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1.
J Med Chem ; 67(12): 10425-10435, 2024 Jun 27.
Article in English | MEDLINE | ID: mdl-38848302

ABSTRACT

Hexadimethrine bromide (HB), a synthetic polycationic species, was introduced to clinical practice as a heparin antidote and recently used in gene therapy. However, HB causes various complications such as severe red blood cells (RBCs) aggregation and tissue damage. Herein, we have synthesized a water-soluble quaterphen[3]arene containing multiple sulfonate moieties (SQP3) as a novel macrocyclic neutralizer to reverse HB via direct host-guest complexation. SQP3 exhibited a robust binding affinity toward HB with a considerably high association constant of (4.73 ± 0.61) × 107 M-1. Co-dosed with 1 equiv of SQP3, HB-induced RBCs aggregation and blood coagulation could be effectively reversed. In vitro cellular assay verified that complexation of HB with SQP3 significantly decreased reactive oxygen species production, thereby suppressing cell apoptosis. In vivo neutralization efficacy studies demonstrated that HB/SQP3 was capable of alleviating related organic damage caused by HB and improving the survival rate of HB-treated mice from 20 to 100%.


Subject(s)
Macrocyclic Compounds , Animals , Mice , Humans , Macrocyclic Compounds/chemistry , Macrocyclic Compounds/pharmacology , Macrocyclic Compounds/chemical synthesis , Reactive Oxygen Species/metabolism , Apoptosis/drug effects , Erythrocyte Aggregation/drug effects , Sulfonic Acids/chemistry , Sulfonic Acids/pharmacology
2.
Molecules ; 29(11)2024 May 29.
Article in English | MEDLINE | ID: mdl-38893434

ABSTRACT

Lonicera macranthoides, the main source of traditional Chinese medicine Lonicerae Flos, is extensively cultivated in Southwest China. However, the quality of L. macranthoides produced in this region significantly varies due to its wide distribution and various cultivation breeds. Herein, 50 Lonicerae Flos samples derived from different breeds of L. macranthoides cultivated in Southwest China were collected for quality evaluation. Six organic acids and three saponin compounds were quantitatively analyzed using HPLC. Furthermore, the antioxidant activity of a portion of samples was conducted with 2,2'-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS) and 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical scavenging experiments. According to the quantitative results, all samples met the quality standards outlined in the Chinese Pharmacopoeia. The samples from Guizhou, whether derived from unopened or open wild-type breeds, exhibited high quality, while the wild-type samples showed relatively significant fluctuation in quality. The samples from Chongqing and Hunan demonstrated similar quality, whereas those from Sichuan exhibited relatively lower quality. These samples demonstrated significant abilities in clearing ABTS and DPPH radicals. The relationship between HPLC chromatograms and antioxidant activity, as elucidated by multivariate analysis, indicated that chlorogenic acid, isochlorogenic acid A, isochlorogenic acid B, and isochlorogenic acid C are active components and can serve as Q-markers for quality evaluation.


Subject(s)
Antioxidants , Lonicera , Chromatography, High Pressure Liquid/methods , Lonicera/chemistry , Antioxidants/chemistry , Antioxidants/pharmacology , Antioxidants/analysis , China , Picrates/chemistry , Picrates/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/chemistry , Sulfonic Acids/chemistry , Sulfonic Acids/antagonists & inhibitors , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/standards , Quality Control , Benzothiazoles/chemistry , Saponins/chemistry , Saponins/analysis , Plant Extracts
3.
Int J Mol Sci ; 25(11)2024 May 25.
Article in English | MEDLINE | ID: mdl-38891954

ABSTRACT

While research has identified several inhibitors of the main protease (Mpro) of SARS-CoV-2, a significant portion of these compounds exhibit reduced activity in the presence of reducing agents, raising concerns about their effectiveness in vivo. Furthermore, the conventional biosafety level 3 (BSL-3) for cellular assays using viral particles poses a limitation for the widespread evaluation of Mpro inhibitor efficacy in a cell-based assay. Here, we established a BSL-1 compatible cellular assay to evaluate the in vivo potential of Mpro inhibitors. This assay utilizes mammalian cells expressing a tagged Mpro construct containing N-terminal glutathione S-transferase (GST) and C-terminal hemagglutinin (HA) tags and monitors Mpro autodigestion. Using this method, GC376 and boceprevir effectively inhibited Mpro autodigestion, suggesting their potential in vivo activity. Conversely, carmofur and ebselen did not exhibit significant inhibitory effects in this assay. We further investigated the inhibitory potential of selenoneine on Mpro using this approach. Computational analyses of binding energies suggest that noncovalent interactions play a critical role in facilitating the covalent modification of the C145 residue, leading to Mpro inhibition. Our method is straightforward, cost-effective, and readily applicable in standard laboratories, making it accessible to researchers with varying levels of expertise in infectious diseases.


