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Molecules, Volume 28, Issue 19 (October-1 2023) – 253 articles

Cover Story (view full-size image): Calixarenes were first discovered in the 19th century by von Baeyer. Nearly a century later, in the 1970s and the 1980s, Gutsche confirmed the existence of cyclic oligomers of various sizes and used the denomination “calixarene” for the first time. This name was chosen for the similarity between this shape and a Calyx Krater (i.e., a Greek vase). For several years, calixarenes have demonstrated remarkable activities in various biological fields—in particular, for the research and development of antimicrobial compounds. Indeed, the wide range of possibilities for molecular design offered by the calixarenic platform place it in a good position for the development of new drugs with original modes of action. The objective of this review is to present the state of the art in research work on the antibacterial properties of discrete calixarenes. View this paper
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17 pages, 3539 KiB  
Article
Production of Gypenoside XVII from Ginsenoside Rb1 by Enzymatic Transformation and Their Anti-Inflammatory Activity In Vitro and In Vivo
by Kailu Zhou, Yangyang Zhang, Yikai Zhou, Minghao Xu and Shanshan Yu
Molecules 2023, 28(19), 7001; https://doi.org/10.3390/molecules28197001 - 9 Oct 2023
Cited by 1 | Viewed by 1266
Abstract
The enzymatic transformation of the sugar moiety of the gypenosides provides a new way to obtain more pharmacologically active components. A gene encoding a family 1 glycosyl hydrolase from Bifidobacterium dentium was cloned and expressed in Escherichia coli. The recombinant enzyme was [...] Read more.
The enzymatic transformation of the sugar moiety of the gypenosides provides a new way to obtain more pharmacologically active components. A gene encoding a family 1 glycosyl hydrolase from Bifidobacterium dentium was cloned and expressed in Escherichia coli. The recombinant enzyme was purified, and its molecular weight was approximately 44 kDa. The recombinant BdbglB exhibited an optimal activity at 35 °C and pH 5.4. The purified recombinant enzyme, exhibiting β-glucosidase activity, was used to produce gypenoside XVII (Gyp XVII) via highly selective and efficient hydrolysis of the outer glucose moiety linked to the C-3 position in ginsenoside Rb1 (G-Rb1). Under the optimal reaction conditions for large scale production of gypenoside XVII, 40 g ginsenoside Rb1 was transformed by using 45 g crude enzyme at pH 5.4 and 35 °C for 10 h with a molar yield of 100%. Furthermore, the anti-inflammatory effects of the product gypenoside XVII and its conversion precursor ginsenoside Rb1 were evaluated by using lipopolysaccharide (LPS)-induced murine RAW 264.7 macrophages and the xylene-induced acute inflammation model of mouse ear edema, respectively. Gypenoside XVII showed improved anti-inflammatory activity, which significantly inhibited the generation of TNF-α and IL-6 more effectively than its precursor ginsenoside Rb1. In addition, the swelling inhibition rate of gypenoside XVII was 80.55%, while the rate of its precursor was 40.47%, the results also indicated that gypenoside XVII had better anti-inflammatory activity than ginsenoside Rb1. Hence, this enzymatic method would be useful in the large-scale production of gypenoside XVII, which may become a new potent anti-inflammatory candidate drug. Full article
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11 pages, 2622 KiB  
Article
Preparation of β-Cyclodextrin Functionalized Platform for Monitoring Changes in Potassium Content in Perspiration
by Ruixiang Liu and Xiaofeng Shi
Molecules 2023, 28(19), 7000; https://doi.org/10.3390/molecules28197000 - 9 Oct 2023
Viewed by 849
Abstract
The monitoring of potassium ion (K+) levels in human sweat can provide valuable insights into electrolyte balance and muscle fatigue non-invasively. However, existing laboratory techniques for sweat testing are complex, while wearable sensors face limitations like drift, fouling and interference from [...] Read more.
The monitoring of potassium ion (K+) levels in human sweat can provide valuable insights into electrolyte balance and muscle fatigue non-invasively. However, existing laboratory techniques for sweat testing are complex, while wearable sensors face limitations like drift, fouling and interference from ions such as Na+. This work develops printed electrodes using β-cyclodextrin functionalized reduced graphene oxide (β-CD-RGO) for selective K+ quantification in sweat. The β-CD prevents the aggregation of RGO sheets while also providing selective binding sites for K+ capture. Electrodes were fabricated by screen printing the β-CD-RGO ink onto conductive carbon substrates. Material characterization confirmed the successful functionalization of RGO with β-CD. Cyclic voltammetry (CV) showed enhanced electrochemical behavior for β-CD-RGO-printed electrodes compared with bare carbon and RGO. Sensor optimization resulted in a formulation with 30% β-CD-RGO loading. The printed electrodes were drop-casted with an ion-selective polyvinyl chloride (PVC) membrane. A linear range from 10 μM to 100 mM was obtained along with a sensitivity of 54.7 mV/decade. The sensor showed good reproducibility over 10 cycles in 10 mM KCl. Minimal interference from 100 mM Na+ and other common sweat constituents validated the sensor’s selectivity. On-body trials were performed by mounting the printed electrodes on human subjects during exercise. The K+ levels measured in sweat were found to correlate well with serum analysis, demonstrating the sensor’s ability for non-invasive electrolyte monitoring. Overall, the facile synthesis of stable β-CD-RGO inks enables the scalable fabrication of wearable sensors for sweat potassium detection. Full article
(This article belongs to the Special Issue Nano-Functional Materials for Sensor Applications)
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14 pages, 1932 KiB  
Article
Cell-Penetrating Milk-Derived Peptides with a Non-Inflammatory Profile
by Clement Agoni, Ilias Stavropoulos, Anna Kirwan, Margharitha M. Mysior, Therese Holton, Tilen Kranjc, Jeremy C. Simpson, Helen M. Roche and Denis C. Shields
Molecules 2023, 28(19), 6999; https://doi.org/10.3390/molecules28196999 - 9 Oct 2023
Cited by 1 | Viewed by 1240
Abstract
Milk-derived peptides are known to confer anti-inflammatory effects. We hypothesised that milk-derived cell-penetrating peptides might modulate inflammation in useful ways. Using computational techniques, we identified and synthesised peptides from the milk protein Alpha-S1-casein that were predicted to be cell-penetrating using a machine learning [...] Read more.
Milk-derived peptides are known to confer anti-inflammatory effects. We hypothesised that milk-derived cell-penetrating peptides might modulate inflammation in useful ways. Using computational techniques, we identified and synthesised peptides from the milk protein Alpha-S1-casein that were predicted to be cell-penetrating using a machine learning predictor. We modified the interpretation of the prediction results to consider the effects of histidine. Peptides were then selected for testing to determine their cell penetrability and anti-inflammatory effects using HeLa cells and J774.2 mouse macrophage cell lines. The selected peptides all showed cell penetrating behaviour, as judged using confocal microscopy of fluorescently labelled peptides. None of the peptides had an effect on either the NF-κB transcription factor or TNFα and IL-1β secretion. Thus, the identified milk-derived sequences have the ability to be internalised into the cell without affecting cell homeostatic mechanisms such as NF-κB activation. These peptides are worthy of further investigation for other potential bioactivities or as a naturally derived carrier to promote the cellular internalisation of other active peptides. Full article
(This article belongs to the Special Issue Biological Activity of Natural and Synthetic Compounds 2.0)
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19 pages, 3426 KiB  
Review
The History of Animal and Plant Sulfite Oxidase—A Personal View
by Ralf R. Mendel and Günter Schwarz
Molecules 2023, 28(19), 6998; https://doi.org/10.3390/molecules28196998 - 9 Oct 2023
Cited by 1 | Viewed by 1255
Abstract
Sulfite oxidase is one of five molybdenum-containing enzymes known in eukaryotes where it catalyzes the oxidation of sulfite to sulfate. This review covers the history of sulfite oxidase research starting out with the early years of its discovery as a hepatic mitochondrial enzyme [...] Read more.
