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CRYSTAL GROWTH & DESIGN · 2016 · IF 4.425

Improving the Solubility and Bioavailability of Apixaban via Apixaban–Oxalic Acid Cocrystal

Yong Chen,Long Li,Jia Yao,Yu-Yu Ma,Jia-Mei Chen,Tong-Bu Lu

Apixaban (apx), with a trade name of Eliquis, is a highly selective and efficacious inhibitor of blood coagulation factor Xa. Apixaban has poor solubility in water (0.028 mg/mL at 24 °C) and a relatively low oral bioavailability (about 50% for a single 10 mg dose). The purpose of this study is to improve the solubility and consequently the oral bioavailability of apixaban via a cocrystal. A cocrystal of apixaban with oxalic acid (apx-oxa-H2O, 4:3:0.5) was successfully obtained and characterized. The structure of the cocrystal was determined by single-crystal X-ray diffraction. The solubility of the cocrystal in 0.1 M HCl (pH 1.0) and phosphate buffer of pH 6.8 was evaluated, and the results show the solubility values of the cocrystal are approximately 2.2 and 2.1 times as large as those of apixaban form N-1 (the marketed product), respectively. The pharmacokinetics in beagle dogs was also investigated, and the mean AUC0–24h of the cocrystal is approximately 2.7 times as large as that of apixaban form N-1, indicating that both solubility and bioavailability of apixaban can be improved via a cocrystal.

CAS / MDL: 144-62-7 75-89-8
研究领域: 药学 · 药物化学
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Royal Society Open Science · 2018 ·Vol. 5 ·期 6 · IF 2.504

Benzothiazole heterogeneous photodegradation in nano α-Fe2O3/oxalate system under UV light irradiation

Xiangyun Han,Xi Zhang,Lei Zhang,Mei Pan,Jinlong Yan

The photodegradation of benzothiazole (BTH) in wastewater with the coexistence of iron oxides and oxalic acid under UV light irradiation was investigated. Results revealed that an effective heterogeneous photo-Fenton-like system could be set up for BTH abatement in wastewater under UV irradiation without additional H2O2, and 88.1% BTH was removed with the addition of 2.0 mmol l−1 oxalic acid and 0.2 g l−1 α-Fe2O3 using a 500 W high-pressure mercury lamp (365 nm). The degradation of BTH in the photo-Fenton-like system followed the first-order kinetic model. The photoproduction of hydroxyl radicals (·OH) in different systems was determined by high-performance liquid chromatography. Identification of transformation products by using liquid chromatography coupled with high resolution tandem mass spectrometry provided information about six transformation products formed during the photodegradation of BTH. Further insight was obtained by monitoring concentrations of the sulfate ion (SO42−) and nitrate ion (NO3−), which demonstrated that the intermediate products of BTH could be decomposed ultimately. Based on the results, the potential photodegradation pathway of BTH was also proposed.

CAS / MDL: 144-62-7
研究领域: 环境科学 · 化学工程
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Cells · 2024 ·Vol. 13 ·期 24 ·2070 · IF 5.1

Comparison of Endoplasmic Reticulum Stress and Pyroptosis Induced by Pathogenic Calcium Oxalate Monohydrate and Physiologic Calcium Oxalate Dihydrate Crystals in HK-2 Cells: Insights into Kidney Stone Formation

Wei-Jian Nong,Xin-Yi Tong,Jian-Ming Ouyang

Endoplasmic reticulum stress (ERS) can activate pyroptosis through CHOP and TXNIP; however, the correlation between this process and the formation of kidney stones has not been reported. The purpose is to investigate the effects of calcium oxalate monohydrate (COM) and calcium oxalate dihydrate (COD) on ERS and pyroptosis in HK-2 cells and to explore the formation mechanism of calcium oxalate stones. HK-2 cells were injured by 3 μm COM and COD. COM and COD significantly upregulated the expression levels of GRP78, CHOP, TXNIP, and pyroptosis-related proteins (NLRP3, caspase-1, GSDMD-N, and IL-1β). Fluorescence colocalization revealed that COM induced pyroptosis by inducing the interaction between TXNIP and NLRP3. Both COM and COD crystals can induce ERS and pyroptosis in HK-2 cells. COM induces the interaction with NLRP3 by the upregulation of CHOP and TXNIP and then promotes pyroptosis, while COD only promotes pyroptosis by the upregulation of CHOP. The cytotoxicity and the ability of COM to promote crystal adhesion and aggregation are higher than COD, suggesting that COM is more dangerous for calcium oxalate kidney stone formation.