Subject(s)
Antiviral Agents , Azoles , Coronavirus 3C Proteases , Isoindoles , Organoselenium Compounds , Proline , SARS-CoV-2 , Antiviral Agents/pharmacology , Antiviral Agents/chemistry , Humans , SARS-CoV-2/drug effects , SARS-CoV-2/enzymology , Organoselenium Compounds/pharmacology , Organoselenium Compounds/chemistry , Isoindoles/pharmacology , Coronavirus 3C Proteases/antagonists & inhibitors , Coronavirus 3C Proteases/metabolism , Azoles/pharmacology , Azoles/chemistry , Proline/analogs & derivatives , Proline/pharmacology , Proline/chemistry , Molecular Docking Simulation , Protease Inhibitors/pharmacology , Protease Inhibitors/chemistry , COVID-19 Drug Treatment , COVID-19/virology , HEK293 Cells , Lactams , Leucine/analogs & derivatives , Sulfonic Acids
4.
Molecules ; 29(12)2024 Jun 09.
Article in English | MEDLINE | ID: mdl-38930818

ABSTRACT

This study prepared sulfonated Camellia oleifera shell biochar using Camellia oleifera shell agricultural waste as a carbon source, and evaluated its performance as a catalyst for preparing biodiesel. The biochar obtained from carbonizing Camellia oleifera shells at 500 °C for 2 h serves as the carbon skeleton, and then the biochar is sulfonated with chlorosulfonic acid. The sulfonic acid groups are mainly grafted onto the surface of Camellia oleifera shell biochar through covalent bonding to obtain sulfonic acid type biochar catalysts. The catalysts were characterized by Scanning Electron Microscope (SEM), X-ray diffraction (XRD), Nitrogen adsorption-desorption Brunel-Emmett-Taylor Theory (BET), and Fourier-transform infrared spectroscopy (FT-IR). The acid density of the sulfonated Camellia oleifera fruit shell biochar catalyst is 2.86 mmol/g, and the specific surface area is 2.67 m2/g, indicating high catalytic activity. The optimal reaction conditions are 4 wt% catalyst with a 6:1 alcohol to oil ratio. After esterification at 70 °C for 2 h, the yield of biodiesel was 91.4%. Under the optimal reaction conditions, after four repeated uses of the catalyst, the yield of biodiesel still reached 90%. Therefore, sulfonated Camellia oleifera shell biochar is a low-cost, green, non-homogeneous catalyst with great potential for biodiesel production by esterification reaction in future development.


Subject(s)
Biofuels , Camellia , Charcoal , Camellia/chemistry , Charcoal/chemistry , Catalysis , Sulfonic Acids/chemistry , Spectroscopy, Fourier Transform Infrared , Esterification , X-Ray Diffraction
5.
Chemosphere ; 360: 142360, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38761829

ABSTRACT

Per- and polyfluorinated alkyl substances (PFAS) can be added to food contact materials (FCM) to increase their water and/or grease repellent properties. Some well-known PFAS are perfluoroalkyl carboxylic acids (PFCA), perfluoroalkyl sulfonic acids (PFSA), and polyfluorinated telomer alcohols (FTOH). Due to the strength of the carbon-fluorine bond, PFAS are chemically very stable and highly resistant to biological degradation, posing a risk to human health and the environment. To examine the presence of PFAS in paper-based FCM, various samples were collected, including popcorn bags, muffin cups, and pizza boxes with high total organic fluorine (TOF) content from the Danish and Spanish markets. The FCM composition was characterised by FTIR. Quantification of some well-known PFAS such as PFCA, PFSA, and FTOH was performed in food simulants using LC-MS/MS, and in addition a non-targeted screening approach was performed by LC-Orbitrap-HRMS. Among analysed samples, the highest concentrations of PFAS were found in a muffin cup made of cellulose (PFCA âˆ¼ 1.41 µg kg-1 food, FTOH âˆ¼ 11.5 µg kg-1 food), and the results were used to estimate dietary exposures to PFAS migrated from this FCM. Compared to measured TOF value in this sample, the fluorine from all quantified PFAS accounted for only 0.6%. Thus, a more powerful analytical approach was used to further investigate PFAS occurrence in this sample. Using non-targeted screening, an additional twenty compounds were identified, among them five with confidence level 1 and ten with confidence level 2. Many of them were either fluorotelomer carboxylic acids or sulfonic acids or ether-containing compounds.


