocomposites and G2M/OM-MMT nanocomposites were biosynthesized using galactomannan (GM) and organomodified montmorillonite (OM-MMT) with cetyltrimethylammonium bromide (CTAB, 10−2 M) designed for antioxidant activities. Furthermore, galactomannan (GM) was isolated from fruit rind of Punica granatum grown [...] Read more.
Galactomannan/organomodified montmoriollonite (G1M/OM-MMT) nanocomposites and G2M/OM-MMT nanocomposites were biosynthesized using galactomannan (GM) and organomodified montmorillonite (OM-MMT) with cetyltrimethylammonium bromide (CTAB, 10−2 M) designed for antioxidant activities. Furthermore, galactomannan (GM) was isolated from fruit rind of Punica granatum grown in the Djelfa region, in Algeria, and the nanoclay used in this work was an Algerian montmorillonite. Two different types of nanocomposites were synthetized using different amounts of GM and OM-MMT (w/w) [GM1/OM-MMT (0.5:1) and GM2/OM-MMT (0.5:2)] via a solution interaction method. FTIR analysis confirmed the intercalation of GM in the interlayer of OM-MMT. Moreover, X-ray diffraction (XRD) showed that the interlayer space of OM-MMT was increased from 124.6 nm to 209.9 nm, and regarding the intercalation of GM in the OM-MMT interlayers, scanning electron microscopy (SEM) and energy-dispersive X-ray (DEX) confirmed the intercalated structure of the nanocomposites, while thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) improved the thermal stability of the synthesized bionanocomposites. The antioxidant activities of the GM1/OM-MMT nanocomposites and GM2/OM-MMT nanocomposites were evaluated with a spectrophotometer and DPPH (1,1-diphenyl-2-picrylhydrazine) radical scavenging assay. GM1/OM-MMT nanocomposites and GM2/OM-MMT nanocomposites gave good antioxidant activity. Indeed, GM1/OM-MMT had an IC50 of 0.19 mg/mL and GM2/OM-MMT an IC50 of 0.28 mg/mL. Full article
(This article belongs to the Section Nanoscience)
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7 pages, 3596 KiB  
Communication
The Crystal Structures of Some Bromo-Derivatives of the DPPH Stable Free Radical
by Adela F. Dobre, Augustin M. Madalan and Petre Ionita
Molbank 2024, 2024(3), M1880; https://doi.org/10.3390/M1880 - 10 Sep 2024
Cited by 1 | Viewed by 1187
Abstract
Bromination of the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical with bromine or N-bromo-succinimide (NBS) affords a complex mixture of bromo- and nitro-derivatives of the starting material. In this study, by chromatographic separation, most of the reaction products were isolated. Suitable crystals for X-ray measurements [...] Read more.
Bromination of the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical with bromine or N-bromo-succinimide (NBS) affords a complex mixture of bromo- and nitro-derivatives of the starting material. In this study, by chromatographic separation, most of the reaction products were isolated. Suitable crystals for X-ray measurements were obtained and characterized for the compounds 2-p-bromophenyl-2-phenyl-1-picrylhydrazyl free radical (Br-DPPH), 2-p-bromophenyl-2-phenyl-1-picrylhydrazine (Br-DPPH-H), and 2,2-(p-bromophenyl)-1-(2-bromo-4,6-dinitrophenyl)hydrazine (Br2-DPPBr-H). Full article
(This article belongs to the Section Structure Determination)
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12 pages, 3150 KiB  
Article
Diazenium Betaines Derived from the Stable Free Radical DPPH with Diradicaloid Behavior
by Adela F. Dobre, Augustin M. Mădălan, Anamaria Hanganu and Petre Ionita
Chemistry 2024, 6(5), 899-910; https://doi.org/10.3390/chemistry6050052 - 3 Sep 2024
Viewed by 1395
Abstract
Starting from the well known stable free radical DPPH (or its reduced counterpart, 2,2-diphenyl-1-picryl-hydrazine) and several amino derivatives, novel zwitterionic compounds (diazenium betaines) were obtained and characterized by different means, like NMR, IR, MS, and UV–Vis. These betaines are highly intense blue-colored compounds [...] Read more.
