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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2019 · IF 3.375

Highly Effective Removal of Pharmaceutical Compounds from Aqueous Solution by Magnetic Zr-Based MOFs Composites

Ruiqi Zhang,Zhen Wang,Zixin Zhou,Di Li,Tiefeng Wang,Ping Su,Yi Yang

In this research, the magnetic UiO-66-NH2 composites were prepared and applied as adsorbents for the effective removal of salicylic acid (SA) and acetylsalicylic acid (ASA) from aqueous media. The as-prepared adsorbent inherits both the excellent properties of metal organic frameworks and the magnetic separation property of magnetic material, which makes the magnetic UiO-66-NH2 composite exhibit a rapid separation rate and high capacity. The adsorption kinetics were well fitted with the pseudo-second-order model, and the adsorption isotherm could be well explained using the Langmuir isotherm. The dominant mechanism for adsorption of SA and ASA was hydrogen-bonding, the affinity of carboxyl groups with Zr–O clusters, and electrostatic interactions. The high adsorption capacities, easy separation process, fast adsorption kinetics, and satisfactory reusability of the magnetic UiO-66-NH2 give it fantastic potential as adsorbents for adsorptive separation of pharmaceutical contaminants from aqueous media.

CAS / MDL: 69-72-7
研究领域: 环境科学 · 材料科学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2023 · IF 8.2

Study on adsorption of salicylic acid and sulfosalicylic acid by MOF–sodium alginate gel beads obtained in a green way

Xiaoting Zhang,Chenping Gao,Rong Wang,Aaron Albert Aryee,Runping Han

A composite (ZS–UiO–66–NH 2 ) zirconium crosslinked sodium alginate gel beads (ZS)–metal–organic skeleton (UiO–66–NH 2 ) were prepared in this study through in–situ growth under simple, green and mild conditions for removal of the salicylic acid (SA) and sulfosalicylic acid (SSA) from water. The physicochemical properties of ZS–UiO–66–NH 2 were characterized using various analytical methods. The influencing factors in the adsorption process including pH of solution, amount of adsorbent, coexisting ions, adsorption time, reaction temperature and equilibrium concentration of SA/SSA were performed in batch adsorption. The experimental results indicated that ZS–UiO–66–NH 2 had high stability and could achieve efficient adsorption of SA/SSA in broad pH range (2–9) and salinity (0–0.2 mol·L −1 ). SA and SSA adsorbed on the composite at 293 K reached high values of 193 and 167 mg·g −1 from Langmuir model, respectively. Kinetic and isotherm studies demonstrated that the adsorption processes were mainly multilayer heterogeneous chemisorption. Thermodynamic data manifested that the two processes were exothermic and spontaneous with increasing entropy. ZS–UiO–66–NH 2 can effectively remove SA/SSA from simulated wastewater under different pH and can be reused after elution with a NaHCO 3 solution (5 mmol·L −1 ). The ZS–UiO–66–NH 2 composite has great potential for removing SA/SSA from actual water bodies.

CAS / MDL: 10026-11-6 69-72-7
研究领域: 环境科学 · 材料科学
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TOXICOLOGY LETTERS · 2011 · IF 3.581

The estrogenic potential of salicylate esters and their possible risks in foods and cosmetics

Zhaobin Zhang,Chengxia Jia,Ying Hu,Libei Sun,Jian Jiao,Liang Zhao,Desheng Zhu,Jun Li,Yonglu Tian,Huicheng Bai,Ruobao Li,Jianying Hu

Salicylate esters (SEs), a class of chemicals extensively used as flavor and fragrance additives in foods, beverages and a wide variety of consumer products, are suspected to have estrogenic activity based on chemical analysis of in silica molecular docking. We evaluated the estrogenic potentials of phenyl salicylate (PhS), benzyl salicylate (BzS), phenethyl salicylate (PES), ethyl salicylate (ES) and methyl salicylate (MS) using an in vitro human estrogen receptor α (hERα)-coactivator recruiting assay and in vivo immature rodent uterotrophic bioassays. We found that PhS, BzS and PES showed obvious in vitro hERα agonistic activities; BzS in particular exhibited a higher estrogenic activity compared to bisphenol A (BPA). The uterine weights were significantly increased in mice treated with 11.1, 33.3, 100 and 300   mg/kg/day BzS and 33.3   mg/kg/day PES and rats treated with 3.7, 11.1, 33.3 and 100   mg/kg/day BzS for 3 days ( P   <   0.05). Finally, we transformed the daily intakes and the dermal exposures of SEs in the real world into estradiol equivalent concentrations (EEQs). We found that the EEQ of BzS daily intake in consumers in the U.S. and the EEQs of dermal BzS and PES exposure among high-volume users worldwide were higher than the maximum secure daily estradiol intake recommended by the U.S. Food and Drug Administration (FDA). In particular, the EEQ for dermal BzS exposure was up to 162   ng EEQ/kg, which is 3.3 times higher than the maximal acceptable daily E 2 intake recommended by the Joint FAO/WHO Expert Committee on Food Additives (JECFA).