Subject(s)
Fluorocarbons , Food Contamination , Food Packaging , Fluorocarbons/analysis , Food Contamination/analysis , Tandem Mass Spectrometry , Chromatography, Liquid , Sulfonic Acids/analysis , Humans
6.
Environ Sci Technol ; 58(23): 10227-10239, 2024 Jun 11.
Article in English | MEDLINE | ID: mdl-38817092

ABSTRACT

Incidences of thyroid disease, which has long been hypothesized to be partially caused by exposure to thyroid hormone disrupting chemicals (TDCs), have rapidly increased in recent years. However, known TDCs can only explain a small portion (∼1%) of in vitro human transthyretin (hTTR) binding activities in environmental samples, indicating the existence of unknown hTTR ligands. In this study, we aimed to identify the major environmental hTTR ligands by employing protein Affinity Purification with Nontargeted Analysis (APNA). hTTR binding activities were detected in all 11 indoor dust and 9 out of 10 sewage sludge samples by the FITC-T4 displacement assay. By using APNA, 31 putative hTTR ligands were detected including perfluorooctanesulfonate (PFOS). Two of the most abundant ligands were identified as hydrocarbon surfactants (e.g., dodecyl benzenesulfonate). Moreover, another abundant ligand was surprisingly identified as a disulfonate fluorescent brightener, 4,4'-bis(2-sulfostyryl)biphenyl sodium (CBS). CBS was validated as a nM-affinity hTTR ligand with an IC50 of 345 nM. In total, hydrocarbon surfactants and fluorescent brighteners explain 1.92-17.0 and 5.74-54.3% of hTTR binding activities in dust and sludge samples, respectively, whereas PFOS only contributed <0.0001%. Our study revealed for the first time that hydrocarbon sulfonates are previously overlooked hTTR ligands in the environment.


Subject(s)
Prealbumin , Prealbumin/metabolism , Ligands , Humans , Hydrocarbons , Fluorocarbons , Alkanesulfonic Acids , Dust , Sulfonic Acids
7.
Nutrients ; 16(9)2024 Apr 25.
Article in English | MEDLINE | ID: mdl-38732526

ABSTRACT

Distillers' grains are rich in protein and constitute a high-quality source of various bioactive peptides. The purpose of this study is to identify novel bioactive peptides with α-glucosidase inhibitory, antioxidant, and insulin resistance-ameliorating effects from distiller's grains protein hydrolysate. Three novel peptides (YPLPR, AFEPLR, and NDPF) showed good potential bioactivities, and the YPLPR peptide had the strongest bioactivities, whose IC50 values towards α-glucosidase inhibition, radical scavenging rates of 2,2'-azino-bis (3-ethylbenzothiazoline-6- sulfonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) were about 5.31 mmol/L, 6.05 mmol/L, and 7.94 mmol/L, respectively. The glucose consumption of HepG2 cells treated with YPLPR increased significantly under insulin resistance condition. Moreover, the YPLPR peptide also had a good scavenging effect on intracellular reactive oxygen species (ROS) induced by H2O2 (the relative contents: 102.35% vs. 100%). Molecular docking results showed that these peptides could stably combine with α-glucosidase, ABTS, and DPPH free radicals, as well as related targets of the insulin signaling pathway through hydrogen bonding and van der Waals forces. This research presents a potentially valuable natural resource for reducing oxidative stress damage and regulating blood glucose in diabetes, thereby increasing the usage of distillers' grains peptides and boosting their economic worth.


Subject(s)
Antioxidants , Glycoside Hydrolase Inhibitors , Insulin Resistance , Molecular Docking Simulation , Peptides , Glycoside Hydrolase Inhibitors/pharmacology , Hep G2 Cells , Humans , Antioxidants/pharmacology , Peptides/pharmacology , Peptides/chemistry , Edible Grain , alpha-Glucosidases/metabolism , Protein Hydrolysates/pharmacology , Reactive Oxygen Species/metabolism , Hypoglycemic Agents/pharmacology , Computer Simulation , Insulin , Sulfonic Acids , Biphenyl Compounds , Picrates , Benzothiazoles
8.
Ecotoxicol Environ Saf ; 279: 116501, 2024 Jul 01.
Article in English | MEDLINE | ID: mdl-38805831

ABSTRACT

6:2 Chlorinated polyfluoroalkyl ether sulfonate (F-53B) is a new type of perfluorinated and polyfluoroalkyl substance (PFAS) that is used extensively in industry and manufacturing. F-53B causes damage to multiple mammalian organs. However, the impacts of F-53B on bone are unknown. Maternal exposure to F-53B is of particular concern because of the vulnerability of the developing fetus and newborn to contaminants from the mother. The goal of this study was to examine the impacts of maternal F-53B exposure on bone growth and development in offspring and to explore its underlying mechanisms. Herein, C57BL/6 J mice were given free access to deionized water containing 0, 0.57, or 5.7 mg/L F-53B during pregnancy and lactation. F-53B exposure resulted in impaired liver function, decreased IGF-1 secretion, dysregulation of bone metabolism and disruption of the dynamic balance between osteoblasts and osteoclasts in male offspring. F-53B inhibits longitudinal bone growth and development and causes osteoporosis in male offspring. F-53B may affect the growth and development of offspring bone via the IGF-1/OPG/RANKL/CTSK signaling pathway. This study provides new insights for the study of short stature and bone injury caused by F-53B.