Sulfite oxidase is one of five molybdenum-containing enzymes known in eukaryotes where it catalyzes the oxidation of sulfite to sulfate. This review covers the history of sulfite oxidase research starting out with the early years of its discovery as a hepatic mitochondrial enzyme in vertebrates, leading to basic biochemical and structural properties that have inspired research for decades. A personal view on sulfite oxidase in plants, that sulfates are assimilated for their de novo synthesis of cysteine, is presented by Ralf Mendel with numerous unexpected findings and unique properties of this single-cofactor sulfite oxidase localized to peroxisomes. Guenter Schwarz connects his research to sulfite oxidase via its deficiency in humans, demonstrating its unique role amongst all molybdenum enzymes in humans. In essence, in both the plant and animal kingdoms, sulfite oxidase represents an important player in redox regulation, signaling and metabolism, thereby connecting sulfur and nitrogen metabolism in multiple ways. Full article
(This article belongs to the Special Issue Molybdenum and Tungsten Enzymes—State of the Art in Research)
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11 pages, 3181 KiB  
Article
Preparation of Cellulose-Based Activated Carbon Fibers with Improved Yield and Their Methylene Chloride Adsorption Evaluation
by Jin-Soo Jeong and Byung-Joo Kim
Molecules 2023, 28(19), 6997; https://doi.org/10.3390/molecules28196997 - 9 Oct 2023
Cited by 1 | Viewed by 1124
Abstract
The recent rapid growth of the battery industry has led to a rapid increase in methylene chloride emissions. Methylene chloride causes health and social problems in humans. In this study, cellulose-based activated carbon fibers (CACFs) with improved yield were prepared for the removal [...] Read more.
The recent rapid growth of the battery industry has led to a rapid increase in methylene chloride emissions. Methylene chloride causes health and social problems in humans. In this study, cellulose-based activated carbon fibers (CACFs) with improved yield were prepared for the removal of methylene chloride. The concentration of ammonium phosphate in the pretreatment controlled the crosslink density of cellulose fibers and improved the yield. From the results, the specific surface area and total pore volume of cellulose-based activated carbon fibers pretreated with ammonium phosphate (AP-CACFs) were determined to be 1920–2060 m2/g and 0.83–1.02 cm3/g, respectively, and the total yield improved by 6.78–11.59% compared to that of CACFs (4.97%). In particular, a correlation between the textural properties of CACFs and methylene chloride adsorption/desorption behavior was obtained. This correlation can be used to develop efficient adsorbents for methylene chloride removal. Full article
(This article belongs to the Collection Recycling of Biomass Resources: Biofuels and Biochemicals)
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13 pages, 1708 KiB  
Article
Effect of Hemicellulose on the Wet Tensile Strength of Kozo Paper
by Zhiyou Han, Keiko Kida, Kyoko Saito Katsumata, Masaki Handa and Masamitsu Inaba
Molecules 2023, 28(19), 6996; https://doi.org/10.3390/molecules28196996 - 9 Oct 2023
Viewed by 768
Abstract
Kozo paper, usu-mino-gami, is frequently used as the first back lining paper of hanging scrolls in order to support the main paper with a painting or a work of calligraphy on it. To dye it an appropriate color, paper is often treated [...] Read more.
Kozo paper, usu-mino-gami, is frequently used as the first back lining paper of hanging scrolls in order to support the main paper with a painting or a work of calligraphy on it. To dye it an appropriate color, paper is often treated with an alkali mordant solution. However, current kozo paper products have received such comments from conservators that wet tensile strength is weak and hard to handle. Therefore, improving the wet tensile strength of kozo paper is required. In previous papers, the effect of the sheet forming method, cooking condition, and parenchyma cell content between fibers on the wet tensile strength of kozo paper has been investigated. In this paper, the effect of glucuronoxylan, the main component of hardwood hemicellulose on the wet tensile strength of kozo paper was investigated. The wet tensile strength of kozo paper, when made in different cooking conditions, was evaluated using the Finch device. Glucuronoxylan content in fiber was analyzed using GC-FID. According to the results, it has been proved that glucuronoxylan content (with a xylan to glucan molar ratio of 4.43% to 5.16%) itself contributes to the wet tensile strength of the kozo sheet. Therefore, to increase the wet tensile strength of kozo paper, it is recommended to cook under milder conditions, thus retaining a higher amount of glucuronoxylan in the pulp. Full article
(This article belongs to the Special Issue Chemical Conservation of Paper-Based Cultural Heritage)
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12 pages, 2348 KiB  
Article
Development and Validation of a UHPLC–MS/MS Method for the Quantification of a Novel PYGB Inhibitor in Plasma: Application to Pharmacokinetic Studies
by Sumei Xu, Shuai Li, Zhiwei Yan, Youde Wang and Liying Zhang
Molecules 2023, 28(19), 6995; https://doi.org/10.3390/molecules28196995 - 9 Oct 2023
Viewed by 760
Abstract
In previous studies, we reported compound 1 (5-chloro-N-(4-oxo-2,2-dipropyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl)-1H-indole-2-carboxamide) as a novel PYGB inhibitor, and found that it had better anti-ischemic brain injury activity. In this study, we established and validated a novel UHPLC–MS/MS method for [...] Read more.
In previous studies, we reported compound 1 (5-chloro-N-(4-oxo-2,2-dipropyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl)-1H-indole-2-carboxamide) as a novel PYGB inhibitor, and found that it had better anti-ischemic brain injury activity. In this study, we established and validated a novel UHPLC–MS/MS method for the quantitative determination of compound 1 in plasma, then applied the method to study the pharmacokinetic parameters and brain tissue distribution of compound 1 in SD (Sprague—Dawley) rats after intravenous administration. The experimental results showed that the method met the validation requirements set by the US FDA in terms of linearity, accuracy, precision, and stability. The validated method was then used for pharmacokinetic studies in rat plasma, and it was found that compound 1 exhibited linear pharmacokinetic characteristics when administered in the dose range of 0.8–3.2 mg/kg. Finally, we also conducted a brief preliminary investigation of the brain tissue distribution of compound 1 in rats after injection and found that the brain tissue concentrations at 0.25 h and 2 h of administration were 440 ± 19.1 ng/kg and 111 ± 23.9 ng/kg, respectively. Additionally, the CBrain/CPlasma ratio was 0.112 ± 0.0185 and 0.112 ± 0.0292, respectively. These results indicated that compound 1 was able to cross the blood–brain barrier. This study provides important support for the application of compound 1 in ischemic brain injury diseases. Full article
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13 pages, 4619 KiB  
Article
High Rate Performance Supercapacitors Based on N, O Co-Doped Hierarchical Porous Carbon Foams Synthesized via Chemical Blowing and Dual Templates
by Qian Zhang, Li Feng, Zhenlu Liu, Longjun Jiang, Tiancheng Lan, Chunmei Zhang, Kunming Liu and Shuijian He
Molecules 2023, 28(19), 6994; https://doi.org/10.3390/molecules28196994 - 9 Oct 2023
Cited by 5 | Viewed by 916
Abstract
N, O Co-Doped porous carbon materials are promising electrode materials for supercapacitors. However, it is still a challenge to prepare high capacitance performance N, O Co-Doped porous carbon materials with balanced pore structure. In this work, a simple chemical blowing method was developed [...] Read more.
