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BACKGROUND: Mitochondrial myopathies (MMs) are a group of multi-system diseases caused by abnormalities in mitochondrial DNA (mtDNA) or mutations of nuclear DNA (nDNA). The diagnosis of mitochondrial myopathy (MM) is reliant on the combination of history and physical examination, muscle biopsy, histochemical studies, and next-generation sequencing. Patients with MMs have diverse clinical manifestations. In the contemporary literature, there is a paucity of reports on cardiac structure and function in this rare disease. We report a Chinese man with MM accompanied with both acute right heart failure and left ventricular hypertrophy. CASE PRESENTATION: A 49-year-old man presented with clinical features suggestive of MM, i.e., ophthalmoparesis, weakness of the pharyngeal and extremity muscles, and respiratory muscles which gradually progressed to respiratory insufficiency. He had a family history of mitochondrial myopathy. He had increased levels of serum creatine kinase and lactate. Muscle biopsy of left lateral thigh revealed 8% ragged red fibers (RRF) and 42% COX-negative fibers. Gene sequencing revealed a novel heterozygote TK2 variant (NM_001172644: c.584T>C, p.Leu195Pro) and another heterozygous variant (NM_004614.4:c.156+958G>A; rs1965661603) in the intron of TK2 gene. Based on these findings, we diagnosed the patient as a case of MM. Echocardiography revealed right heart enlargement, pulmonary hypertension, left ventricular hypertrophy, and thickening of the main pulmonary artery and its branches. The patient received non-invasive ventilation and coenzyme Q10 (CoQ10). The cardiac structure and function were restored at 1-month follow-up. CONCLUSIONS: This is the first report of reversible cardiac function impairment and left ventricular hypertrophy in a case of adult-onset MM, nocturnal hypoxia is a potential mechanism for left ventricular hypertrophy in patients with MM.
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Hipertrofia Ventricular Izquierda , Miopatías Mitocondriales , Adulto , Masculino , Humanos , Persona de Mediana Edad , Hipertrofia Ventricular Izquierda/diagnóstico por imagen , Hipertrofia Ventricular Izquierda/genética , Pueblos del Este de Asia , Corazón , Miopatías Mitocondriales/complicaciones , Miopatías Mitocondriales/diagnóstico , Miopatías Mitocondriales/genética , CardiomegaliaRESUMEN
The distribution of As, Cd, Cr, Cu, Hg, Ni, Pb, and Zn and their fraction characteristics (except Hg) were investigated in surface sediments of the Mwanza Gulf, Lake Victoria. The ecological risks, bioavailability, and mobility of the metals were also evaluated by using enrichment factor (EF), contamination factor (Cf), geo-accumulation index (Igeo), potential ecological risk index (RI), risk assessment code (RAC), individual contamination factor (ICF), and global contamination factor (GCF). Results showed that there were moderate accumulations of heavy metals in sediments from the southern part of the gulf. The mean Cf of heavy metals ranged from 1.19 (Ni) to 2.85 (Hg) suggesting moderate contamination of heavy metals in the sediments while Igeo results showed that the sediments are mainly contaminated by As, Cr, and Hg. The average potential ecological risk of heavy metals in sediments of the Mwanza Gulf is at moderate level (RI 205.49). Hg and Cd posed considerable or moderated risks with mean ecological risk of 114.18 and 44.16, which accounted for 51.08% and 21.54% of the total RI, respectively. High bioavailability and mobility of heavy metals were found in sediments near Mwanza city, particularly Zn and Cd, of which the bioavailability risks were at medium to high levels. Given the biological and environmental importance of the Mwanza Gulf and Lake Victoria, emission paths and bioaccumulation of heavy metals through food webs should be studied carefully to ensure the safety of food and the health and well-being of humans.