Subject(s)
Bone Development , Lactation , Maternal Exposure , Mice, Inbred C57BL , Prenatal Exposure Delayed Effects , Animals , Female , Male , Pregnancy , Mice , Maternal Exposure/adverse effects , Bone Development/drug effects , Insulin-Like Growth Factor I/metabolism , Fluorocarbons/toxicity , Osteoprotegerin/metabolism , Osteoclasts/drug effects , Bone and Bones/drug effects , Osteoblasts/drug effects , Sulfonic Acids/toxicity
9.
Zhongguo Zhong Yao Za Zhi ; 49(9): 2468-2477, 2024 May.
Article in Chinese | MEDLINE | ID: mdl-38812146

ABSTRACT

In order to characterize and identify the chemical components in different parts of Artemisia argyi(roots, stems, leaves, and seeds), compounds with antioxidant activity were screened. In this study, ultra-performance liquid chromatography-2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt-quadrupole time-of-flight-tandem mass spectrometry(UPLC-ABTS-Q-TOF-MS) was used as an online combination technique. Poroshell 120 SB-Aq(3.0 mm×150 mm, 2.7 µm) was used as the column, and acetonitrile(A)-0.2% formic acid water(B) was adopted as the mobile phase to perform gradient elution and was scanned in positive and negative ion modes. MassLynx software was utilized, and combined with reference substances and related literature, the chemical components of different parts of A. argyi were identified and compared. The antioxidant active components were detected by using the online detection system, and the antioxidant activities of active components of different parts of A. argyi were compared and evaluated by scavenging efficiency. As a result, a total of 87 compounds were identified from extracts of different parts of A. argyi, and 38, 72, 85, and 33 components were identified from roots, stems, leaves, and seeds. 22 compounds with antioxidant activity were screened, and 14, 17, 20, and 11 compounds with antioxidant activity were identified from roots, stems, leaves, and seeds. The results show that there are certain differences in chemical components and antioxidant components of different parts of A. argyi, which provides data support for the resource utilization and further research and development of A. argyi.


Subject(s)
Antioxidants , Artemisia , Artemisia/chemistry , Antioxidants/chemistry , Antioxidants/analysis , Chromatography, High Pressure Liquid/methods , Tandem Mass Spectrometry/methods , Drugs, Chinese Herbal/chemistry , Plant Leaves/chemistry , Mass Spectrometry/methods , Sulfonic Acids/chemistry , Seeds/chemistry , Benzothiazoles/chemistry , Plant Roots/chemistry
10.
Chem Biodivers ; 21(6): e202400379, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38743034

ABSTRACT

Robusta coffee blossom honey stands as a key regional product in Dak Lak province, Vietnam. Despite its significance, there exists a dearth of scientific data for assessing its quality. This study aims to fill this gap by characterizing the physicochemical properties and biological activities of coffee blossom honeys from three distinct sub-regions within Dak Lak province, Vietnam. These activities include ferric reducing power (FRP), DPPH and ABTS radical scavenging, as well as tyrosinase inhibitory activities. Moreover, the study compares these honey samples with other popular varieties in Vietnam, such as Lychee and Longan honeys. The physicochemical parameters of the honey samples meet the standards set by Codex Alimentarius 2001. Through UPLC analysis, eleven compounds were identified, with caffeine serving as a marker for coffee honey. Furthermore, by employing multiple factor analysis (MFA), it was observed that certain physicochemical properties correlate positively with tyrosinase inhibitory, DPPH, ABTS free radicals scavenging activities, and FRP. Notably, tyrosinase inhibitory activity exhibited a positive correlation with antioxidant activity. These findings underscore the high quality of Coffea robusta honey, showcasing its potent antioxidant and tyrosinase inhibitory activities.


Subject(s)
Antioxidants , Enzyme Inhibitors , Honey , Monophenol Monooxygenase , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Benzothiazoles/antagonists & inhibitors , Benzothiazoles/chemistry , Biphenyl Compounds/antagonists & inhibitors , Coffee/chemistry , Enzyme Inhibitors/pharmacology , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/isolation & purification , Flowers/chemistry , Honey/analysis , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/metabolism , Picrates/antagonists & inhibitors , Sulfonic Acids/antagonists & inhibitors , Vietnam
11.
Int J Biol Macromol ; 271(Pt 1): 132502, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38768915