N, O Co-Doped porous carbon materials are promising electrode materials for supercapacitors. However, it is still a challenge to prepare high capacitance performance N, O Co-Doped porous carbon materials with balanced pore structure. In this work, a simple chemical blowing method was developed to produce hierarchal porous carbon materials with Zn(NO3)2·6H2O and Fe(NO3)3·9H2O as the foaming agents and precursors of dual templates. Soybean protein isolate served as a self-doping carbon source. The amount of Fe(NO3)3·9H2O influenced the microstructure, element content and capacitance performance of the obtained porous carbon materials. The optimized sample CZnFe-5 with the addition of 5% Fe(NO3)3·9H2O displayed the best capacitance performance. The specific capacitance reached 271 F g−1 at 0.2 A g−1 and retained 133 F g−1 at 100 A g−1. The CZnFe-5//CZnFe-5 symmetric supercapacitors delivered a maximum energy density of 16.83 Wh kg−1 and good stability with capacitance retention of 86.33% after 40,000 cycles tests at 50 A g−1. The symmetric supercapacitors exhibited potential applications in lighting LED bulbs with a voltage of 3 V. This work provides a new strategy for the synthesis of hierarchical porous carbon materials for supercapacitors from low-cost biomass products. Full article
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18 pages, 8558 KiB  
Article
Development of SDS-Modified PbO2 Anode Material Based on Ti3+ Self-Doping Black TiO2NTs Substrate as a Conductive Interlayer for Enhanced Electrocatalytic Oxidation of Methylene Blue
by Mai Xu, Chunli Gao, Xiaoyan Zhang, Xian Liang, Yunhu Hu and Fengwu Wang
Molecules 2023, 28(19), 6993; https://doi.org/10.3390/molecules28196993 - 9 Oct 2023
Cited by 1 | Viewed by 858
Abstract
Efficient and stable electrode materials are urgently required for wastewater treatment in the electrocatalytic degradation of toxic and refractory organic pollutants. Ti3+ self-doping black TiO2 nanotube arrays (Ti/B-TiO2-NTs) as an interlayer were used for preparing a novel PbO2 [...] Read more.
Efficient and stable electrode materials are urgently required for wastewater treatment in the electrocatalytic degradation of toxic and refractory organic pollutants. Ti3+ self-doping black TiO2 nanotube arrays (Ti/B-TiO2-NTs) as an interlayer were used for preparing a novel PbO2 electrode via an electrochemical reduction technology, and a sodium dodecyl sulfate (SDS)-modified PbO2 catalytic layer was successfully achieved via an electrochemical deposition technology. The physicochemical characterization tests showed that the Ti/B-TiO2-NTs/PbO2-SDS electrodes have a denser surface and finer grain size with the introduction of Ti3+ in the interlayer of Ti/TiO2-NTs and the addition of SDS in the active layer of PbO2. The electrochemical characterization results showed that the Ti3+ self-doping black Ti/TiO2-NTs/PbO2-SDS electrode had higher oxygen evolution potential (2.11 V vs. SCE), higher electrode stability, smaller charge-transfer resistance (6.74 Ω cm−2), and higher hydroxyl radical production activity, leading to it possessing better electrocatalytic properties. The above results indicated that the physicochemical and electrochemical characterization of the PbO2 electrode were all enhanced significantly with the introduction of Ti3+ and SDS. Furthermore, the Ti/B-TiO2-NTs/PbO2-SDS electrodes displayed the best performance on the degradation of methylene blue (MB) in simulated wastewater via bulk electrolysis. The removal efficiency of MB and the chemical oxygen demand (COD) could reach about 99.7% and 80.6% under the optimal conditions after 120 min, respectively. The pseudo-first-order kinetic constant of the Ti/B-TiO2-NTs/PbO2-SDS electrode was 0.03956 min−1, which was approximately 3.18 times faster than that of the Ti/TiO2-NTs/PbO2 electrode (0.01254 min−1). In addition, the Ti/B-TiO2-NTs/PbO2-SDS electrodes showed excellent stability and reusability. The degradation mechanism of MB was explored via the experimental identification of intermediates. In summary, the Ti3+ self-doping black Ti/TiO2-NTs/PbO2-SDS electrode is a promising electrode in treating wastewater. Full article
(This article belongs to the Section Electrochemistry)
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35 pages, 6914 KiB  
Review
Antidepressant-like Effects of Representative Types of Food and Their Possible Mechanisms
by Jingjing Piao, Yingwei Wang, Tianqi Zhang, Jiayu Zhao, Qianyu Lv, Mengyu Ruan, Qin Yu and Bingjin Li
Molecules 2023, 28(19), 6992; https://doi.org/10.3390/molecules28196992 - 9 Oct 2023
Cited by 3 | Viewed by 3016
Abstract
Depression is a mental disorder characterized by low mood, lack of motivation, negative cognitive outlook, and sleep problems. Suicide may occur in severe cases, although suicidal thoughts are not seen in all cases. Globally, an estimated 350 million individuals grapple with depression, as [...] Read more.
Depression is a mental disorder characterized by low mood, lack of motivation, negative cognitive outlook, and sleep problems. Suicide may occur in severe cases, although suicidal thoughts are not seen in all cases. Globally, an estimated 350 million individuals grapple with depression, as reported by the World Health Organization. At present, drug and psychological treatments are the main treatments, but they produce insufficient responses in many patients and fail to work at all in many others. Consequently, treating depression has long been an important topic in society. Given the escalating prevalence of depression, a comprehensive strategy for managing its symptoms and impacts has garnered significant attention. In this context, nutritional psychiatry emerges as a promising avenue. Extensive research has underscored the potential benefits of a well-rounded diet rich in fruits, vegetables, fish, and meat in alleviating depressive symptoms. However, the intricate mechanisms linking dietary interventions to brain function alterations remain largely unexplored. This review delves into the intricate relationship between dietary patterns and depression, while exploring the plausible mechanisms underlying the impact of dietary interventions on depression management. As we endeavor to unveil the pathways through which nutrition influences mental well-being, a holistic perspective that encompasses multidisciplinary strategies gains prominence, potentially reshaping how we approach and address depression. Full article
(This article belongs to the Section Food Chemistry)
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19 pages, 3390 KiB  
Article
Garcinia mangostana L. Pericarp Extract and Its Active Compound α-Mangostin as Potential Inhibitors of Immune Checkpoint Programmed Death Ligand-1
by Sandar Naing, Nichawadee Sandech, Arnatchai Maiuthed, Sumet Chongruchiroj, Jaturong Pratuangdejkul and Pattamapan Lomarat
Molecules 2023, 28(19), 6991; https://doi.org/10.3390/molecules28196991 - 9 Oct 2023
Cited by 2 | Viewed by 1708
Abstract
α-Mangostin, a major xanthone found in mangosteen (Garcinia mangostana L., Family Clusiaceae) pericarp, has been shown to exhibit anticancer effects through multiple mechanisms of action. However, its effects on immune checkpoint programmed death ligand-1 (PD-L1) have not been studied. This study investigated [...] Read more.