Starting from the well known stable free radical DPPH (or its reduced counterpart, 2,2-diphenyl-1-picryl-hydrazine) and several amino derivatives, novel zwitterionic compounds (diazenium betaines) were obtained and characterized by different means, like NMR, IR, MS, and UV–Vis. These betaines are highly intense blue-colored compounds that can be easily reduced by ascorbic acid (vitamin C) or sodium ascorbate to their corresponding para-phenyl substituted derivatives of DPPH, which have a yellow color. Most of such redox processes were found to be reversible. However, the oxidation of 2-p-aminophenyl-2-phenyl-1-picryl-hydrazine led to an azo-derivative of DPPH diradical, and its structure was unveiled by X-ray monocrystal diffraction. Possible diradicaloid behavior is also discussed. Full article
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11 pages, 3508 KiB  
Article
Synergistic Antioxidant Effects of Cysteine Derivative and Sm-Cluster for Food Applications
by Lingxia Chen, Lijun Wang, Lifu Ma, Chao Wang, Xinshu Qin, Minlong Wang, Xiaohe Zhang, Ruoyan Yang, Bing Fang and Jie An
Antioxidants 2024, 13(8), 910; https://doi.org/10.3390/antiox13080910 - 28 Jul 2024
Cited by 1 | Viewed by 1496
Abstract
The incorporation of antioxidants in food products is essential to prevent or delay deterioration, thereby addressing food spoilage. Thiol compounds, recognized for their natural antioxidant properties, are widely used in various foods; however, their antioxidant capacity is often limited. This study investigates the [...] Read more.
The incorporation of antioxidants in food products is essential to prevent or delay deterioration, thereby addressing food spoilage. Thiol compounds, recognized for their natural antioxidant properties, are widely used in various foods; however, their antioxidant capacity is often limited. This study investigates the potential enhancement of thiol antioxidant capacity through the addition of a soluble, low-toxic inorganic Sm-cluster. Our findings demonstrate that the Sm-cluster significantly bolsters the antioxidant efficacy of thiol compounds. We explored, for the first time, the in vitro antioxidant activities of an Sm-oxo/hydroxy cluster combined with a cysteine derivative for potential food applications. The composition exhibited a robust inhibition of aromatic aldehyde flavor compound oxidation and displayed strong, dose-dependent DPPH (2,2-diphenyl-1-picrylhydrazine) radical scavenging activity. Notably, the antioxidant activity of the Sm-cluster/cysteine derivative was further enhanced under strong visible light conditions, which typically increased the likelihood of oxidation. These results suggest that the combination of inorganic cluster and thiol compounds presents a promising natural alternative to traditional antioxidants in the food industry. Full article
(This article belongs to the Special Issue Methodologies for Improving Antioxidant Properties and Absorption)
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21 pages, 3518 KiB  
Article
Chemical Composition, Antioxidant Activities, Antidepressant Effect, and Lipid Peroxidation of Peruvian Blueberry: Molecular Docking Studies on Targets Involved in Oxidative Stress and Depression
by Iván M. Quispe-Díaz, Roberto O. Ybañez-Julca, Ricardo Pino-Ríos, José D. Quispe-Rodríguez, Daniel Asunción-Alvarez, Elena Mantilla-Rodríguez, Roger A. Rengifo-Penadillos, Edison Vásquez-Corales, Ricardo D. D. G. de Albuquerque, Wilfredo O. Gutiérrez-Alvarado and Julio Benites
Plants 2024, 13(12), 1643; https://doi.org/10.3390/plants13121643 - 14 Jun 2024
Viewed by 2547
Abstract
Blueberries (Vaccinium corymbosum L.) are cultivated worldwide and are among the best dietary sources of bioactive compounds with beneficial health effects. This study aimed to investigate the components of Peruvian blueberry using high-performance liquid chromatography coupled to electrospray ionization and quadrupole time-of-flight [...] Read more.