ABSTRACT

A series of sulfonate and sulfamate derivatives bearing benzofuran or benzothiophene scaffold exhibited potent inhibitory effect on urease enzyme. Most of the derivatives exhibited significantly higher potency than thiourea, the standard inhibitor. Compound 1s was identified as the most potent urease inhibitor with an IC50 value of 0.42 ± 0.08 µM, which is 53-fold more potent than thiourea, positive control (IC50 = 22.3 ± 0.031 µM). The docking results further revealed the binding interactions towards the urease active site. Phenotypic screening revealed that compounds 1c, 1d, 1e, 1f, 1j, 1n, and 1t exhibit high potency against H. pylori with MIC values ranging from 0.00625 to 0.05 mM and IC50 values ranging from 0.0031 to 0.0095 mM, much more potent than the positive control, acetohydroxamic acid (MIC and IC50 values were 12.5 and 7.38 mM, respectively). Additional studies were performed to investigate the toxicity of these compounds against the gastric epithelial cell line (AGS) and their selectivity profile against E. coli, and five Lactobacillus species representative of the gut microflora. Permeability characteristics of the most promising derivatives were investigated in Caco-2 cell line. The results indicate that the compounds could be targeted in the GIT only without systemic side effects.


Subject(s)
Anti-Bacterial Agents , Benzofurans , Enzyme Inhibitors , Helicobacter pylori , Molecular Docking Simulation , Sulfonic Acids , Thiophenes , Urease , Urease/antagonists & inhibitors , Urease/metabolism , Helicobacter pylori/drug effects , Helicobacter pylori/enzymology , Sulfonic Acids/chemistry , Sulfonic Acids/pharmacology , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Enzyme Inhibitors/pharmacology , Enzyme Inhibitors/chemistry , Benzofurans/chemistry , Benzofurans/pharmacology , Humans , Thiophenes/chemistry , Thiophenes/pharmacology , Drug Design , Helicobacter Infections/drug therapy , Helicobacter Infections/microbiology , Microbial Sensitivity Tests , Structure-Activity Relationship , Drug Discovery
12.
Food Chem ; 454: 139787, 2024 Oct 01.
Article in English | MEDLINE | ID: mdl-38795628

ABSTRACT

Cottonseed protein isolate (CPI) is a valuable agro-industrial waste with potential biotechnological applications. However, inadequate stability in water due to its characteristic hinders its widespread use. Therefore, a new sulfonation modification approach was developed to improve the amphiphilicity and structural flexibility of CPI. Structural characterizations confirmed the successful incorporation of sulfonate groups with structural and conformational changes. This significantly unfolded molecular-chain, and improved amphiphilicity, flexibility, and surface-hydrophobicity while reducing pI (5.1-1.7), and molecular-weight (5745-2089 g/mol). The modified samples exhibited improved emulsification with higher amounts of absorbed proteins on the droplet interface, smaller droplet size, and a higher zeta-potential. Additionally, they possessed good emulsification ability under acidic conditions. The nano-emulsions exhibited long-term stability (≥70 days) under different environmental conditions, with excellent fluidity. This study contributes to understanding sulfonation as a viable approach for improving protein properties, thus, opening up new possibilities for their application and maximizing their economic benefits.


Subject(s)
Emulsifying Agents , Hydrophobic and Hydrophilic Interactions , Emulsifying Agents/chemistry , Plant Proteins/chemistry , Emulsions/chemistry , Gossypium/chemistry , Protein Hydrolysates/chemistry , Particle Size , Molecular Weight , Sulfonic Acids/chemistry
13.
Chemosphere ; 361: 142446, 2024 Aug.
Article in English | MEDLINE | ID: mdl-38801907

ABSTRACT

The extensive use of poly- and per-fluoroalkyl substances (PFASs) has les to their widespread presence in the environment, raising concerns about potential toxicity. While certain PFASs of concern have been phased-out or banned, new PFASs continue to be produced. Two such substances are perfluoroethylcyclohexane sulphonate (PFECHS) and perfluorobutane sulphamide (FBSA), replacements of perfluoroctanesulphonic acid (PFOS) that have recently been detected in multiple environmental media around the globe. Despite PFASs generally occurring in the environment as mixtures, few data are available outlining the effects of PFAS mixtures. Therefore, this research investigated the interaction potential of binary and ternary mixtures of emerging and legacy PFASs. The immortalized rainbow trout gill cell line (RTgill-W1) was chosen as the experimental model to investigate two apical endpoints: cytotoxicity and phospholipidosis. RTgill-W1 cells were exposed for 24 h to each compound to obtain endpoint-specific effect concentrations (LCx; ECx). These values were then applied to formulate mixture predictions following the Loewes Additivity and Steel and Peckham methods. Based on cytotoxicity, relative potencies of individual compounds were: PFOS > PFECHS > FSBA. PFOS and PFECHS had nearly identical effects on phospholipidosis, while FSBA did not have any effects. Most mixtures had a synergistic effect on cytotoxicity, but the effect was both dose- and ratio-dependent. PFOS and PFECHS were additive at lower concentrations (LC10) and synergistic at higher concentrations (LC50; 3:1, 1:1, and 1:3). PFECHS and FSBA mixtures were synergistic at all doses and ratios (3:1, 1:1, 1:3), while FBSA and PFOS were mainly synergistic at higher concentrations and at ratios favouring PFOS (1:1, 1:3). Tertiary combinations were mainly synergistic. For phospholipidosis, mixtures were strictly additive. These results are strongly suggestive of synergism between emerging PFAS replacements and highlight that independent apical mechanisms of different PFASs could combine to induce unexpected toxicity. Considering that emerging replacements are continuing to increase in concentration in the environment, such mixture scenarios are also likely to continue to increase in probability.