研究领域: 毒理学 · 环境科学 · 食品科学 · 药理学
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JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS · 2022 · IF 3.571

Monitoring of salicylic acid content in human saliva and its relationship with plasma concentrations

Shengyu Cheng,Xianglin Xu,Xinxin Kong,Yudi Jiang,Luxuan Mo,Mingxia Li,Yueying Jin,Yu Han,Xi-Ling Li,Toufeng Jin,Jun Zhe Min

Aspirin is a widely used anti-inflammatory drug. It is reported that a relationship may exist between salicylic acid content in plasma and saliva after taking aspirin. This study established a rapid, convenient, and safe method to assess salicylic acid concentration in human saliva. A novel HPLC-ultraviolet detector was used to measure salicylic acid concentrations in human saliva and plasma. A C18 reversed-phase column with an aqueous solution of 0.1% trifluoroacetic acid (TFA)–acetonitrile mobile phase was used, and drug peaks were recorded at 303 nm. Salicylic acid was completely separated in saliva and plasma. Excellent linearity and correlation (r 2 ≥ 0.9999) was observed between 0.1 and 2.0 μg/mL. The detection limit (S/N = 3) was 33 ng/mL, and intra- and inter-day recoveries were 103.5–113.3% and 101.1–109.5%, respectively. Salicylic acid was measured within nine hours after administration of acetylsalicylic acid tablets. A positive correlation between salicylic acid content in saliva and plasma was found (r = 0.867, p  < 0.001). The proposed method was used successfully to measure salicylic acid concentration in human saliva. Meanwhile, we explored the relationship between salicylic acid levels in plasma and saliva. Saliva might replace blood for monitoring aspirin treatment. In addition, the research provides a reference for application to saliva samples.

CAS / MDL: 76-05-1
研究领域: 药理学 · 分析化学 · 临床化学
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ANALYTICA CHIMICA ACTA · 2020 · IF 5.977

In vivo tracing of endogenous salicylic acids as the biomarkers for evaluating the toxicity of nano-TiO2 to plants

Xu’an Fang,Yuan-Jun Tong,Nan Li,Lu-Dan Yu,Gangfeng Ouyang,Fang Zhu

Currently, nano-titanium dioxide (nTiO 2 ) is considered an emerging environmental contaminant . Bottlenecked by the traditional destructive and lethal sampling methods, nTiO 2 ’s effect in living plants is poorly investigated. Here, in vivo tracing of endogenous salicylic acids at regular intervals was performed by using solid phase microextraction (SPME) technique for evaluating the effects of nTiO 2 on plants. By planting aloe in soil containing varying amounts of nTiO 2 , the titanium (Ti) element accumulated in the leaves to concentrations and then reached the maximum of 1.1 ± 0.4 μg/g after nTiO 2 exceeding 0.1 g/kg. The levels of salicylic acid (SA) and acetylsalicylic acid (ASA) were up-regulated upon the exposure to nTiO 2 , while were positively correlated to the contents of Ti. Moreover, the increased malondialdehyde, decreased total superoxide dismutase and fluctuated glutathione along with the addition of nTiO 2 demonstrated the oxidative stress caused by nTiO 2 . Meanwhile, apparent growth indicators including leaf elongation, plant fresh weight and root development were influenced, which further confirmed the toxicity of nTiO 2 imparted on aloe. This study presents the possibility of using salicylic acids as biomarkers for revealing the toxicity of nTiO 2 on plants in addition to the other biomarkers and biomass data, and the in vivo SPME technique is powerful for their monitoring.