Blueberries (Vaccinium corymbosum L.) are cultivated worldwide and are among the best dietary sources of bioactive compounds with beneficial health effects. This study aimed to investigate the components of Peruvian blueberry using high-performance liquid chromatography coupled to electrospray ionization and quadrupole time-of-flight mass spectrometry (HPLC–ESI–QTOF–MS/MS), identifying 11 compounds. Furthermore, we assessed in vitro the antioxidant activity and in vivo the antidepressant effect using a rat model and protective effect on lipid peroxidation (in the serum, brain, liver, and stomach). We also conducted molecular docking simulations with proteins involved in oxidative stress and depression for the identified compounds. Antioxidant activity was assessed by measuring total phenolic and flavonoid contents, as well as using 1,1-diphenyl-2-picrylhydrazin (DPPH), 2,2′-azino-bis-(3-ethylbenzothiazoline-6-sulfonic) acid (ABTS•+), and ferric-reducing antioxidant power (FRAP) assays. Peruvian blueberries demonstrated higher antioxidant activity than Vaccinium corymbosum fruits from Chile, Brazil, the United States, Turkey, Portugal, and China. The results showed that oral administration of Peruvian blueberries (10 and 20 mg/kg) for 28 days significantly (p < 0.001) increased swimming and reduced immobility in the forced swimming test (FST). Additionally, at doses of 40 and 80 mg/kg, oxidative stress was reduced in vivo (p < 0.001) by decreasing lipid peroxidation in brain, liver, stomach, and serum. Molecular docking and absorption, distribution, metabolism, excretion, and toxicity (ADMET) predictions were performed. In the molecular docking studies, quercitrin and 3,5-di-O-caffeoylquinic acid showed the best docking scores for nicotinamide adenine dinucleotide phosphate (NADPH) oxidase, superoxide dismutase, and xanthine oxidase; while 3,5-dicaffeoylquinic acid methyl ester and caffeoyl coumaroylquinic acid had the best docking scores for monoamine oxidase and serotonin receptor 5-HT2. In summary, our results suggest that the antidepressant and protective effects against lipid peroxidation might be related to the antioxidant activity of Peruvian Vaccinium corymbosum L. Full article
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14 pages, 659 KiB  
Article
Essential Oil Emulsion from Caper (Capparis spinosa L.) Leaves: Exploration of Its Antibacterial and Antioxidant Properties for Possible Application as a Natural Food Preservative
by Maria Merlino, Concetta Condurso, Fabrizio Cincotta, Luca Nalbone, Graziella Ziino and Antonella Verzera
Antioxidants 2024, 13(6), 718; https://doi.org/10.3390/antiox13060718 - 13 Jun 2024
Cited by 7 | Viewed by 2046
Abstract
This study explored, for the first time, the chemical composition and in vitro antioxidant and antibacterial activities of a caper leaf essential oil (EO) emulsion for possible food applications as a natural preservative. The EO was extracted by hydrodistillation from the leaves of [...] Read more.
This study explored, for the first time, the chemical composition and in vitro antioxidant and antibacterial activities of a caper leaf essential oil (EO) emulsion for possible food applications as a natural preservative. The EO was extracted by hydrodistillation from the leaves of Capparis spinosa growing wild in the Aeolian Archipelago (Sicily, Italy) and exhibited a pungent, sulphurous odour. The volatile fraction of the emulsion, analysed by SPME-GC-MS, consisted of over 100 compounds and was dominated by compounds with recognised antibacterial and antioxidant properties, namely dimethyl tetrasulfide (18.41%), dimethyl trisulfide (12.58%), methyl isothiocyanate (7.97%), and terpinen-4-ol (6.76%). The emulsion was effective against all bacterial strains tested (Listeria monocytogenes, Staphylococcus aureus, Escherichia coli, Salmonella enterica subsp. enterica serovar Enteritidis, Pseudomonas fluorescens), with L. monocytogenes exhibiting the lowest minimum inhibitory concentration (MIC = 0.02 mg/mL) while E. coli had the highest (MIC = 0.06 mg/mL). The emulsion had a good DPPH (2,2-diphenyl-1-picrylhydrazine) radical scavenging activity that was dose-dependent and equal to 42.98% at the 0.08 mg/mL level with an IC50 value of 0.099 mg/mL. Based on the results, the caper leaf EO emulsion has the potential to be proposed as a natural alternative to chemical preservatives in the food industry. Full article
(This article belongs to the Special Issue Methodologies for Improving Antioxidant Properties and Absorption)
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14 pages, 4092 KiB  
Article
A Facile Synthesis of Flower-like Iron Oxide Nanoparticles and Its Efficacy Measurements for Antibacterial, Cytotoxicity and Antioxidant Activity
by Nazish Tabassum, Virendra Singh, Vivek K. Chaturvedi, Emanuel Vamanu and Mohan P. Singh
Pharmaceutics 2023, 15(6), 1726; https://doi.org/10.3390/pharmaceutics15061726 - 14 Jun 2023
Cited by 18 | Viewed by 2841
Abstract
The objective of this study was to investigate the rhombohedral-structured, flower-like iron oxide (Fe2O3) nanoparticles that were produced using a cost-effective and environmentally friendly coprecipitation process. The structural and morphological characteristics of the synthesized Fe2O3 nanoparticles [...] Read more.