Subject(s)
Fluorocarbons , Oncorhynchus mykiss , Water Pollutants, Chemical , Fluorocarbons/toxicity , Animals , Cell Line , Water Pollutants, Chemical/toxicity , Alkanesulfonic Acids/toxicity , Drug Synergism , Sulfonic Acids
14.
Talanta ; 276: 126282, 2024 Aug 15.
Article in English | MEDLINE | ID: mdl-38788382

ABSTRACT

Herein, spore@Cu-trimesic acid (TMA) biocomposites were prepared by self-assembling Cu-based metal-organic framework on the surface of Bacillus velezensis spores. The laccase-like activity of spore@Cu-TMA biocomposites was enhanced by 14.9 times compared with that of pure spores due to the reaction of Cu2+ ions with laccase on the spore surface and the microporous structure of Cu-TMA shell promoting material transport and increasing substrate accessibility. Spore@Cu-TMA rapidly oxidized and transformed 2,2'-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) into ABTS●+ without using H2O2. Under optimum conditions, the ABTS●+ could be stored for 21 days at 4 °C and 7 days at 37 °C without the addition of any stabilizers, allowing for the large-scale preparation and long-term storage of ABTS●+. The ultrarobust stable ABTS●+ obtained with the use of Cu-TMA could effectively reduce the "back reaction" by preventing the leaching of the metabolites released by the spores. On the basis of these findings, a rapid, low-cost, and eco-friendly colorimetric platform was successfully developed for the detection of antioxidant capacity. Determination of antioxidant capacity for several antioxidants such as caffeic acid, glutathione, and Trolox revealed their corresponding limits of detection at 4.83, 8.89, and 7.39 nM, respectively, with linear ranges of 0.01-130, 0.01-140, and 0.01-180 µM, respectively. This study provides a facile way to prepare ultrarobust stable ABTS●+ and presents a potential application of spore@Cu-TMA biocomposites in food detection and bioanalysis.


Subject(s)
Antioxidants , Bacillus , Benzothiazoles , Copper , Spores, Bacterial , Sulfonic Acids , Copper/chemistry , Sulfonic Acids/chemistry , Benzothiazoles/chemistry , Antioxidants/chemistry , Antioxidants/analysis , Spores, Bacterial/chemistry , Bacillus/enzymology , Laccase/chemistry , Laccase/metabolism , Metal-Organic Frameworks/chemistry , Tricarboxylic Acids/chemistry
15.
Chemosphere ; 359: 142230, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38705412

ABSTRACT

This work studied the degradation reaction of sulfonated dyes, indigo carmine, phenol red, and their mixtures by non-thermal plasma (NTP). Interestingly, the degradation rate constant showed a faster process and lower activation energy (Ea) for the dye mixtures than for the degradation reaction of the individual dyes. This unexpected result opened up new opportunities for understanding plasma chemistry and the interaction between reactive species formed by the plasma and the target molecule. As no catalyst or chemical additive was added to the reactor, the decrease in Ea came from a self-synergistic effect (SSE), through the dye molecules fragmentation, which resulted in plasma catalysis. The hypothesis proposed in this work is that oxysulfur (SOx) species are formed by the desulfonation reaction of dyes. The sulfonic groups (SO3) present in the chemical structures of dyes can function as precursors for forming several SOx•- species. Studies based on oxygenated sulfonated species such as SO3•-, SO4•- and SO5•- have been widely applied in advanced oxidative and reductive processes due to their satisfactory efficiency and low cost. Among them, SO4•- is the key reactive species with the best performance in the degradation of pollutants due to its high oxidation potential (E° = 2.60 V). In addition, it is an alternative source of HO• in aqueous media, improving the oxidation reaction. In order to elucidate the SSE, the kinetic process was followed by UV-Vis analysis, and the reactive species, such as alkyl, hydroxyl, and oxy-sulfur radicals were identified by Electron Paramagnetic Resonance. The by-products of the NTP degradation reaction were analyzed by ultrafast liquid chromatography coupled with a mass spectrometer, and a fragmentation route was proposed.