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Mercurio , Metales Pesados , Contaminantes Químicos del Agua , Cadmio , China , Monitoreo del Ambiente/métodos , Sedimentos Geológicos , Humanos , Lagos , Metales Pesados/análisis , Medición de Riesgo , Tanzanía , Contaminantes Químicos del Agua/análisisRESUMEN
The benefits and common complications of cranioplasty are often mentioned, but fatal complications are rarely documented. Here, the authors report a patient of intracranial hemorrhage and death after cranioplasty and discussed the possible mechanism. A 42-year-old man was admitted with the diagnosis of massive cerebral infarction in left fronto-temporo- parietal lobe, emergency surgery for decompressive large craniotomy and Encephalo-Myo-Synangiosis were performed. One year after surgery, cranioplasty was performed using a titanium mesh plate. Intraoperative cerebrospinal fluid leakage was occurred and dura mater was repaired using pieces of silk. During the postoperative anesthesia emergence, the patient had epileptic seizures and did not wake after surgery. The authors also observed about 150âmL bloody cerebrospinal fluid (CSF) in the subcutaneous vacuum drainage system within 2 hours. Emergency computed tomography of the brain showed epidural, subdural, subarachnoid hemorrhages in the postischemic area, the middle line left, and the brain stem swelling. The patient's family refused to immediately remove the titanium mesh plate. Finally, nonoperative treatment is invalid and the patient's neurological condition did not recover and he died 3 days after the surgery. In the authors' mind, patients with previous massive cerebral infarction and Encephalo-Myo-Synangiosis undergoing cranioplasty might be at heightened risk of a fatal event than other cranioplasty. Therefore, the patients should be paid more attention to prevent and treat the fatal complications.
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Infarto Encefálico/cirugía , Hemorragias Intracraneales , Procedimientos Neuroquirúrgicos/efectos adversos , Complicaciones Posoperatorias , Adulto , Craniectomía Descompresiva , Resultado Fatal , Humanos , MasculinoRESUMEN
In the present study, nontargeted metabolomics was used to screen the phenolic and polyhydroxy compounds in pepper products. A total of 186 phenolic and polyhydroxy compounds, including anthocyanins, proanthocyanidins, catechin derivatives, flavanones, flavones, flavonols, isoflavones and 3-O-p-coumaroyl quinic acid O-hexoside, quinic acid (polyhydroxy compounds), etc. For the selected 50 types of phenolic compound, except malvidin 3,5-diglucoside (malvin), l-epicatechin and 4'-hydroxy-5,7-dimethoxyflavanone, other compound contents were present in high contents in freeze-dried pepper berries, and pinocembrin was relatively abundant in two kinds of pepper products. The score plots of principal component analysis indicated that the pepper samples can be classified into four groups on the basis of the type pepper processing. This study provided a comprehensive profile of the phenolic and polyhydroxy compounds of different pepper products and partly clarified the factors responsible for different metabolite profiles in ongoing studies and the changes of phenolic compounds for the browning mechanism of black pepper.
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Ácidos Carboxílicos/metabolismo , Metabolómica/métodos , Fenoles/metabolismo , Piper nigrum/metabolismo , Espectrometría de Masas en Tándem/métodos , Cromatografía Liquida , Metaboloma , Extractos Vegetales/química , Análisis de Componente PrincipalRESUMEN
Black pepper (Piper nigrum L.) is the most widely used spice in the world. Blackening is considered to be beneficial and important in the processing of black pepper because it contributes to its color and flavor. The purpose of this paper is to investigate polyphenol oxidation as well as the chlorophyll and vitamin C (VC) degradation in the blackening of Piper nigrum L. Black pepper was produced by four methods, and changes in polyphenols, chlorophyll and VC were studied by high performance liquid chromatography (HPLC) and ultraviolet-visible and visible (UV-Vis) spectrophotometry. The results show that polyphenol oxidase activity significantly decreased during the preparation of black pepper, and the concentrations of phenolic compounds, VC, and chlorophyll a and b also significantly decreased. Polyphenol oxidation and chlorophyll and VC degradation contribute to the blackening. A crude extract of phenolic compounds from black pepper was prepared by the system solvent method. The greater the polarity of the extraction solvent, the higher the extraction rates of the phenolic compounds and the total phenol content. Pepper phenolic compounds were analyzed by HPLC analysis.
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Ácido Ascórbico/metabolismo , Clorofila/metabolismo , Piper nigrum/metabolismo , Polifenoles/metabolismo , Catecol Oxidasa/metabolismo , Color , Oxidación-Reducción , Extractos Vegetales/aislamiento & purificación , EspeciasRESUMEN
BACKGROUND: Arabica coffee is a sub-tropical agricultural product in China. Coffee undergoes a series of thermal reactions to form abundant volatile profiles after roasting, so it loses a lot of reducing sugars and amino acids. Adding carbonyl compounds with amino acids before roasting could ensure the nutrition and flavour of coffee. The technology is versatile for the development of coffee roasting process. This investigation evaluates the effects of combining maltose and lysine (Lys) to modify coffee aroma and the possibly related mechanisms. Arabica coffee was pretreated with a series of solvent ratios of maltose and Lys with an identical concentration (0.25 mol L-1 ) before microwave heating. RESULTS: It was found that the combination of maltose and Lys significantly (P ≤ 0.05) influenced quality indices of coffee (pH and browning degree). Ninety-six aromatic volatiles have been isolated and identified. Twelve volatile profiles revealed the relationship between fragrance difference and compound content in coffee. Moreover, coffee aroma was modified by a large number of volatiles with different chemical classes and character. CONCLUSION: Thus, our results suggest that the combination of reagents changed overall aroma quality through a series of complex thermal reactions, especially the ratio of Lys/maltose over 2:1. © 2017 Society of Chemical Industry.