The objective of this study was to investigate the rhombohedral-structured, flower-like iron oxide (Fe2O3) nanoparticles that were produced using a cost-effective and environmentally friendly coprecipitation process. The structural and morphological characteristics of the synthesized Fe2O3 nanoparticles were analyzed using XRD, UV-Vis, FTIR, SEM, EDX, TEM, and HR-TEM techniques. Furthermore, the cytotoxic effects of Fe2O3 nanoparticles on MCF-7 and HEK-293 cells were evaluated using in vitro cell viability assays, while the antibacterial activity of the nanoparticles against Gram-positive and Gram-negative bacteria (Staphylococcus aureus, Escherichia coli, and Klebsiella pneumoniae) was also tested. The results of our study demonstrated the potential cytotoxic activity of Fe2O3 nanoparticles toward MCF-7 and HEK-293 cell lines. The antioxidant potential of Fe2O3 nanoparticles was evidenced by the 1,1-diphenyl-2-picrylhydrazine (DPPH) and nitric oxide (NO) free radical scavenging assays. In addition, we suggested that Fe2O3 nanoparticles could be used in various antibacterial applications to prevent the spread of different bacterial strains. Based on these findings, we concluded that Fe2O3 nanoparticles have great potential for use in pharmaceutical and biological applications. The effective biocatalytic activity of Fe2O3 nanoparticles recommends its use as one of the best drug treatments for future views against cancer cells, and it is, therefore, recommended for both in vitro and in vivo in the biomedical field. Full article
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21 pages, 2571 KiB  
Article
Variation in Phenolic Compounds, Antioxidant and Antibacterial Activities of Extracts from Different Plant Organs of Meadowsweet (Filipendula ulmaria (L.) Maxim.)
by Tamara Savina, Valery Lisun, Pavel Feduraev and Liubov Skrypnik
Molecules 2023, 28(8), 3512; https://doi.org/10.3390/molecules28083512 - 16 Apr 2023
Cited by 28 | Viewed by 4665
Abstract
Meadowsweet (Filipendula ulmaria (L.) Maxim.) has been widely used in the treatment of various diseases. The pharmacological properties of meadowsweet are derived from the presence of phenolic compounds of a diverse structure in sufficiently large quantities. The purpose of this study was [...] Read more.
Meadowsweet (Filipendula ulmaria (L.) Maxim.) has been widely used in the treatment of various diseases. The pharmacological properties of meadowsweet are derived from the presence of phenolic compounds of a diverse structure in sufficiently large quantities. The purpose of this study was to examine the vertical distribution of individual groups of phenolic compounds (total phenolics, flavonoids, hydroxycinnamic acids, catechins, proanthocyanidins, and tannins) and individual phenolic compounds in meadowsweet and to determine the antioxidant and antibacterial activity of extracts from various meadowsweet organs. It was found that the leaves, flowers, fruits, and roots of meadowsweet are characterized by a high total phenolics content (up to 65 mg g−1). A high content of flavonoids was determined in the upper leaves and flowers (117–167 mg g−1), with high contents of hydroxycinnamic acids in the upper leaves, flowers, and fruits (6.4–7.8 mg g–1); high contents of catechins and proanthocyanidins in the roots (45.1 and 3.4 mg g–1, respectively); and high tannin content in the fruits (38.3 mg g–1). Analysis of extracts by high-performance liquid chromatography (HPLC) showed that the qualitative and quantitative composition of individual phenolic compounds in various parts of the meadowsweet varied greatly. Among the flavonoids identified in meadowsweet, quercetin derivatives dominate, namely quercetin 3-O-rutinoside, quercetin 3-β-d-glucoside, and quercetin 4′-O-glucoside. Quercetin 4′-O-glucoside (spiraeoside) was found only in the flowers