Subject(s)
Coloring Agents , Plasma Gases , Coloring Agents/chemistry , Catalysis , Plasma Gases/chemistry , Oxidation-Reduction , Indigo Carmine/chemistry , Water Pollutants, Chemical/chemistry , Phenolsulfonphthalein/chemistry , Kinetics , Sulfonic Acids/chemistry
16.
Occup Environ Med ; 81(5): 266-276, 2024 Jun 03.
Article in English | MEDLINE | ID: mdl-38724253

ABSTRACT

We examined the association between mean birth weight (BW) differences and perfluorohexane sulfonate (PFHxS) exposure biomarkers.We fit a random effects model to estimate the overall pooled effect and for different strata based on biomarker sample timing and overall study confidence. We also conducted an analysis to examine the impact of a continuous measure of gestational age sample timing on the overall pooled effect.We detected a -7.9 g (95% CI -15.0 to -0.7; pQ=0.85; I2=0%) BW decrease per ln ng/mL PFHxS increase based on 27 studies. The 11 medium confidence studies (ß=-10.0 g; 95% CI -21.1 to 1.1) showed larger deficits than 12 high (ß=-6.8 g; 95% CI -16.3 to 2.8) and 4 low confidence studies (ß=-1.5 g; 95% CI -51.6 to 48.7). 10 studies with mid-pregnancy to late-pregnancy sampling periods showed smaller deficits (ß=-3.9 g; 95% CI -17.7 to 9.9) than 5 post-partum studies (ß=-28.3 g; 95% CI -69.3 to 12.7) and 12 early sampling studies (ß=-7.6 g; 95% CI -16.2 to 1.1). 6 of 12 studies with the earliest sampling timing showed results closer to the null.Overall, we detected a small but statistically significant BW deficit across 27 studies. We saw comparable BW deficit magnitudes in both the medium and high confidence studies as well as the early pregnancy group. Despite no definitive pattern by sample timing, larger deficits were seen in postpartum studies. We also saw results closer to the null for a subset of studies restricted to the earliest biomarker collection times. Serial pregnancy sampling, improved precision in gestational age estimates and more standardised reporting of sample variation and exposure units in future epidemiologic research may offer a greater understanding of the relationship between PFHxS on BW and any potential impact of pregnancy haemodynamics.


Subject(s)
Birth Weight , Fluorocarbons , Sulfonic Acids , Humans , Fluorocarbons/adverse effects , Female , Pregnancy , Gestational Age , Biomarkers , Infant, Newborn , Maternal Exposure/adverse effects , Maternal Exposure/statistics & numerical data
17.
Bioresour Technol ; 404: 130908, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38821422

ABSTRACT

Catalytic esterification of acid-rich coffee waste-derived bio-oil was performed using sulfonated metal oxide catalysts (Al2O3, MgO, ZrO2, and TiO2) and ethanol to produce fatty acid alkyl esters. The potential of the sulfonated catalysts for esterification decreased in the following order: Ti-SO4 > Zr-SO4 > Al-SO4 > Mg-SO4. Particularly, Ti-SO4 and Zr-SO4 resulted in 91.2 % (peak area %) and 85.2 % esters, respectively. This is attributed to the contributions of well-dispersed Brønsted acid sites created by -SO3H functional groups, additional Lewis acid sites formed by Ti and Zr oxides, and their appropriate pore size. Compared with HCl and H3PO4, the use of H2SO4 for TiO2 treatment significantly enhanced ester formation. When using Ti-SO4, increasing the catalyst-to-feedstock ratio (1/2 âˆ¼ 1/10) significantly increased the esters' selectivity (38.7 %∼94.7 %). Ethanol utilization caused a superior selectivity for esters than methanol, while the increasing temperature favored ester production. This study proposes an eco-friendly and practical method for biodiesel generation.


Subject(s)
Biofuels , Coffee , Esterification , Catalysis , Coffee/chemistry , Sulfonic Acids/chemistry , Waste Products , Esters/chemistry , Plant Oils/chemistry , Polyphenols
18.
Vet Q ; 44(1): 1-13, 2024 Dec.
Article in English | MEDLINE | ID: mdl-38712855

ABSTRACT

Feline infectious peritonitis (FIP) is a fatal illness caused by a mutated feline coronavirus (FCoV). This disease is characterized by its complexity, resulting from systemic infection, antibody-dependent enhancement (ADE), and challenges in accessing effective therapeutics. Extract derived from Vigna radiata (L.) R. Wilczek (VRE) exhibits various pharmacological effects, including antiviral activity. This study aimed to investigate the antiviral potential of VRE against FCoV, addressing the urgent need to advance the treatment of FIP. We explored the anti-FCoV activity, antiviral mechanism, and combinational application of VRE by means of in vitro antiviral assays. Our findings reveal that VRE effectively inhibited the cytopathic effect induced by FCoV, reduced viral proliferation, and downregulated spike protein expression. Moreover, VRE blocked FCoV in the early and late infection stages and was effective under in vitro ADE infection. Notably, when combined with VRE, the polymerase inhibitor GS-441524 or protease inhibitor GC376 suppressed FCoV more effectively than monotherapy. In conclusion, this study characterizes the antiviral property of VRE against FCoV in vitro, and VRE possesses therapeutic potential for FCoV treatment.