研究领域: 细胞生物学 · 肾脏病学 · 泌尿科学 · 分子生物学 · 病理学
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ACS Sustainable Chemistry & Engineering · 2019 · IF 6.97

The Role of Oxalic Acid in the Leaching System for Recovering Indium from Waste Liquid Crystal Display Panels

Jiaying Cui,Nengwu Zhu,Deliang Luo,Yao Li,Pingxiao Wu,Zhi Dang,Xuan Hu

In this study, oxalic acid showed better performance than inorganic acid in the indium leaching system from waste liquid crystal displays. The In3+ leaching efficiency with the powder dosage of 50 g/L came up to 100% within 45 min, using 0.5 M oxalic acid and stewing at 70 °C. Ultrasonic cavitation can improve the powder dosage. Combined with the substance analysis using ICP, XPS, SEM, and XRD, In2O3 dissolution depended on the distributive H+ concentration. Metal hydrolysis was a general negative phenomenon for ions loss in an acid leaching system. According to the Arrhenius model, the apparent activation energy for the indium leaching reaction was 43.622 kJ/mol, indicating that the indium leaching rate was mainly affected by the ion diffusion process through the solid–liquid interface and the chemical reaction process. Oxalic acid can maintain an appropriate H+ concentration to reduce the acid consumption from nontarget substances to relieve the powder surface corrosion for reuse and to inhibit metal hydrolysis, and its C2O42– ions also could precipitate some metal impurities such as Ca2+ and Sr2+ in the leachate.

CAS / MDL: 144-62-7
研究领域: 环境科学 · 材料科学
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INDUSTRIAL CROPS AND PRODUCTS · 2022 · IF 6.449

Synergistic effects of peracetic acid and oxalic acid on structural transformation of eucalyptus and its conversion

Jingshun Zhuang,Chao Liu,Yuanyuan Xia,Youming Li,Yi Hou,Chang Geun Yoo

Biomass pretreatment solvent plays an important role in the utilization of lignocellulosic feedstocks . In this study, the synergistic effects of peracetic acid and oxalic acid (PAO) were investigated as a pretreatment solvent for maximizing cellulose conversion as well as recovering biologically transformable lignin. The PAO pretreatment with 4.5% oxalic acid and 2.0% peracetic acid effectively fractionated lignin (85.4%) under a mild temperature (140 °C) and resulted in a high glucose release (758 mg/g biomass) from the pretreated eucalyptus . Also, the PAO pretreatment could fractionate and deconstruct lignin to low molecular weight (1231 g/mol) aromatics with 5.8% of β-O-4 linkages and a relatively uniform molecular weight distribution (PDI 1.3). The pretreatment using PAA and OA enhanced not only the hydrolysis of cellulose but also the recovery of biologically transformable lignin as a value-added coproduct for a successful biorefinery approach.

研究领域: 生物化学 · 生物质能 · 林业工程
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CHEMOSPHERE · 2023 · IF 8.8

Oxalate enhanced aniline degradation by goethite: Structural dependent activity, hydroxyl radicals generation and toxicity evaluation

Tianyuan Xu,Ting Chen,Zhenhua Chen,Yijun Cao,Yaowen Xing,Xiahui Gui

A photochemical system combining iron (hydr)oxides and oxalate (Ox) shows application prospects in wastewater treatment due to the abundance of reactive oxygen species (ROS) generation. Nevertheless, it is a challenge to the investigate photochemical activity of iron (hydr)oxides/Ox systems with varying structural properties. Herein, the photochemical behaviors of Ox on goethite (Gt) surface from the view of structural dependent activity, containment degradation, and ROS generation were explored in detail. Results confirmed that bidentate mononuclear was formed on Gt surface after complexing Ox. Combined with density functional theory calculation and pH time evolution during aniline degradation, the photochemical activity of the Gt/Ox system fell in between that of ferrihydrite/Ox and hematite/Ox systems. After irradiating 120 min visible light, 96.5% aniline was degraded by 1.0 mM Ox and 0.2 g/L Gt. The amount of •OH in vis/Gt/Ox system could be up to 309.3 μM and its generation was closely associated with Fe(II) while slightly affected by the generated H 2 O 2 . Moreover, as revealed by high-performance liquid chromatography with mass spectrometric and Ecological Structure Activity Relationships software, the toxicity of the intermediates of aniline degradation in the vis/Gt/Ox system towards fish and green algae increased first but then declined accompanied by the generation of non-toxic ring-opening products at the end of reaction. According to the findings in the presented study, it could be concluded that vis/Gt/Ox is a promising approach to wiping out aniline wastewater.