and fruits. Catechin was identified in the leaves and roots of meadowsweet. The distribution of phenolic acids across the plant was also uneven. In the upper leaves, a higher content of chlorogenic acid was determined, and in the lower leaves, a higher content of ellagic acid determined. In flowers and fruits, a higher contents of gallic, caftaric, ellagic, and salicylic acids were noted. Ellagic and salicylic acids were also dominant among phenolic acids in the roots. Based on the results of the analysis of antioxidant activity in terms of the ability to utilize the radicals of 2,2-diphenyl-1-picrylhydrazine (DPPH) and 2,2′-azino-bis(3-ethylbenzthiazolino-6-sulfonic acid) (ABTS) and in terms of iron-reducing ability (FRAP), the upper leaves, flowers, and fruits of meadowsweet can be considered plant raw materials suitable to obtain extracts with high antioxidant activity. Extracts of plant fruits and flowers also showed high antibacterial activity against the bacteria Bacillus subtilis and Pseudomonas aeruginosa. Full article
(This article belongs to the Special Issue Research of Phenolic Compounds from Natural Source)
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15 pages, 6375 KiB  
Article
Effects of Steam Treatment Time and Drying Temperature on Properties of Sweet Basil’s Antioxidants, Aroma Compounds, Color, and Tissue Structure
by Yoko Tsurunaga and Mina Kanou
Foods 2023, 12(8), 1663; https://doi.org/10.3390/foods12081663 - 16 Apr 2023
Cited by 4 | Viewed by 2351
Abstract
This study has developed a production method for high-quality Genova tea with excellent antioxidant properties. The antioxidant properties of each part of the Genova basil plant (i.e., leaves, flowers, and stems) were determined; the leaves and flowers showed higher antioxidant values. We also [...] Read more.
This study has developed a production method for high-quality Genova tea with excellent antioxidant properties. The antioxidant properties of each part of the Genova basil plant (i.e., leaves, flowers, and stems) were determined; the leaves and flowers showed higher antioxidant values. We also investigated the effects of steaming time and drying temperature on the antioxidant composition and properties, color, and aroma using leaves with good yield potential and high antioxidant properties. The color showed excellent green color retention with freeze- and machine-drying at 40 °C without steam-heat treatment. Steaming for 2 min was effective in maintaining high values of total polyphenol content, antioxidant properties (1,1-diphenyl-2-picrylhydrazine and hydrophilic oxygen radical adsorption capacity), rosmarinic acid, and chicoric acid, and a drying temperature of ≤40 °C was recommended. Freeze-drying without steaming was the best method to retain all three of Genova’s main aroma components, Linalool, trans-alpha-bergamotene, and 2-methoxy-3-(2-propenyl)-phenol. The method developed in this study can improve the quality of dried Genova products and be applied in the food industry, cosmetics, and pharmaceutical industries. Full article
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15 pages, 3053 KiB  
Article
Relationship between Total Antioxidant Capacity, Cannabinoids and Terpenoids in Hops and Cannabis
by Philip Wiredu Addo, Zohreh Poudineh, Michelle Shearer, Nichole Taylor, Sarah MacPherson, Vijaya Raghavan, Valérie Orsat and Mark Lefsrud
Plants 2023, 12(6), 1225; https://doi.org/10.3390/plants12061225 - 8 Mar 2023
Cited by 9 | Viewed by 3922
Abstract
Efficient determination of antioxidant activity in medicinal plants may provide added value to extracts. The effects of postharvest pre-freezing and drying [microwave-assisted hot air (MAHD) and freeze drying] on hops and cannabis were evaluated to determine the relationship between antioxidant activity and secondary [...] Read more.