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Coffea/química , Café/química , Aditivos Alimentarios/análisis , Manipulación de Alimentos/métodos , Lisina/análisis , Maltosa/análisis , Compuestos Orgánicos Volátiles/química , Culinaria , Nariz Electrónica , Cromatografía de Gases y Espectrometría de Masas , Calor , Odorantes/análisis , Semillas/químicaRESUMEN
One type of biosorbents, brewer fermentation industry waste yeast, was developed to adsorb the Ag (I) in aqueous solution. The result of FTIR analysis of waste yeast indicated that the ion exchange, chelating and reduction were the main binding mechanisms between the silver ions and the binding sites on the surface of the biomass. Furthermore, TEM, XRD and XPS results suggested that Ag(0) nanoparticles were deposited on the surface of yeast. The kinetic experiments revealed that sorption equilibrium could reach within 60 min, and the removal efficiency of Ag (I) could be still over 93 % when the initial concentration of Ag (I) was below 100 mg/L. Thermodynamic parameters of the adsorption process (ΔG, ΔH and ΔS) identified that the adsorption was a spontaneous and exothermic process. The waste yeast, playing a significant role in the adsorption of the silver ions, is useful to fast adsorb Ag (I) from low concentration.
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Plata/metabolismo , Levaduras/metabolismo , Adsorción , Concentración de Iones de Hidrógeno , Cinética , Microscopía Electrónica de Transmisión , Soluciones , Espectroscopía Infrarroja por Transformada de Fourier , Termodinámica , AguaRESUMEN
Colonizing Bacillus in vanilla (Vanilla planifolia Andrews) beans is involved in glucovanillin hydrolysis and vanillin formation during conventional curing. The flavor profiles of vanilla beans under Bacillus-assisted curing were analyzed through gas chromatography-mass spectrometry, electronic nose, and quantitative sensory analysis. The flavor profiles were analytically compared among the vanilla beans under Bacillus-assisted curing, conventional curing, and non-microorganism-assisted curing. Vanilla beans added with Bacillus vanillea XY18 and Bacillus subtilis XY20 contained higher vanillin (3.58%±0.05% and 3.48%±0.10%, respectively) than vanilla beans that underwent non-microorganism-assisted curing and conventional curing (3.09%±0.14% and 3.21%±0.15%, respectively). Forty-two volatiles were identified from endogenous vanilla metabolism. Five other compounds were identified from exogenous Bacillus metabolism. Electronic nose data confirmed that vanilla flavors produced through the different curing processes were easily distinguished. Quantitative sensory analysis confirmed that Bacillus-assisted curing increased vanillin production without generating any unpleasant sensory attribute. Partial least squares regression further provided a correlation model of different measurements. Overall, we comparatively analyzed the flavor profiles of vanilla beans under Bacillus-assisted curing, indirectly demonstrated the mechanism of vanilla flavor formation by microbes.
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Benzaldehídos/análisis , Aromatizantes/análisis , Semillas/química , Vanilla/química , Compuestos Orgánicos Volátiles/análisis , Bacillus/metabolismo , Bacillus subtilis/metabolismo , Nariz Electrónica , Tecnología de Alimentos/métodos , Cromatografía de Gases y Espectrometría de Masas , Humanos , Hidrólisis , Olfato/fisiologíaRESUMEN
Vanilla (Vanilla planifolia Andrews) is a valuable orchid spice cultivated for its highly priced beans. Vanilla has been planted in Hainan province of China via cutting propagation for about 40 years. The yield has been decreasing annually for the past ten years due to pod numbers declining significantly even though it seems to grow normally without disease symptoms, while the reason is still unknown. In this study, we found that Cymbidium mosaic virus (CymMV), one of the most devastating viruses causing losses in the vanilla industry, massively presented within the pods and leaves of vanilla plants, so the virus infecting the vanilla seems to be a highly probable hypothesis of the main contributions to low yield via decreasing the number of pods. This represents the first speculation of CymMV possibly affecting the yield of vanilla in China, indicating the important role of virus elimination in restoring high yield in vanilla. This research can also serve as a warning to important economic crops that rely on cuttings for propagation, demonstrating that regular virus elimination is very important for these economically propagated crops through cuttings.