Subject(s)
Antiviral Agents , Coronavirus, Feline , Feline Infectious Peritonitis , Lactams , Leucine/analogs & derivatives , Plant Extracts , Sulfonic Acids , Vigna , Coronavirus, Feline/drug effects , Antiviral Agents/pharmacology , Animals , Plant Extracts/pharmacology , Cats , Feline Infectious Peritonitis/drug therapy , Feline Infectious Peritonitis/virology , Vigna/chemistry , Virus Replication/drug effects , Cell Line
19.
Int J Biol Macromol ; 269(Pt 2): 132145, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38723819

ABSTRACT

Sulfonated lignin-based dye dispersants have intensively attracted attention due to their low cost, renewability and abundant sources. However, their utilization is limited by the low content of sulfonic groups and high content of hydroxyl groups in their complex lignin structure, which results in various problems such as high reducing rate of dye, severe staining of the fibers and uneven dyeing. Here, the multi-site sulfonated lignin-based dispersants were prepared with high sulfonic group content (2.20 mmol/g) and low hydroxyl content (2.43 mmol/g). When using it as the dispersant, the dye uptake rate was improved from 69.23 % to 98.55 %, the reducing rate was decreased from 20.82 % to 2.03 %, the K/S value was reduced from 0.69 to 0.02, and the particle sizes in dye system before and after high temperature treatment were stabilized below 0.5 µm. Besides, the dispersion effect was significantly improved because no obvious separation between dye and water was observed even if without the assistance of grinding process. In short, the multi-site sulfonation method proposed in this work could remarkably improve the performances of the lignin-based dye dispersants, which would facilitate the development of the dye dispersion and the high value utilization of lignin.


Subject(s)
Coloring Agents , Lignin , Lignin/chemistry , Coloring Agents/chemistry , Sulfonic Acids/chemistry , Particle Size , Temperature
20.
Environ Int ; 187: 108727, 2024 May.
Article in English | MEDLINE | ID: mdl-38735074

ABSTRACT

BACKGROUND: There is inconclusive evidence for an association between per- and polyfluoroalkyl substances (PFAS) and fetal growth. OBJECTIVES: We conducted a nation-wide register-based cohort study to assess the associations of the estimated maternal exposure to the sum (PFAS4) of perfluorooctane sulfonic acid (PFOS), perfluorooctanoic acid (PFOA), perfluorononanoic acid (PFNA) and perfluorohexane sulfonic acid (PFHxS) with birthweight as well as risk of small- (SGA) and large-for-gestational-age (LGA). MATERIALS AND METHODS: We included all births in Sweden during 2012-2018 of mothers residing ≥ four years prior to partus in localities served by municipal drinking water where PFAS were measured in raw and drinking water. Using a one-compartment toxicokinetic model we estimated cumulative maternal blood levels of PFAS4 during pregnancy by linking residential history, municipal PFAS water concentration and year-specific background serum PFAS concentrations in Sweden. Individual birth outcomes and covariates were obtained via register linkage. Mean values and 95 % confidence intervals (CI) of ß coefficients and odds ratios (OR) were estimated by linear and logistic regressions, respectively. Quantile g-computation regression was conducted to assess the impact of PFAS4 mixture. RESULTS: Among the 248,804 singleton newborns included, no overall association was observed for PFAS4 and birthweight or SGA. However, an association was seen for LGA, multivariable-adjusted OR 1.08 (95% CI: 1.01-1.16) when comparing the highest PFAS4 quartile to the lowest. These associations remained for mixture effect approach where all PFAS, except for PFOA, contributed with a positive weight. DISCUSSIONS: We observed an association of the sum of PFAS4 - especially PFOS - with increased risk of LGA, but not with SGA or birthweight. The limitations linked to the exposure assessment still require caution in the interpretation.


Subject(s)
Alkanesulfonic Acids , Birth Weight , Caprylates , Drinking Water , Fetal Development , Fluorocarbons , Maternal Exposure , Water Pollutants, Chemical , Fluorocarbons/blood , Fluorocarbons/analysis , Humans , Drinking Water/chemistry , Female , Sweden , Water Pollutants, Chemical/analysis , Water Pollutants, Chemical/blood , Pregnancy , Adult , Alkanesulfonic Acids/blood , Maternal Exposure/statistics & numerical data , Fetal Development/drug effects , Birth Weight/drug effects , Caprylates/blood , Infant, Newborn , Cohort Studies , Sulfonic Acids/blood , Registries , Male , Infant, Small for Gestational Age , Young Adult
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