Efficient determination of antioxidant activity in medicinal plants may provide added value to extracts. The effects of postharvest pre-freezing and drying [microwave-assisted hot air (MAHD) and freeze drying] on hops and cannabis were evaluated to determine the relationship between antioxidant activity and secondary metabolites. The 2,2-diphenyl-1-picrylhydrazine (DPPH) reduction and ferric reducing ability of power (FRAP) assays were assessed for suitability in estimating the antioxidant activity of extracted hops and cannabis inflorescences and correlation with cannabinoid and terpene content. Antioxidant activity in extracts obtained from fresh, undried samples amounted to 3.6 Trolox equivalent antioxidant activity (TEAC) (M) dry matter−1 and 2.32 FRAP (M) dry matter−1 for hops, in addition to 2.29 TEAC (M) dry matter−1 and 0.25 FRAP (M) dry matter−1 for cannabis. Pre-freezing significantly increased antioxidant values by 13% (DPPH) and 29.9% (FRAP) for hops, and by 7.7% (DPPH) and 19.4% (FRAP) for cannabis. ANOVA analyses showed a significant (p < 0.05) increase in total THC (24.2) and THCA (27.2) concentrations (g 100 g dry matter−1) in pre-frozen, undried samples compared to fresh, undried samples. Freeze-drying and MAHD significantly (p < 0.05) reduced antioxidant activity in hops by 79% and 80.2% [DPPH], respectively and 70.1% and 70.4% [FRAP], respectively, when compared to antioxidant activity in extracts obtained from pre-frozen, undried hops. DPPH assay showed that both freeze-drying and MAHD significantly (p < 0.05) reduced the antioxidant activity of cannabis by 60.5% compared to the pre-frozen samples although, there was no significant (p < 0.05) reduction in the antioxidant activity using the FRAP method. Greater THC content was measured in MAHD-samples when compared to fresh, undried (64.7%) and pre-frozen, undried (57%), likely because of decarboxylation. Both drying systems showed a significant loss in total terpene concentration, yet freeze-drying has a higher metabolite retention compared to MAHD. These results may prove useful for future experiments investigating antioxidant activity and added value to cannabis and hops. Full article
(This article belongs to the Special Issue Humulus lupulus: From Field to Glass and Beyond)
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11 pages, 723 KiB  
Article
Effects of Different Aging Methods on the Phenolic Compounds and Antioxidant Activity of Red Wine
by Chao Wang, Chenhui Wang, Ke Tang, Zhiming Rao and Jian Chen
Fermentation 2022, 8(11), 592; https://doi.org/10.3390/fermentation8110592 - 31 Oct 2022
Cited by 15 | Viewed by 3252
Abstract
In this study, oak barrels, glazed pottery altars, unglazed pottery altars, and stainless-steel tanks were selected as aging containers for red wine, and phenolic compounds and antioxidant activity were analyzed and compared. The color of red wine in unglazed pottery altars and glazed [...] Read more.
In this study, oak barrels, glazed pottery altars, unglazed pottery altars, and stainless-steel tanks were selected as aging containers for red wine, and phenolic compounds and antioxidant activity were analyzed and compared. The color of red wine in unglazed pottery altars and glazed pottery altars changed to brick red and brownish yellow, respectively; the color of red wine in oak barrels did not change significantly; and color retention was best in stainless-steel tanks. The total content of anthocyanins and nonanthocyanin phenolic compounds was higher in the unglazed pottery altar group (227.68 mg/L and 288.88 mg/L, respectively) than in the oak barrel group (209.46 mg/L and 273.42 mg/L), the stainless-steel tank group (221.92 mg/L and 213.23 mg/L), or the glazed pottery altar group (74.71 mg/L and 204.43 mg/L). After aging, DPPH (1,1-diphenyl-2-picrylhydrazine free radical scavenging ability), I confirm. (ABTS+ free radical scavenging ability), and FRAP (a ferric ion-reducing antioxidant power reduction of Ion Ability) were decreased by 8.8%, 0.5%, and 17.1%, respectively, in the unglazed pottery altar group; by 15.2%, 1.7%, and 19.5%, respectively, in the oak barrel group; by 18.0%, 1.8%, and 20.0%, respectively, in the stainless-steel tank group; and by 18.7%, 4.2%, and 34.9%, respectively, in the glazed pottery altar group. In conclusion, antioxidative ability decreased less in the unglazed pottery altar group than in the other three groups, indicating that unglazed pottery altars retain antioxidant components in red wine well. Full article
(This article belongs to the Special Issue Wine Microbiology)
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9 pages, 2509 KiB  
Communication
A New Stilbene Glucoside from Biotransformation-Guided Purification of Chinese Herb Ha-Soo-Oh
by Jiumn-Yih Wu, Hsiou-Yu Ding, Tzi-Yuan Wang, Min-Hui Hsu and Te-Sheng Chang
Plants 2022, 11(17), 2286; https://doi.org/10.3390/plants11172286 - 1 Sep 2022
Cited by 8 | Viewed by 2217
Abstract
Ha-Soo-Oh is a traditional Chinese medicine prepared from the roots of Polygonum multiflorum Thunb. The herb extract has been widely used in Asian countries as a tonic agent and nutritional supplement for centuries. To identify new bioactive compounds in Chinese herbs, the biotransformation-guided [...] Read more.