研究领域: 环境科学 · 化学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2024 · IF 8.1

Trace Ce(III) boosted acidic peroxone (O3/H2O2) process for efficient water treatment: Essential role of oxalic acid complexation

Jing Zhang,Dumeijin Gong,Zian Cheng,Chao Shan

The peroxone (O 3 /H 2 O 2 ) process has long suffered from inefficient performance for water decontamination at acidic pHs. Herein, we find the evident capability of trace Ce(III) to boost the acidic peroxone process. In contrast to the negligible degradation (∼6% in 60 min) of oxalic acid (OA) as a recalcitrant compound in the O 3 /H 2 O 2 system, efficient removal of OA (∼95 %) was achieved by introducing trace Ce(III) (0.30 µM). OA was identified as an effective ligand activating Ce(III) by forming the Ce(III)-OA complex, which served as the catalytic active component to accelerate the decomposition of O 3 and H 2 O 2 to produce •OH and promote the co-degradation of refractory pollutant atrazine and ibuprofen. The remarkable catalytic activity of trace Ce(III) for peroxone reaction resulted from the efficient interconversion of Ce(III/IV) relying on both the favorable electron transfer from the ternary Ce(III)-OA-hydroperoxo complex to O 3 and the rapid reduction of Ce(IV) back to Ce(III) mainly by H 2 O 2 . Furthermore, the catalytic performance of Ce(III) for peroxone process outperformed Fe(II), Cu(II), and Co(II). This study puts forward an effective method to extrapolate the applicability of the peroxone (O 3 /H 2 O 2 ) process to the acidic range and enlightens the development of Ce-catalyzed peroxone processes.

CAS / MDL: 144-62-7
研究领域: 环境科学 · 化学
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ChemCatChem · 2023 ·Vol. 15 ·期 7 ·e202201687 · IF 4.5

Selective Electroreduction of Oxalic Acid to Glycolic Acid by Mesoporous TiO2 Spheres

Wenjing Xu,Yingying Cheng,Jing Hou,Peng Kang

Graphical Mesoporous TiO 2 spheres with large specific surface area were synthesized by a simple two-step method for the electrocatalytic reduction of oxalic acid. The maximum Faradaic efficiency for glycolic acid reached 73.9 % at −0.5 V at ambient temperature, exceeding most recently reported results. Reducing oxalic acid to glycolic acid electrochemically remains a significant challenge due to the high overpotential and low selectivity and stability. This study uses mesoporous TiO 2 spheres of anatase phase as catalysts to reduce oxalic acid to glycolic acid with low overpotential. The maximum Faradaic efficiency of glycolic acid reaches 73.9 % at −0.5 V vs RHE. The mesoporous structure not only increases the specific surface area, but also limits the escape of intermediate glyoxalic acid from the catalyst surface due to the space-limiting effect of the mesoporous channel, such that oxalic acid can be deeply reduced to glycolic acid. Moreover, a mechanism for oxalic acid reduction is proposed, and the Ti 3+ /Ti 4+ redox pair plays an important role in the reduction of oxalic acid.

研究领域: 材料科学 · 电化学
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RESOURCES CONSERVATION AND RECYCLING · 2019 · IF 7.044

Recovery of gallium from waste light emitting diodes by oxalic acidic leaching

Jiazhi Zhou,Nengwu Zhu,Huangrui Liu,Pingxiao Wu,Xiaoping Zhang,Zuqi Zhong

Recovery of gallium from light emitting diodes (LEDs) is receiving great attention due to both high content of gallium and potential risk of environmental pollution . In this study, a novel environment-friendly route was proposed for efficient recovery of gallium from surface mounted device (SMD) of LEDs by using organic acid . Reduction of non-metallic components, selection of lixiviants, optimization of leaching parameters, and possible mechanism of gallium were investigated. Results showed that pyrolysis could reduce non-metallic components effectively, and 22% weight loss was achieved at 733 K. Selection of lixiviant experiments indicated that 83.42% gallium could be extracted from SMD LEDs by oxalic acid , which was much higher than that of 79.89% by hydrochloric acid , 70.62% by citric acid , and 71.69% by DL-malic acid. Further investigation revealed that 90 °C of leaching temperature, 10 g L −1 of pulp density , 0.7 M of oxalic acid and 48–75 μm of particle size were the optimum conditions for effective gallium leaching by oxalic acid. After optimization, the gallium recovery efficiency reached as high as 90.36% in 60 min. Such efficient gallium leaching came from the higher dissociation constant of oxalic acid and the formation of ferrous oxalate which would promote the generation and maintenance of H + . Hence, oxalic acid could be a promising lixiviant for efficient recovery of gallium from SMD LEDs.