α-Mangostin, a major xanthone found in mangosteen (Garcinia mangostana L., Family Clusiaceae) pericarp, has been shown to exhibit anticancer effects through multiple mechanisms of action. However, its effects on immune checkpoint programmed death ligand-1 (PD-L1) have not been studied. This study investigated the effects of mangosteen pericarp extract and its active compound α-mangostin on PD-L1 by in vitro and in silico analyses. HPLC analysis showed that α-mangostin contained about 30% w/w of crude ethanol extract of mangosteen pericarp. In vitro experiments in MDA-MB-231 triple-negative breast cancer cells showed that α-mangostin and the ethanol extract significantly inhibit PD-L1 expression when treated for 72 h with 10 µM or 10 µg/mL, respectively, and partially inhibit glycosylation of PD-L1 when compared to untreated controls. In silico analysis revealed that α-mangostin effectively binds inside PD-L1 dimer pockets and that the complex was stable throughout the 100 ns simulation, suggesting that α-mangostin stabilized the dimer form that could potentially lead to degradation of PD-L1. The ADMET prediction showed that α-mangostin is lipophilic and has high plasma protein binding, suggesting its greater distribution to tissues and its ability to penetrate adipose tissue such as breast cancer. These findings suggest that α-mangostin-rich mangosteen pericarp extract could potentially be applied as a functional ingredient for cancer chemoprevention. Full article
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16 pages, 2861 KiB  
Article
Effect of Chestnut (Castanea Mollissima Blume) Bur Polyphenol Extract on Shigella dysenteriae: Antibacterial Activity and the Mechanism
by Fei Peng, Linan Chen, Xiuping Wang, Zuoqing Yu, Caihong Cheng and Yuedong Yang
Molecules 2023, 28(19), 6990; https://doi.org/10.3390/molecules28196990 - 9 Oct 2023
Viewed by 874
Abstract
Shigella dysenteriae is a highly pathogenic microorganism that can cause human bacillary dysentery by contaminating food and drinking water. This study investigated the antibacterial activity of chestnut bur polyphenol extract (CBPE) on S. dysenteriae and the underlying mechanism. The results showed that the [...] Read more.
Shigella dysenteriae is a highly pathogenic microorganism that can cause human bacillary dysentery by contaminating food and drinking water. This study investigated the antibacterial activity of chestnut bur polyphenol extract (CBPE) on S. dysenteriae and the underlying mechanism. The results showed that the minimum inhibitory concentration (MIC) of CBPE for S. dysenteriae was 0.4 mg/mL, and the minimum bactericidal concentration (MBC) was 1.6 mg/mL. CBPE treatment irreversibly disrupted cell morphology, decreased cell activity, and increased cell membrane permeability, cell membrane depolarization, and cell content leakage of S. dysenteriae, indicating that CBPE has obvious destructive effects on the cell membrane and cell wall of S. dysenteriae. Combined transcriptomic and metabolomics analysis revealed that CBPE inhibits S. dysenteriae by interfering with ABC protein transport, sulfur metabolism, purine metabolism, amino acid metabolism, glycerophospholipid metabolism, and some other pathways. These findings provide a theoretical basis for the prevention and treatment of S. dysenteriae infection with extract from chestnut burs. Full article
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12 pages, 1475 KiB  
Review
Research Progress of Dihydroquercetin in the Treatment of Skin Diseases
by Ziyang Liu, Dengjun Qiu, Tong Yang, Jingxu Su, Chengyuan Liu, Xinyue Su, Anning Li, Pingping Sun, Jianguo Li, Li Yan, Chuanbo Ding and Shuai Zhang
Molecules 2023, 28(19), 6989; https://doi.org/10.3390/molecules28196989 - 9 Oct 2023
Viewed by 1615
Abstract
Skin is a barrier to maintaining the stability of the human environment and preventing the invasion of pathogens. When skin tissue is exposed to the external environment, it will inevitably develop defects due to trauma, injury, burns, ulcers, surgery, and chronic diseases. Rapid [...] Read more.
Skin is a barrier to maintaining the stability of the human environment and preventing the invasion of pathogens. When skin tissue is exposed to the external environment, it will inevitably develop defects due to trauma, injury, burns, ulcers, surgery, and chronic diseases. Rapid skin repair is the key to reducing infection, relieving pain, and improving quality of life. Dihydroquercetin is a kind of flavonoid that has a wide range of pharmacological activities and can improve skin repair, skin inflammation, skin cancer, and so on. In this paper, the application of dihydroquercetin in medical dressings and the research progress in the treatment of skin-related diseases are reviewed, so as to provide reference for further developing dihydroquercetin as a drug for the treatment of skin diseases. Full article
(This article belongs to the Special Issue Functional and Bioactive Compounds from Food)
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16 pages, 10836 KiB  
Article
Nanoemulsion of Lavandula angustifolia Essential Oil/Gold Nanoparticles: Antibacterial Effect against Multidrug-Resistant Wound-Causing Bacteria
by Balqis A. Fadel, Bassma H. Elwakil, Esraa E. Fawzy, Marwa M. Shaaban and Zakia A. Olama
Molecules 2023, 28(19), 6988; https://doi.org/10.3390/molecules28196988 - 9 Oct 2023
Viewed by 1427
Abstract
Hospitalized patients are severely impacted by delayed wound healing. Recently, there has been a growing focus on enhancing wound healing using suitable dressings. Lavandula angustifolia essential oil (LEO) showed potential antibacterial, anti-inflammatory, and wound healing properties. However, the prepared gold nanoparticles possessed multifunctional [...] Read more.
Hospitalized patients are severely impacted by delayed wound healing. Recently, there has been a growing focus on enhancing wound healing using suitable dressings. Lavandula angustifolia essential oil (LEO) showed potential antibacterial, anti-inflammatory, and wound healing properties. However, the prepared gold nanoparticles possessed multifunctional properties. Consequently, the present investigation aimed to synthesize a novel nanosystem consisting of nano-Lavandula angustifolia essential oil and gold nanoparticles prepared through ultrasonic nanoemulsifying techniques in order to promote wound healing and combat bacterial infection. LEO showed potent antibacterial activity against Klebsiella pneumoniae, MRSA and Staphylococcus aureus with minimum inhibitory concentration (MIC) values of 32, 16 and 16 µg/mL, respectively, while exhibiting low activity against Proteus mirabilis. Interestingly, the newly formulated nano-gold/nano-Lavandula angustifolia penetrated the preformed P. mirabilis biofilm with a full eradication of the microbial cells, with MIC and MBEC (minimal biofilm eradication concentration) values reaching 8 and 16 µg/mL, respectively. The cytotoxic effect of the novel nanoformula was also assessed against WI-38 fibroblasts vero (normal) cells (IC50 = 0.089 mg/mL) while nano-gold and nano-Lavandula angustifolia showed higher results (IC50 = 0.529, and 0.209 mg/mL, respectively). Nano-gold/nano-Lavandula angustifolia formula possessed a powerful wound healing efficacy with a 96.78% wound closure. These findings revealed that nano-gold/nano-Lavandula angustifolia nanoemulsion can inhibit bacterial growth and accelerate the wound healing rate. Full article
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19 pages, 8534 KiB  
Article
Hesperidin Anti-Osteoporosis by Regulating Estrogen Signaling Pathways
by Hong-Yao Hu, Ze-Zhao Zhang, Xiao-Ya Jiang, Tian-Hua Duan, Wei Feng and Xin-Guo Wang
Molecules 2023, 28(19), 6987; https://doi.org/10.3390/molecules28196987 - 9 Oct 2023
Cited by 1 | Viewed by 1379
Abstract
Osteoporosis (OP) is distinguished by a reduction in bone mass and degradation of bone micro-structure, frequently resulting in fractures. As the geriatric demographic expands, the incidence of affected individuals progressively rises, thereby exerting a significant impact on the quality of life experienced by [...] Read more.