Ha-Soo-Oh is a traditional Chinese medicine prepared from the roots of Polygonum multiflorum Thunb. The herb extract has been widely used in Asian countries as a tonic agent and nutritional supplement for centuries. To identify new bioactive compounds in Chinese herbs, the biotransformation-guided purification (BGP) process was applied to Ha-Soo-Oh with Bacillus megaterium tyrosinase (BmTYR) as a biocatalyst. The result showed that a major biotransformed compound could be purified using the BGP process with preparative high-performance liquid chromatography (HPLC), and it was confirmed as a new compound, 2,3,5,3′,4′-pentahydroxystilbene-2-O-β-glucoside (PSG) following mass and nucleic magnetic resonance (NMR) spectral analyses. PSG was further confirmed as a biotransformation product from 2,3,5,4′-tetrahydroxystilbene-2-O-β-glucoside (TSG) by BmTYR. The new PSG exhibited 4.7-fold higher 1,1-diphenyl-2-picrylhydrazine (DPPH) free radical scavenging activity than that of TSG. The present study highlights the potential usage of BGP in herbs to discover new bioactive compounds in the future. Full article
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9 pages, 2854 KiB  
Communication
A Novel Soy Isoflavone Derivative, 3′-Hydroxyglycitin, with Potent Antioxidant and Anti-α-Glucosidase Activity
by Jiumn-Yih Wu, Tzi-Yuan Wang, Hsiou-Yu Ding, Chuan-Che Lee and Te-Sheng Chang
Plants 2022, 11(17), 2202; https://doi.org/10.3390/plants11172202 - 25 Aug 2022
Cited by 5 | Viewed by 2017
Abstract
This study demonstrated the enzymatic hydroxylation of glycitin to 3′-hydroxyglycitin, confirming the structure by mass and nucleic magnetic resonance spectral analyses. The bioactivity assays further revealed that the new compound possessed over 100-fold higher 1,1-diphenyl-2-picrylhydrazine free-radical scavenging activity than the original glycitin, although [...] Read more.
This study demonstrated the enzymatic hydroxylation of glycitin to 3′-hydroxyglycitin, confirming the structure by mass and nucleic magnetic resonance spectral analyses. The bioactivity assays further revealed that the new compound possessed over 100-fold higher 1,1-diphenyl-2-picrylhydrazine free-radical scavenging activity than the original glycitin, although its half-time of stability was 22.3 min. Furthermore, the original glycitin lacked anti-α-glucosidase activity, whereas the low-toxic 3′-hydroxyglycitin displayed a 10-fold higher anti-α-glucosidase activity than acarbose, a standard clinical antidiabetic drug. The inhibition mode of 3′-hydroxyglycitin was noncompetitive, with a Ki value of 0.34 mM. These findings highlight the potential use of the new soy isoflavone 3′-hydroxyglycitin in biotechnology industries in the future. Full article
(This article belongs to the Special Issue Polyphenols in Plants)
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13 pages, 1529 KiB  
Article
Anti-Inflammatory Food in Asthma Prepared from Combination of Raphanus sativus L., Allium hookeri, Acanthopanax sessiliflorum, and Dendropanax morbiferus Extracts via Bioassay-Guided Selection
by Kyung-Dong Lee and Sun-Yup Shim
Foods 2022, 11(13), 1910; https://doi.org/10.3390/foods11131910 - 27 Jun 2022
Cited by 7 | Viewed by 3276
Abstract
Asthma is a highly prevalent inflammatory disease of the respiratory airways and an increasing health risk worldwide. Hence, finding new strategies to control or attenuate this condition is necessary. This study suggests nutraceuticals that are a combination of herbal plant extracts prepared from [...] Read more.