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The asymmetric nitro-Mannich reaction of N-phosphoryl imines with α-substituted nitroacetates was performed by using cinchona alkaloid thioureas as organocatalysts in toluene at -20 °C. The present method was highly tolerable to functionalized N-phosphoryl imines and provided a reliable synthetic route to obtain the corresponding ß-nitro ethylphosphoramidates with adjacent quaternary and tertiary chiral centers in high yield (up to 86%) and high enantiostereoselectivity (up to 99% ee) and diastereoselectivity (up to 99 : 1, anti-selectivity).
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Acetatos/química , Alcaloides de Cinchona/química , Iminas/síntesis química , Tiourea/química , Catálisis , Cristalografía por Rayos X , Iminas/química , Modelos Moleculares , Estructura Molecular , EstereoisomerismoRESUMEN
Object detection is an intermediate link for remote sensing image processing, which is an important guarantee of remote sensing application and services aspects. In view of the characteristics of remotely sensed imagery in frequency domain, a novel object detection algorithm based on spectral space transformation was proposed in the present paper. Firstly, the Fourier transformation method was applied to transform the image in spatial domain into frequency domain. Secondly, the wedge-shaped sample and overlay analysis methods for frequency energy were used to decompose signal into different frequency spectrum zones, and the center frequency values of object's features were acquired as detection marks in frequency domain. Finally, object information was detected with the matched Gabor filters which have direction and frequency selectivity. The results indicate that the proposed algorithm here performs better and it has good detection capability in specific direction as well.
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Chemical component of Hainan green coffee beans was analyzed with solid phase microextraction-gas chromatography-mass spectrometry, and the discrepancy between two green coffee beans was differentiated through the spectrum database retrieval and retention index of compound characterization. The experimental results show that: the chemical composition of Wanning coffee beans and Chengmai coffee beans is basically the same. The quantity of analyzed compound in Wanning area coffee is 91, and in Chengmai area coffee is 106, the quantity of the same compound is 66, and the percent of the same component is 75.52%. The same compounds accounted for 89.86% of the total content of Wanning area coffee, and accounted for 85.70% of the total content of Chengmai area coffee.
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Café/química , Cromatografía de Gases y Espectrometría de Masas/métodos , Compuestos Orgánicos Volátiles/análisis , China , Microextracción en Fase Sólida/métodosRESUMEN
Activated carbon fiber (ACF) has received increasing attention as an adsorbent due to its excellent surface properties. However, the adsorption mechanism of ACF for micropollutants, especially those in ionic forms, has not been sufficiently characterized to date. Therefore, the adsorption property of ACF was characterized using isotherm experiments and linear free energy relationship (LFER). For the experiments, adsorption affinities of thirty-five chemicals, i.e., pharmaceuticals and endocrine-disrupting chemicals, on ACF were estimated. Afterward, the adsorption affinities were used as dependent variables to build the LFER modeling. Finally, three isolated models for each chemical species, i.e., cations, anions, and neutrals, and a comprehensive model for the whole dataset were developed. The LFER results revealed that the models for anionic and neutral compounds have high predictabilities in R2 of 0.97 and 0.96, respectively, while that for cations has a slightly lower R2 of 0.72. In the comprehensive model including cationic, anionic, and neutral compounds, the accuracy of it is 0.81. From the developed LFER model based on the whole dataset, the adsorption mechanisms of ACF for the selected substances could be interpreted, in which the terms of hydrophobic interaction, hydrogen bonding basicity, and anionic Coulombic force of the compounds were identified as the predominant interactions with ACF.