Osteoporosis (OP) is distinguished by a reduction in bone mass and degradation of bone micro-structure, frequently resulting in fractures. As the geriatric demographic expands, the incidence of affected individuals progressively rises, thereby exerting a significant impact on the quality of life experienced by individuals. The flavonoid compound hesperidin has been subject to investigation regarding its effects on skeletal health, albeit the precise mechanisms through which it operates remain ambiguous. This study utilized network pharmacology to predict the core targets and signaling pathways implicated in the anti-OP properties of hesperidin. Molecular docking and molecular dynamics simulations were employed to confirm the stability of the interaction between hesperidin and the core targets. The effects of hesperidin on osteoblastic cells MC3T3-E1 were assessed using MTT, ELISA, alkaline phosphatase assay, and RT-qPCR techniques. Furthermore, in vivo experiments were conducted to determine the potential protective effects of hesperidin on zebrafish bone formation and oxidative stress response. The results demonstrate that network pharmacology has identified 10 key target points, significantly enriched in the estrogen signaling pathway. Hesperidin exhibits notable promotion of MC3T3-E1 cell proliferation and significantly enhances ALP activity. ELISA measurements indicate an elevation in NO levels and a reduction in IL-6 and TNF-α. Moreover, RT-qPCR analysis consistently reveals that hesperidin significantly modulates the mRNA levels of ESR1, SRC, AKT1, and NOS3 in MC3T3-E1 cells. Hesperidin promotes osteogenesis and reduces oxidative stress in zebrafish. Additionally, we validate the stable and tight binding of hesperidin with ESR1, SRC, AKT1, and NOS3 through molecular dynamics simulations. In conclusion, our comprehensive analysis provides evidence that hesperidin may exert its effects on alleviating OP through the activation of the estrogen signaling pathway via ESR1. This activation leads to the upregulation of SRC, AKT, and eNOS, resulting in an increase in NO levels. Furthermore, hesperidin promotes osteoblast-mediated bone formation and inhibits pro-inflammatory cytokines, thereby alleviating oxidative stress associated with OP. Full article
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13 pages, 3337 KiB  
Article
Investigating the Structural Evolution and Catalytic Activity of c-Co/Co3Mo Electrocatalysts for Alkaline Hydrogen Evolution Reaction
by Long Chen, Li-Wen Jiang and Jian-Jun Wang
Molecules 2023, 28(19), 6986; https://doi.org/10.3390/molecules28196986 - 9 Oct 2023
Cited by 1 | Viewed by 853
Abstract
Transition metal alloys have emerged as promising electrocatalysts due to their ability to modulate key parameters, such as d-band electron filling, Fermi level energy, and interatomic spacing, thereby influencing their affinity towards reaction intermediates. However, the structural stability of alloy electrocatalysts during the [...] Read more.
Transition metal alloys have emerged as promising electrocatalysts due to their ability to modulate key parameters, such as d-band electron filling, Fermi level energy, and interatomic spacing, thereby influencing their affinity towards reaction intermediates. However, the structural stability of alloy electrocatalysts during the alkaline hydrogen evolution reaction (HER) remains a subject of debate. In this study, we systematically investigated the structural evolution and catalytic activity of the c-Co/Co3Mo electrocatalyst under alkaline HER conditions. Our findings reveal that the Co3Mo alloy and H0.9MoO3 exhibit instability during alkaline HER, leading to the breakdown of the crystal structure. As a result, the cubic phase c-Co undergoes a conversion to the hexagonal phase h-Co, which exhibits strong catalytic activity. Additionally, we identified hexagonal phase Co(OH)2 as an intermediate product of this conversion process. Furthermore, we explored the readsorption and surface coordination of the Mo element, which contribute to the enhanced catalytic activity of the c-Co/Co3Mo catalyst in alkaline HER. This work provides valuable insights into the dynamic behavior of alloy-based electrocatalysts, shedding light on their structural stability and catalytic activity during electrochemical reduction processes. Full article
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13 pages, 2833 KiB  
Article
A Simple Screening and Optimization Bioprocess for Long-Chain Peptide Catalysts Applied to Asymmetric Aldol Reaction
by Shulin Wang, Haidong Teng, Lan Wang, Pengcheng Li, Xinghao Yuan, Xi Sang, Jianping Wu, Lirong Yang and Gang Xu
Molecules 2023, 28(19), 6985; https://doi.org/10.3390/molecules28196985 - 9 Oct 2023
Viewed by 925
Abstract
Peptides have demonstrated their efficacy as catalysts in asymmetric aldol reactions. But the constraints inherent in chemical synthesis have imposed limitations on the viability of long-chain peptide catalysts. A noticeable dearth of tools has impeded the swift and effective screening of peptide catalysts [...] Read more.
Peptides have demonstrated their efficacy as catalysts in asymmetric aldol reactions. But the constraints inherent in chemical synthesis have imposed limitations on the viability of long-chain peptide catalysts. A noticeable dearth of tools has impeded the swift and effective screening of peptide catalysts using biological methods. To address this, we introduce a straightforward bioprocess for the screening of peptide catalysts for asymmetric aldol reactions. We synthesized several peptides through this method and obtained a 15-amino acid peptide. This peptide exhibited asymmetric aldol catalytic activity, achieving 77% ee in DMSO solvent and 63% ee with over an 80.8% yield in DMSO mixed with a pH 9.0 buffer solution. The successful application of our innovative approach not only represents an advancement but also paves the way for currently unexplored research avenues. Full article
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10 pages, 2011 KiB  
Article
Fabry–Pérot Cavities with Suspended Palladium Membranes on Optical Fibers for Highly Sensitive Hydrogen Sensing
by Feng Xu, Jun Ma, Can Li, Churong Ma, Jie Li, Bai-Ou Guan and Kai Chen
Molecules 2023, 28(19), 6984; https://doi.org/10.3390/molecules28196984 - 9 Oct 2023
Cited by 1 | Viewed by 903
Abstract
Hydrogen (H2) sensors are critical to various applications such as the situation where H2 is used as the clean energy for industry or the indicator for human disease diagnosis. Palladium (Pd) is widely used as the hydrogen sensing material in [...] Read more.
Hydrogen (H2) sensors are critical to various applications such as the situation where H2 is used as the clean energy for industry or the indicator for human disease diagnosis. Palladium (Pd) is widely used as the hydrogen sensing material in different types of sensors. Optical fiber H2 sensors are particularly promising due to their compactness and spark-free operation. Here, we report a Fabry–Pérot (FP)-cavity-based H2 sensor that is formed with a freestanding Pd membrane and integrated on a conventional single-mode optical fiber end. The freestanding Pd membrane acts both as the active hydrogen sensing material and as one of the reflective mirrors of the cavity. When the Pd film absorbs H2 to form PdHx, it will be stretched, resulting in a change of the cavity length and thus a shift of the interference spectrum. The H2 concentration can be derived from the amplitude of the wavelength shift. Experimental results showed that H2 sensors based on suspended Pd membranes can achieve a detection sensitivity of about 3.6 pm/ppm and a detection limit of about 3.3 ppm. This highly sensitive detection scheme is expected to find applications for sensing low-concentration H2. Full article
(This article belongs to the Special Issue Nano-Functional Materials for Sensor Applications)
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14 pages, 7593 KiB  
Communication
A Single Organic Fluorescent Probe for the Discrimination of Dual Spontaneous ROS in Living Organisms: Theoretical Approach
by Liang Fu, He Huang, Zhongfu Zuo and Yongjin Peng
Molecules 2023, 28(19), 6983; https://doi.org/10.3390/molecules28196983 - 9 Oct 2023
Cited by 2 | Viewed by 900
Abstract
Single-organic-molecule fluorescent probes with double-lock or even multi-lock response modes have attracted the attention of a wide range of researchers. The number of corresponding reports has rapidly increased in recent years. The effective application of the multi-lock response mode single-molecule fluorescent probe has [...] Read more.