CAS / MDL: 144-62-7 7647-01-0
研究领域: 材料科学 · 环境科学
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Coatings · 2022 ·Vol. 12 ·期 10 ·1412 · IF 3.236

Preliminary Investigation of Sequential Application of Different Calcium Oxalate Solutions for Carbonate Rock Conservation

Jianrui Zha,Yaoqi Gu,Shuya Wei,Huarui Han,Ankun Wang,Qinglin Ma

Being inspired by nature, a series of experiments was carried out to deposit a calcium oxalate layer on the surface of the stone by the reaction between carbonate rock and oxalate salt. To increase the anti-dissolution properties of the calcium oxalate layer, the use of mixed oxalate solution has been proposed in the literature by two main routes: (1) adding acid agent to ammonium oxalate, which has the advantage of changing the particle structure and reducing layer porosity, and (2) using neutral methyl oxalate solution, which has the advantage of surface coverage due to slowly hydrolysis. In this study, we investigated the sequential application of ammonium oxalate, methyl oxalate, neutral mixed, and calcium acetate acid mixed solution. With this method, calcium carbonate and calcium oxalate solution can react inside the stone to reinforce it. The protective film’s coverage area can then be increased using dimethyl oxalate neutral mixed solution, and the crystal morphology can be modified with calcium oxalate acid mixed solution. The anti-dissolution properties of the coating were investigated using both a custom-designed apparatus and a selective outdoor environment. The coating displayed good acid resistance properties at pH 2–4. After one year of exposure, the coating is firmly bonded with the stone.Keywords:carbonate rock;sequential application;whewellite

研究领域: 地质学 · 文物保护
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Advanced Science · 2024 · IF 14.3

Tartronic Acid as a Potential Inhibitor of Pathological Calcium Oxalate Crystallization

Yuan Su,Si Li,Xin Li,Jing-Ying Zhou,Vraj P. Chauhan,Meng Li,Ya-Hui Su,Chun-Mei Liu,Yi-Fei Ren,Wu Yin,Jeffrey D. Rimer,Ting Cai

Kidney stones are a pervasive disease with notoriously high recurrence rates that require more effective treatment strategies. Herein, tartronic acid is introduced as an efficient inhibitor of calcium oxalate monohydrate (COM) crystallization, which is the most prevalent constituent of human kidney stones. A combination of in situ experimental techniques and simulations are employed to compare the inhibitory effects of tartronic acid with those of its molecular analogs. Tartronic acid exhibits an affinity for binding to rapidly growing apical surfaces of COM crystals, thus setting it apart from other inhibitors such as citric acid, the current preventative treatment for kidney stones. Bulk crystallization and in situ atomic force microscopy (AFM) measurements confirm the mechanism by which tartronic acid interacts with COM crystal surfaces and inhibits growth. These findings are consistent with in vivo studies that reveal the efficacy of tartronic acid is similar to that of citric acid in mouse models of hyperoxaluria regarding their inhibitory effect on stone formation and alleviating stone-related physical harm. In summary, these findings highlight the potential of tartronic acid as a promising alternative to citric acid for the management of calcium oxalate nephropathies, offering a new option for clinical intervention in cases of kidney stones.

研究领域: 泌尿学 · 材料科学 · 生物物理学 · 药理学
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PHYSICAL CHEMISTRY CHEMICAL PHYSICS · 2025 · IF 2.9

High initial conductivity and oxidation resistance of copper nanowire films via depositing oxalic acid

Weiqiang Yuan,Xingzhong Zhu,Jizhe Zhang,Juan Xu,Yuhao Zhang,Junyao Cai,Ning Peng,Caixia Kan

Transparent conductive films based on copper nanowires (Cu NWs) have attracted extensive attention due to their cost-effectiveness. However, the inferior conductivity of Cu NWs compared to silver nanowires (Ag NWs) and the significant room temperature oxidation behavior have limited their widespread application and versatility. In this study, we present OA–Cu NW flexible transparent conductive films (FTCFs), which exhibit higher initial electrical performance and room temperature oxidation resistance. Initially, we synthesized high-purity Cu NWs and established a uniformly distributed Cu NW network on a PET substrate. Subsequently, post-treatment was carried out using a 0.1 M oxalic acid (OA) solution to immobilize oxalic acid on the Cu NWs. The resulting OA–Cu NW FTCFs show improved electrical properties compared to the original Cu NW FTCFs, with an optimal enhancement of 25%. The film demonstrated excellent room temperature oxidation resistance, showing minimal sheet resistance growth after 70 days of air exposure. Furthermore, the OA–Cu NW FTCFs exhibited good flexibility, as indicated by minimal changes in optoelectronic performance after a rigorous bend test of 10 000 cycles. The OA treatment not only effectively enhanced the performance of Cu NW FTCFs, but also circumvented high energy consumption and the selection of rare metal materials, thereby reducing the overall cost. As a result, the potential for large-scale production and application of Cu NW films is enhanced.

研究领域: 材料科学 · 纳米技术 · 电子工程
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