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Disruptores Endocrinos , Contaminantes Químicos del Agua , Carbón Orgánico , Adsorción , Fibra de Carbono , Cationes/química , Preparaciones Farmacéuticas , Contaminantes Químicos del Agua/químicaRESUMEN
In this study, visible-light-driven carbon self-doped graphitic carbon nitride photocatalyst was fabricated by a facile method with urea and ammonium citrate, and used for photodegradation of bisphenol A (BPA) in the aqueous environment. The experiments indicated that the prepared photocatalyst (C0.02CN) showed high catalytic activity, and 96.0%, 93.2%, and 95.5% BPA could be photodegraded in 150 min under pH 3, 6, and 11, respectively. The photocatalytic degradation rate (0.018 min-1) and mineralization (27.6%) of C0.02CN for BPA were about 6.7 and 3.5 times higher than those of the g-C3N4 (0.0027 min-1, 7.87%), respectively. C0.02CN had high reusability with a photodegradation efficiency of 84.5% for BPA after 3 cycles. Moreover, C0.02CN introduced additional carbon atoms, which generated C-O-C bonds in the g-C3N4 lattice. In contrast to g-C3N4, carbon doping enhanced the visible light absorption range of C0.02CN, reduced its band gap, and improved the separation efficiency of photogenerated electron-hole pairs. Radical quenching experiment and ESR results revealed that superoxide radicals (â¢O2-) and photogenerated holes (h+) acted as important parts in the high photodegradation activity under visible light irradiation. This work puts forward a one-pot strategy for the preparation of carbon self-doped g-C3N4, displacing the high-energy consuming and complicated preparation technology with promising industrial applications.
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Carbono , Luz , Fenoles/química , Compuestos de Bencidrilo/químicaRESUMEN
In this study, the yield, content of piperine, and antioxidant activity of pepper oleoresin obtained with the methods of maceration, ultrasound-assisted extraction (UAE), microwave-assisted extraction (MAE), and ultrasound-MAE (UMAE) were analyzed, and the microstructure of pepper residue was observed. For the yield and piperine content, the UMAE method had the best extraction capacity among the four methods. While, the oleoresin obtained with maceration had the highest total phenolic content, and the antioxidant activity of the oleoresin obtained by maceration was higher than that of the extracts acquired by UAE, MAE, and UMAE, and a high positive correlation was observed between the antioxidant activity and total phenolic content of the oleoresin obtained by these extraction methods. The ideal parameters for UMAE were an 80-mesh particle size and a 1 g/10 mL solid-liquid ratio. The kinetic parameters and models of the UMAE extraction process were also compared using first- and second-order models. The second-order kinetic equation with the lowest root mean square deviation and highest adjusted correlation coefficient proved to be more suitable for describing the extraction kinetics of pepper oleoresin. This study showed that UMAE is a fast, efficient, and cost-effective technique for the extraction of green pepper oleoresin.
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The effects of cholamine, a raw material for synthesis of some active lipids, are unknown in poultry. To address this, 180 52-wk-old Hyline laying hens were randomly divided into 3 groups (20 replicates per group with three hens per replicate). The control group and the treatment groups (treatment 1 and 2) were fed basal diet and the diet supplemented with 500 or 1,000 mg of cholamine per kilogram of the diet for 35 d, respectively. The data showed that supplementary cholamine significantly lowered egg production, daily feed intake, serum high-density lipoprotein cholesterol level, liver index, and the percentages of C15:0 and C20:0 in fatty acid composition of liver, significantly elevated hepatic triglyceride content, the ratio of villus height to crypt depth (P < 0.05), and the percentage of C18:2n-6 and the ratio of n-6 to n-3 polyunsaturated fatty acids in liver fat (P < 0.10). Moreover, supplementary cholamine altered the relative abundance of some intestinal bacteria with a decrease in the alpha biodiversity (P < 0.10). Additionally, transcriptome analysis on the livers of the treatment vs. the control groups identified 1,151 up- and 914 down-regulated differentially expressed genes (DEGs), and pathway analysis revealed that the suppressed Notch signaling pathway and the enhanced Oxidative phosphorylation pathway were enriched with DEGs. Particularly, fat absorption, transport and oxidative phosphorylation-related DEGs (e.g., FABP1, APOA4, and PCK1) were significantly induced, but fatty acid synthesis, and lipid package and secretion-related DEGs (e.g., FASN, SCD, and MTTP) were not. In conclusion, supplementary cholamine may lower egg production by promoting hepatic lipid deposition and reducing abundances of beneficial intestinal bacteria and microfloral biodiversity in laying hens.