Single-organic-molecule fluorescent probes with double-lock or even multi-lock response modes have attracted the attention of a wide range of researchers. The number of corresponding reports has rapidly increased in recent years. The effective application of the multi-lock response mode single-molecule fluorescent probe has improved the comprehensive understanding of the related targets’ functions or influences in pathologic processes. Building a highly efficient functional single-molecule fluorescent probe would benefit the diagnosis and treatment of corresponding diseases. Here, we conducted a theoretical analysis of the synthesizing and sensing mechanism of this kind of functional single-molecule fluorescent probe, thereby guiding the design and building of new efficient probes. In this work, we discuss in detail the electronic structure, electron excitation, and fluorescent character of a recently developed single-molecule fluorescent probe, which could achieve the discrimination and profiling of spontaneous reactive oxygen species (ROS, •OH, and HClO) simultaneously. The theoretical results provide insights that will help develop new tools for fluorescent diagnosis in biological and medical fields. Full article
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18 pages, 3561 KiB  
Article
Preparation of Biomass Carbon Composites MgO@ZnO@BC and Its Adsorption and Removal of Cu(II) and Pb(II) in Wastewater
by Jie Yang, Qing Wei, Changan Tian, Dong Li, Hongming Li, Guangchao Qin, Kunhong Hu and Qinyan Zhang
Molecules 2023, 28(19), 6982; https://doi.org/10.3390/molecules28196982 - 8 Oct 2023
Cited by 1 | Viewed by 1094
Abstract
The ternary composite MgO@ZnO@BC was synthesized and characterized for the adsorption of Cu2+, Pb2+ heavy metal ions from wastewater. The results show that the addition of the MgO@ZnO@BC composite results in higher adsorption properties for Cu2+ and Pb2+ [...] Read more.
The ternary composite MgO@ZnO@BC was synthesized and characterized for the adsorption of Cu2+, Pb2+ heavy metal ions from wastewater. The results show that the addition of the MgO@ZnO@BC composite results in higher adsorption properties for Cu2+ and Pb2+, with a molar ratio of 5% 0.1 g, and maximum adsorption capacity (50.63 mg/g for Cu2+ and 61.46 mg/g for Pb2+). The Langmuir adsorption isotherm of the adsorption complex and the kinetics of adsorption are secondary kinetics. The adsorption of Cu2+ and Pb2+ was mainly chemisorption, accompanied by physical adsorption. This adsorption method fully conforms to the concepts of clean production and efficient waste utilization, providing a reference for the removal of heavy metal ions from wastewater and waste recycling using ternary composite materials. Full article
(This article belongs to the Section Applied Chemistry)
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12 pages, 2473 KiB  
Article
Research on the Impact of Deep Eutectic Solvent and Hot-Water Extraction Methods on the Structure of Polygonatum sibiricum Polysaccharides
by Chunyan Zhang, Lanfang Tang, Xiaojun Su, Qingming Li, Hongying Guo, Zhiwei Liu, Zhongshan Wei and Feng Wang
Molecules 2023, 28(19), 6981; https://doi.org/10.3390/molecules28196981 - 8 Oct 2023
Cited by 2 | Viewed by 1045
Abstract
Deep eutectic solvent (DES) and hot-water extraction (HWE) methods were utilized to extract polysaccharides from Polygonatum sibiricum, referred to as DPsP and WPsP, respectively. The extracted polysaccharides were purified using the Superdex-200 dextran gel purification system, resulting in three components for each [...] Read more.
Deep eutectic solvent (DES) and hot-water extraction (HWE) methods were utilized to extract polysaccharides from Polygonatum sibiricum, referred to as DPsP and WPsP, respectively. The extracted polysaccharides were purified using the Superdex-200 dextran gel purification system, resulting in three components for each type of polysaccharide. The structures of these components were characterized. The molecular weight analysis revealed that DPsP components had slightly larger molecular weights compared with WPsP, with DPsP-A showing a slightly higher dispersity index and broader molecular weight distribution. The main monosaccharide components of both DPsP and WPsP were mannose and glucose, while DPsP exhibited a slightly greater variety of sugar components compared with WPsP. FTIR analysis demonstrated characteristic polysaccharide absorption peaks in all six PSP components, with a predominance of acidic pyranose sugars. NMR analysis revealed the presence of pyranose sugars, including rhamnose and sugar aldehyde acids, in both DPsP-B and WPsP-A. DPsP-B primarily exhibited β-type glycosidic linkages, while WPsP-A predominantly displayed α-type glycosidic linkages, with a smaller fraction being β-type. These findings indicated differences in monosaccharide composition and structure between PSPs extracted using different methods. Overall, this study provided experimental evidence for future research on the structure–function relationship of PSPs. Full article
(This article belongs to the Special Issue Research and Application of Plant Sourced Polysaccharides)
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19 pages, 11246 KiB  
Article
Optimization and Characterization of Sodium Alginate Beads Providing Extended Release for Antidiabetic Drugs
by Bence Sipos, Márk Benei, Gábor Katona and Ildikó Csóka
Molecules 2023, 28(19), 6980; https://doi.org/10.3390/molecules28196980 - 8 Oct 2023
Cited by 2 | Viewed by 1706
Abstract
The current research is aimed at investigating the relationship between the formulation components and conditions in the case of a binary drug delivery system, where antidiabetic drugs are co-formulated into polymeric micelles embedded in sodium alginate. Compared to chemical modifications of polymers with [...] Read more.
The current research is aimed at investigating the relationship between the formulation components and conditions in the case of a binary drug delivery system, where antidiabetic drugs are co-formulated into polymeric micelles embedded in sodium alginate. Compared to chemical modifications of polymers with alginate, our development provides a simpler and scalable formulation process. Our results prove that a multi-level factorial design-based approach can ensure the development of a value-added polymeric micelle formulation with an average micelle size of 123.6 ± 3.1 nm and a monodisperse size distribution, showing a polydispersity index value of 0.215 ± 0.021. The proper nanoparticles were co-formulated with sodium alginate as a biologically decomposing and safe-to-administer biopolymer. The Box–Behnken factorial design ensured proper design space development, where the optimal sodium alginate bead formulation had a uniform, extended-release drug release mechanism similar to commercially available tablet preparations. The main conclusion is that the rapid-burst-like drug release can be hindered via the embedment of nanocarriers into biopolymeric matrices. The thermally stable formulation also holds the benefit of uniform active substance distribution after freeze-drying. Full article
(This article belongs to the Special Issue Polymers in Biomedical Applications)
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16 pages, 4050 KiB  
Article
Exploring the Profile Contributions in Meyerozyma guilliermondii YB4 under Different NaCl Concentrations Using GC-MS Combined with GC-IMS and an Electronic Nose
by Yiling Xiong, Ju Guan, Baozhu Wu, Tianyang Wang, Yuwen Yi, Wanting Tang, Kaixian Zhu, Jing Deng and Huachang Wu
Molecules 2023, 28(19), 6979; https://doi.org/10.3390/molecules28196979 - 8 Oct 2023
Viewed by 958
Abstract
Using Meyerozyma guilliermondii YB4, which was isolated and screened from southern Sichuan pickles in the laboratory, as the experimental group, we investigated the changes in growth, total ester content, and volatile flavor substances of M. guilliermondii YB4 under different NaCl concentrations. The growth [...] Read more.