Asthma is a highly prevalent inflammatory disease of the respiratory airways and an increasing health risk worldwide. Hence, finding new strategies to control or attenuate this condition is necessary. This study suggests nutraceuticals that are a combination of herbal plant extracts prepared from Acanthopanax sessiliflorum (AS), Codonopsis lanceolate (CL), Dendropanax morbiferus (DM), Allium hookeri (AH), and Raphanus sativus L. (RS) that can improve immunomodulatory ability through the detoxification and diuresis of air pollutants. Herbal parts (AH whole plant, RS and CL roots, AS and DM stems, and DM leaves) were selected, and four types of mixtures using plant extracts were prepared. Among these mixtures, M2 and M4 exhibited antioxidant activities in potent 2,2-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS) and 1,1-diphenyl-β-picrylhydrazine (DPPH) radical assays. Moreover, M4 exhibited a marked increase in glutathione S-transferase (GST) activity and significantly inhibited the inflammatory mediator, nitric oxide (NO) and proinflammatory cytokines, interleukin (IL)-1β, IL-6 and tumor necrosis factor (TNF)-α generation. Furthermore, M4 exhibited the strongest antioxidant, hepatoprotective, and anti-inflammatory effects and was selected to prepare the product. Before manufacturing the product, we determined that the active mixture, M4, inhibited gene expression and generation of proinflammatory cytokines IL-1β, IL-6 and TNF-α in ovalbumin (OVA)-, lipopolysaccharide (LPS)-, and particulate matter (PM)-induced asthmatic rat models. The granular product (GP) was manufactured using M4 along with additives, i.e., lactose, oligosaccharide, stevioside extract, and nutmeg seed essential oils (flavor masking), in a ratio of 1:4 using a granulation machine, dried and ultimately packaged. The GP inhibited the generation of proinflammatory cytokines IL-1β, IL-6 and TNF-α in OVA-, LPS- and PM-induced asthmatic rat models. These results suggest that GP prepared from a combination of herbal plants (AS, CL, DM, AH and RS) is a potent functional food with anti-inflammatory activity that can be used to treat asthma caused by ambient air pollutants. Full article
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15 pages, 3640 KiB  
Article
Preparation and Antioxidant Activities of Phenylethanoids from Dracocephalum heterophyllum
by Yue Lv, Ze Wang, Qian Wu, Yan Fang, Qilan Wang, Gang Li and Jun Dang
Separations 2022, 9(5), 111; https://doi.org/10.3390/separations9050111 - 28 Apr 2022
Cited by 10 | Viewed by 2950
Abstract
The health benefits of Dracocephalum heterophyllum are widely reported in traditional Tibetan medicines, but the reported chemical composition is limited, probably due to difficulties in separating and purifying compounds. In this study, antioxidative phenylethanoids were isolated from an extract of Dracocephalum heterophyllum using [...] Read more.
The health benefits of Dracocephalum heterophyllum are widely reported in traditional Tibetan medicines, but the reported chemical composition is limited, probably due to difficulties in separating and purifying compounds. In this study, antioxidative phenylethanoids were isolated from an extract of Dracocephalum heterophyllum using medium- and high-pressure liquid chromatography, coupled with on-line HPLC–1,1-diphenyl-2-picrylhydrazyl recognition. Firstly, crude samples (1.3 kg) of Dracocephalum heterophyllum were pretreated via silica gel medium-pressure liquid chromatography to yield 994.0 g of Fr2, of which 10.8 g was then pretreated via MCI GEL®CHP20P medium-pressure liquid chromatography. The resulting Fr23 and Fr25 were further separated and purified using high-pressure liquid chromatography, and yielded 8.08 mg of Fr2391, 9.76 mg of Fr2551, 16.09 mg of Fr2581, and 8.75 mg of Fr2582. Furthermore, analysis of the purity and structures of the phenylethanoids suggested that Fr2391, Fr2551, Fr2581, and Fr2582 corresponded to decaffeoylverbascoside, rosmarinic acid, acteoside, and 2′-O-acetylplantamajoside, respectively, with all being over 95% pure. Finally, the antioxidant potential of the compounds was explored based on their ability to scavenge 1,1-diphenyl-2-picrylhydrazine, as well as through molecular docking of proteins related to antioxidant pathways. Altogether, our findings revealed that the proposed method is promising for separating pure antioxidative phenylethanoids from other natural compounds. Full article
(This article belongs to the Section Analysis of Food and Beverages)
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