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Hígado Graso , Microbioma Gastrointestinal , Alimentación Animal/análisis , Animales , Pollos/metabolismo , Colesterol/metabolismo , Dieta/veterinaria , Suplementos Dietéticos/análisis , Ácidos Grasos/análisis , Ácidos Grasos Insaturados/metabolismo , Hígado Graso/veterinaria , Femenino , Lipoproteínas HDL/metabolismo , Triglicéridos/metabolismo , Compuestos de TrimetilamonioRESUMEN
Tanzania is the only country bordering all three transboundary East African Great Lakes, i.e., Lake Victoria, Lake Tanganyika, and Lake Nyasa (Lake Malawi). This study investigated the spatiotemporal variability of basic physicochemical parameters of nearshore surface waters in Mwanza Gulf (Lake Victoria), Kigoma Bay (Lake Tanganyika), and Wissmann Bay (Lake Nyasa). Water quality was evaluated using the water quality index (WQI) method. Results showed that N and P nutrient pollution was relatively severe in central and southern parts of Mwanza Gulf owing to external agricultural emissions and internal release associated with physically disturbed sediment resuspension. External inputs from inflowing surface runoffs from the city of Mwanza typically enhanced N loading in northern parts of the gulf during the rainy season. Poor water quality was found in central and southern parts of Mwanza Gulf, especially in the rainy season. Algal blooms and NH4+-N (total P and total N) were the main factors driving water quality degradation in the rainy (dry) season. Kigoma Bay and Wissmann Bay both had good water quality, except in river mouth areas in Lake Nyasa during the rainy season. The degradation in water quality was caused primarily by increased land-based nutrient and turbidity inputs. To respond to challenges associated with climate change and local socioeconomic development, long-term monitoring of the lacustrine environment and systematic limnological studies will be required, not only in the three bays but also more widely throughout the three lakes and their basins.
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Lagos , Calidad del Agua , China , Monitoreo del Ambiente , Eutrofización , Nitrógeno/análisis , Fósforo/análisis , TanzaníaRESUMEN
Background: Despite recanalization, some of the patients undergoing endovascular thrombectomy (EVT) still suffer from unfavorable outcomes. Patients with poor prognoses are often accompanied by acidosis in arterial blood gas (ABG) testing. We, therefore, explored the ABG testing results in the early phase of recanalization and analyzed their association with poor prognosis. Patients and methods: We identified all patients with ischemic stroke and successful endovascular recanalization for anterior circulation vessel occlusion between June 2019 and May 2022. ABG testing was performed in all patients within 0-30 min and 8 h after endovascular therapy. We investigated the relationship between the ABG testing results with symptomatic intracerebral hemorrhage (sICH), hemicraniectomy, and mortality. Results: A total of 123 patients with stroke after endovascular thrombectomy were analyzed. Of those, eight (6.5%) patients had postinterventional sICH. Acidosis was associated with sICH. Decreased HCO 3 - levels and HCO 3 - levels at 8 h after EVT were independently related to a higher risk of sICH. Twelve (9.8%) patients underwent hemicraniectomy for postischemic malignant edema and similar results were found for hemicraniectomy. Increased lactate at 8 h after EVT and decreased HCO 3 - levels at 8 h after EVT were closely associated with hemicraniectomy. Twenty-two (17.9%) patients died within 3 months. Decreased HCO 3 - levels were independently related to mortality, as were decreased pH levels at 8 h after EVT and decreased HCO 3 - levels at 8 h after EVT. Conclusion: Acidosis is associated with clinical outcomes after endovascular therapy and may help to select patients with poor prognosis in the acute early phase of recanalization.
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By employing a cinchonine-based thiourea as catalyst, highly enantioselective Michael addition reactions of 2-hydroxy-1,4-naphthoquinone to ß,γ-unsaturated α-ketophosphonates were realized. The reaction afforded the corresponding ß-substituted carboxylates in excellent yields with high levels of enantioselectivities (94->99% ee) upon quenching the generated parent structures with DBU and MeOH as a second nucleophile.
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Based on different chiral diamine skeletons, a series of bifunctional primary amine-thiophosphoramides were synthesized and screened as the catalysts for the asymmetric Michael addition of acetone to both aromatic and aliphatic nitroolefins. Under the catalysis of a thiophosphoramide derived from 1,2-diphenylethane-1,2-diamine, the corresponding adducts were obtained in high yields (up to >99%) with excellent enantioselectivities (97-99% ee) under mild reaction conditions. Moreover, the catalyst could be recovered via simple phase separation and reused at least five times without any loss of both catalytic activity and stereocontrol.