Using Meyerozyma guilliermondii YB4, which was isolated and screened from southern Sichuan pickles in the laboratory, as the experimental group, we investigated the changes in growth, total ester content, and volatile flavor substances of M. guilliermondii YB4 under different NaCl concentrations. The growth of M. guilliermondii YB4 was found to be inhibited by NaCl, and the degree of inhibition increased at higher NaCl concentrations. Additionally, the total ester content of the control group (CK) was significantly lower compared to the other groups (p < 0.05). The application of NaCl also resulted in distinct changes in the volatile profile of YB4, as evidenced by E-nose results. Gas chromatography-mass spectrometry (GC-MS) and gas chromatography-ion mobility spectrometry (GC-IMS) were employed to analyze the volatile compounds. A total of 148 and 86 volatiles were detected and identified using GC-MS and GC-IMS, respectively. Differential volatiles among the various NaCl concentrations in YB4 were determined by a variable importance in projection (VIP) analysis in partial least squares-discriminant analysis (PLS-DA). These differentially expressed volatiles were further confirmed by their relative odor activity value (ROAV) and odor description. Ten key contributing volatiles were identified, including ethanol, 1-pentanol, nonanal, octanal, isoamyl acetate, palmitic acid ethyl ester, acrolein, ethyl isobutanoate, prop-1-ene-3,3’-thiobis, and 2-acetylpyrazine. This study provides insights into the specificities and contributions of volatiles in YB4 under different NaCl concentrations. These findings offer valuable information for the development of aroma-producing yeast agents and the subsequent enhancement in the flavor of southern Sichuan pickles. Full article
(This article belongs to the Special Issue Yummy Chemistry: Volatile Compounds in Food Products)
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17 pages, 5222 KiB  
Article
Deep Eutectic Solvents Based on Carboxylic Acids and Glycerol or Propylene Glycol as Green Media for Extraction of Bioactive Substances from Chamaenerion angustifolium (L.) Scop.
by Alena Koigerova, Alevtina Gosteva, Artemiy Samarov and Nikita Tsvetov
Molecules 2023, 28(19), 6978; https://doi.org/10.3390/molecules28196978 - 8 Oct 2023
Cited by 3 | Viewed by 1348
Abstract
Chamaenerion angustifolium (L.) Scop. is one of the promising sources of biologically active compounds and a valuable industrial crop. Recently, green extraction methods have become more topical. One of them is the application of deep eutectic solvents (DESs). The aim of this work [...] Read more.
Chamaenerion angustifolium (L.) Scop. is one of the promising sources of biologically active compounds and a valuable industrial crop. Recently, green extraction methods have become more topical. One of them is the application of deep eutectic solvents (DESs). The aim of this work was the synthesis and characterization of DES consisting of glycerin or propylene glycol with malonic, malic, or citric acids, evaluation of their effectiveness for extracting useful substances from C. angustifolium during ultrasonic extraction, description of kinetics, and optimization of extraction conditions. DESs were obtained and characterized with FTIR. Their effectiveness in the process of ultrasound-assisted extraction of biologically active substances from C. angustifolium was estimated. Kinetic parameters describing the dependence of the total phenolic, flavonoids, and antioxidant content, free radical scavenging of DPPH, and concentration of flavonoid aglycons (myricetin, quercetin, and kaempferol) via time in the range of 5–60 min at 45 °C are obtained. Extraction conditions were optimized with the Box–Behnken design of experiment. The results of this work make it possible to expand the scope of DES applications and serve the development of C. angustifolium processing methods. Full article
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9 pages, 3052 KiB  
Communication
The Use of Iron-Doped Anatase TiO2 Nanofibers for Enhanced Photocatalytic Fenton-like Reaction to Degrade Tylosin
by Xiao Wang, Wei Lu, Shangui Zhang, Changqing Guo, Kai Yang, Yan Sun, Yashi Shao, Qiyuan Li, Mingsheng Bu, Lianfeng Wu, Bo Wang and Dongjiang Yang
Molecules 2023, 28(19), 6977; https://doi.org/10.3390/molecules28196977 - 8 Oct 2023
Viewed by 848
Abstract
The removal of antibiotics from wastewater to prevent their environmental accumulation is significant for human health and ecosystems. Herein, iron (Fe)-atom-doped anatase TiO2 nanofibers (Fe-TNs) were manufactured for the photocatalytic Fenton-like decomposition of tylosin (TYL) under LED illumination. Compared with the pristine [...] Read more.
The removal of antibiotics from wastewater to prevent their environmental accumulation is significant for human health and ecosystems. Herein, iron (Fe)-atom-doped anatase TiO2 nanofibers (Fe-TNs) were manufactured for the photocatalytic Fenton-like decomposition of tylosin (TYL) under LED illumination. Compared with the pristine TiO2 nanofibers (TNs), the optimized Fe-TNs exhibited improved visible-light-driven photocatalytic Fenton-like activity with a TYL degradation efficiency of 98.5% within 4 h. The effective TYL degradation could be attributed to the expanded optical light absorption and accelerated separation and migration of photogenerated electrons and holes after the introduction of Fe. The photogenerated electrons were highly conducive to the generation of active SO4•− radicals as they facilitated Fe(III)/Fe(II) cycles, and to oxidizing TYL. Moreover, the holes could be involved in TYL degradation. Thus, a significant enhancement in TYL degradation could be achieved. This research verifies the use of iron-doped anatase nanofibers as an effective method to synthesize novel photocatalytic Fenton-like catalysts through surface engineering for wastewater remediation. Full article
(This article belongs to the Special Issue Feature Papers in Photochemistry and Photocatalysis)
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27 pages, 7747 KiB  
Article
Synthesis and Characterization of New Spirooxindoles Including Triazole and Benzimidazole Pharmacophores via [3+2] Cycloaddition Reaction: An MEDT Study of the Mechanism and Selectivity
by Saeed Alshahrani, Abdullah Mohammed Al-Majid, Abdullah Saleh Alamary, M. Ali, Mezna Saleh Altowyan, Mar Ríos-Gutiérrez, Sammer Yousuf and Assem Barakat
Molecules 2023, 28(19), 6976; https://doi.org/10.3390/molecules28196976 - 8 Oct 2023
Viewed by 1265
Abstract
A new series of spirooxindoles based on benzimidazole, triazole, and isatin moieties were synthesized via a [3+2] cycloaddition reaction protocol in one step. The single X-ray crystal structure of the intermediate triazole-benzimidazole 4 was solved. The new chemical structures of these spirooxindole molecules [...] Read more.
A new series of spirooxindoles based on benzimidazole, triazole, and isatin moieties were synthesized via a [3+2] cycloaddition reaction protocol in one step. The single X-ray crystal structure of the intermediate triazole-benzimidazole 4 was solved. The new chemical structures of these spirooxindole molecules have been achieved for the first time. The final synthesized chemical architecture has differently characterized electronic effects. An MEDT study of the key 32CA reaction between in situ generated azomethine ylide (AY) and chalcones explained the low reaction rates and the total selectivities observed. The supernucleophilic character of AY and the strong electrophilicity of chalcones favor these reactions through a highly polar two-stage one-step mechanism in which bond formation at the β-conjugated carbon of the chalcones is more advanced. The present combined experimental and theoretical study reports the synthesis of new spirooxindoles with potential biological activities and fully characterizes the molecular mechanisms for their formation through the key 32CA reaction step. Full article
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23 pages, 2439 KiB  
Article
Effect of Oyster Mushroom Addition on Improving the Sensory Properties, Nutritional Value and Increasing the Antioxidant Potential of Carp Meat Burgers
by Grzegorz Tokarczyk, Katarzyna Felisiak, Iwona Adamska, Sylwia Przybylska, Agnieszka Hrebień-Filisińska, Patrycja Biernacka, Grzegorz Bienkiewicz and Małgorzata Tabaszewska
Molecules 2023, 28(19), 6975; https://doi.org/10.3390/molecules28196975 - 8 Oct 2023
Cited by 2 | Viewed by 1657
Abstract
The growing interest in functional food makes looking for new possibilities of enriching products with health-promoting ingredients necessary. One raw material with a very high potential for the food industry is the oyster mushroom (Pleurotus ostreatus), which has a strong antioxidant, [...] Read more.
The growing interest in functional food makes looking for new possibilities of enriching products with health-promoting ingredients necessary. One raw material with a very high potential for the food industry is the oyster mushroom (Pleurotus ostreatus), which has a strong antioxidant, antiviral, and anticancer effect. Carp meat (Cyprinus carpio) also has beneficial properties. It is rich in easily digestible protein, vitamins, minerals, and omega-3 fatty acids. This study aimed to evaluate the effect of oyster mushroom addition on the quality of carp burgers, with particular emphasis on the antioxidant effect. The scientific literature produced so far has not focused on the synergy between oyster mushrooms and carp meat. The addition of oyster mushrooms contributed to the increase in antioxidant properties and sensory attractiveness of burgers. The fat content in the finished product was reduced, and the degree of their oxidation was also reduced. The obtained results will contribute to the creation of innovative food products that meet the expectations of consumers looking for healthy food. Full article
(This article belongs to the Special Issue Natural Bioactive Compounds from Edible and Inedible Parts of Plants)
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15 pages, 3786 KiB  
Article
Synthesis of (R)-(6-Methoxyquinolin-4-yl)[(1S,2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol Tetraphenylborate Ion-Pair Complex: Characterization, Antimicrobial, and Computational Study
by Tarek A. Yousef, Haitham Alrabiah, Mohamed H. Al-Agamy, Rashad Al-Salahi, Essam A. Ali and Gamal A. E. Mostafa
Molecules 2023, 28(19), 6974; https://doi.org/10.3390/molecules28196974 - 8 Oct 2023
Cited by 1 | Viewed by 1062
Abstract
The (R)-(6-Methoxyquinolin-4-yl)[(1S,2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol (quinine)-tetraphenylborate complex was synthesized by reacting sodium tetraphenyl borate with quinine in deionized water at room temperature through an ion-pair reaction (green chemistry) at room temperature. The solid complex was characterized by several physicochemical methods. The formation of ion-pair complex between [...] Read more.
The (R)-(6-Methoxyquinolin-4-yl)[(1S,2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol (quinine)-tetraphenylborate complex was synthesized by reacting sodium tetraphenyl borate with quinine in deionized water at room temperature through an ion-pair reaction (green chemistry) at room temperature. The solid complex was characterized by several physicochemical methods. The formation of ion-pair complex between bio-active molecules and/or organic molecules is crucial to comprehending the relationships between bioactive molecules and receptor interactions. The complex under study was examined for antimicrobial activity. All theoretical calculations were carried out in vacuum and water using the B3LYP level 6–311G(d,p) levels of theory. The theoretical computation allowed for the prediction and visualization of ionic interactions, which explained the complex’s stability. The results of energy optimization showed that the Q-TPB complex is stable with a negative complexation energy. The obtained geometries showed that the boron (B) and nitrogen (N+) in piperidine of the two molecules tetraphenylborate and quinine are close to each other, which makes it possible for ions to interact. The modest energy gap between HOMO and LUMO showed that the compound was stable. The computation of the electron transitions of the two models by density functional theory (TD-DFT) in the solvent at the theoretical level B3LYP/6–311G(d,p) allowed for the detection of three UV/visible absorption bands for both models and the discovery of a charge transfer between the host and the guest. The UV absorption, infrared, and H NMR are comparable with the experimental part. Full article
(This article belongs to the Section Organic Chemistry)
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13 pages, 3457 KiB  
Article
Sensitive Silver-Enhanced Microplate Apta-Enzyme Assay of Sb3+ Ions in Drinking and Natural Waters
by Nadezhda S. Komova, Kseniya V. Serebrennikova, Anna N. Berlina, Anatoly V. Zherdev and Boris B. Dzantiev
Molecules 2023, 28(19), 6973; https://doi.org/10.3390/molecules28196973 - 7 Oct 2023
Cited by 1 | Viewed by 850
Abstract
The toxic effects of antimony pose risks to human health. Therefore, simple analytical techniques for its widescale monitoring in water sources are in demand. In this study, a sensitive microplate apta-enzyme assay for Sb3+ detection was developed. The biotinylated aptamer A10 [...] Read more.
The toxic effects of antimony pose risks to human health. Therefore, simple analytical techniques for its widescale monitoring in water sources are in demand. In this study, a sensitive microplate apta-enzyme assay for Sb3+ detection was developed. The biotinylated aptamer A10 was hybridized with its complementary biotinylated oligonucleotide T10 and then immobilized on the surface of polysterene microplate wells. Streptavidin labeled with horseradish peroxidase (HRP) bound to the biotin of a complementary complex and transformed the 3,3′,5,5′-tetramethylbenzidine substrate, generating an optical signal. Sb3+ presenting in the sample bounded to an A10 aptamer, thus releasing T10, preventing streptavidin-HRP binding and, as a result, reducing the optical signal. This effect allowed for the detection of Sb3+ with a working range from 0.09 to 2.3 µg/mL and detection limit of 42 ng/mL. It was established that the presence of Ag+ at the stage of A10/T10 complex formation promoted dehybridization of the aptamer A10 and the formation of the A10/Sb3+ complex. The working range of the Ag+-enhanced microplate apta-enzyme assay for Sb3+ was determined to be 8–135 ng/mL, with a detection limit of 1.9 ng/mL. The proposed enhanced approach demonstrated excellent selectivity against other cations/anions, and its practical applicability was confirmed through an analysis of drinking and spring water samples with recoveries of Sb3+ in the range of 109.0–126.2% and 99.6–106.1%, respectively. Full article
(This article belongs to the Special Issue The Development and Applications of Aptamers)
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16 pages, 4719 KiB  
Article
Multifunctional Novel Nanoplatform for Effective Synergistic Chemo-Photodynamic Therapy of Breast Cancer by Enhancing DNA Damage and Disruptions of Its Reparation
by Zheng Huang, Tong Xian, Xiangyi Meng, Huaisong Hu, Lixia Gao, Jiuhong Huang, Donglin Yang, Kepeng Ou, Bochu Wang and Yimei Zhang
Molecules 2023, 28(19), 6972; https://doi.org/10.3390/molecules28196972 - 7 Oct 2023
Viewed by 1159
Abstract
Photodynamic therapy (PDT) is an effective noninvasive therapeutic strategy that has been widely used for anti-tumor therapy by the generation of excessive highly cytotoxic ROS. However, the poor water solubility of the photosensitizer, reactive oxygen species (ROS) depleting by high concentrations of glutathione [...] Read more.
Photodynamic therapy (PDT) is an effective noninvasive therapeutic strategy that has been widely used for anti-tumor therapy by the generation of excessive highly cytotoxic ROS. However, the poor water solubility of the photosensitizer, reactive oxygen species (ROS) depleting by high concentrations of glutathione (GSH) in the tumor microenvironment and the activation of DNA repair pathways to combat the oxidative damage, will significantly limit the therapeutic effect of PDT. Herein, we developed a photosensitizer prodrug (CSP) by conjugating the photosensitizer pyropheophorbide a (PPa) and the DNA-damaging agent Chlorambucil (Cb) with a GSH-responsive disulfide linkage and demonstrated a multifunctional co-delivery nanoplatform (CSP/Ola nanoparticles (NPs)) together with DSPE-PEG2000 and PARP inhibitor Olaparib (Ola). The CSP/Ola NPs features excellent physiological stability, efficient loading capacity, much better cellular uptake behavior and photodynamic performance. Specifically, the nanoplatform could induce elevated intracellular ROS levels upon the in situ generation of ROS during PDT, and decrease ROS consumption by reducing intracellular GSH level. Moreover, the CSP/Ola NPs could amplify DNA damage by released Cb and inhibit the activation of Poly(ADP-ribose) polymerase (PARP), promote the upregulation of γ-H2AX, thereby blocking the DNA repair pathway to sensitize tumor cells for PDT. In vitro investigations revealed that CSP/Ola NPs showed excellent phototoxicity and the IC50 values of CSP/Ola NPs against MDA-MB-231 breast cancer cells were as low as 0.05–01 μM after PDT. As a consequence, the co-delivery nanoplatform greatly promotes the tumor cell apoptosis and shows a high antitumor performance with combinational chemotherapy and PDT. Overall, this work provides a potential alternative to improve the therapeutic efficiency of triple negative breast cancer cell (TNBC) treatment by synergistically enhancing DNA damage and disrupting DNA damage repair. Full article
(This article belongs to the Section Materials Chemistry)
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