研究领域: 环境科学 · 植物生理学 · 毒理学
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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2021 ·Vol. 413 ·期 23 ·5695-5702 · IF 4.157

Altering the substituents of salicylic acid to improve Berthelot reaction for ultrasensitive colorimetric detection of ammonium and atmospheric ammonia

Yu Haili,Zhang Guihua,Cai Yanhua,Dong Faqin

The Berthelot reaction is a classic method for detection of ammonium (NH 4 + ) and atmospheric ammonia (NH 3 ) by using salicylic acid (SA) as the chromogenic substrate. However, there lacks a method for improving the activity of the Berthelot reaction to enhance the analytical performance for detection of NH 4 + and NH 3 . Here, five SA analogues with electron-withdrawing groups (-F) and electron-donating groups (-CH 3 and -OCH 3 ) at different positions of the aromatic ring have been chosen as the alternative to SA for Berthelot reaction. Among these analogues, 4-methoxysalicylic acid (4-OCH 3 -SA) shows the best colorimetric response and color change at a NH 4 + concentration of 30 μM, and the sensitivity of 4-OCH 3 -SA-based colorimetric assay for NH 4 + increases 1.75-fold compared with that of SA-based colorimetric method. This enhancement effect is attributed to the strong electron-donating property of 4-OCH 3 group, activating the two-step electrophilic aromatic substitution reaction in the Berthelot reaction. Additionally, visual and sensitive detection of NH 3 is realized, along with a low limit of detection down to 0.037 ppm. Furthermore, we demonstrate that this assay is reliable and practical for detection of NH 4 + and NH 3 in real water and air samples with good accuracy.

研究领域: 分析化学 · 环境科学
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INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES · 2022 ·Vol. 23 ·期 6 ·2913 · IF 6.208

GhENODL6 Isoforms from the Phytocyanin Gene Family Regulated Verticillium Wilt Resistance in Cotton

Man Zhang,Xingfen Wang,Jun Yang,Zhicheng Wang,Bin Chen,Xinyu Zhang,Dongmei Zhang,Zhengwen Sun,Jinhua Wu,Huifeng Ke,Liqiang Wu,Guiyin Zhang,Yan Zhang,Zhiying Ma

Verticillium wilt (VW), a fungal disease caused byVerticillium dahliae, currently devastates cotton fiber yield and quality seriously, yet few resistance germplasm resources have been discovered inGossypium hirsutum. The cotton variety Nongda601 with suitable VW resistance and high yield was developed in our lab, which supplied elite resources for discovering resistant genes. Early nodulin-like protein (ENODL) is mainly related to nodule formation, and its role in regulating defense response has been seldom studied. Here, 41 conserved ENODLs inG. hirsutumwere identified and characterized, which could divide into four subgroups. We found thatGhENODL6was upregulated underV. dahliaestress and hormonal signal and displayed higher transcript levels in resistant cottons than the susceptible. TheGhENODL6was proved to positively regulate VW resistance via overexpression and gene silencing experiments. Overexpression ofGhENODL6significantly enhanced the expressions of salicylic acid (SA) hormone-related transcription factors and pathogenicity-related (PR) protein genes, as well as hydrogen peroxide (H2O2) and SA contents, resulting in improved VW resistance in transgenicArabidopsis. Correspondingly, in theGhENODL6silenced cotton, the expression levels of both phenylalanine ammonia lyase (PAL) and 4-coumarate-CoA ligase (4CL) genes significantly decreased, leading to the reduced SA content mediating by the phenylalanine ammonia lyase pathway. Taken together,GhENODL6played a crucial role in VW resistance by inducing SA signaling pathway and regulating the production of reactive oxygen species (ROS). These findings broaden our understanding of the biological roles ofGhENODLand the molecular mechanisms underlying cotton disease resistance.Keywords:Gossypium hirsutum;GhENODL6;Verticillium wilt resistance;SA;ROS

研究领域: 植物学 · 遗传学 · 分子生物学
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MICROCHIMICA ACTA · 2023 ·Vol. 190 ·期 3 ·1-10 · IF 5.7

Cotton swabs decorated with Ag@BPQD for the fluorescence determination of 3-aminosalicylic and 5-aminosalicylic acid

Fan Xiaoyu,Zhang Shuai,Li Rui,Chen Yafei,Jiang Shuhan,Liu Tao,Shao Xiaodong,Wang Shuhao,Yue Qiaoli

Novel and portable cotton swab–based fluorometry was constructed for the first time for 3-aminosalicylic acid (3-ASA) and 5-aminosalicylic acid (5-ASA) detection. It was carried out by fluorescence enhancement on silver (Ag)–doped black phosphorus quantum dots (Ag@BPQD). Ag@BPQD were prepared from AgNO 3 and bulk black phosphorus in N, N-dimethylformamide (DMF) solution by solvothermal decomposition after mechanical exfoliation. Ag@BPQD show blue fluorescence with a quantum yield (QY) of 2.43%. In the presence of Ag@BPQD, 3-ASA exhibited bright blue fluorescence (λ ex = 328 nm, λ em = 448 nm). The fluorescence of 5-ASA was also enhanced significantly and exhibited bright green emission (λ ex = 328 nm, λ em = 484 nm). The linear range of 3-ASA is 0–90 μM with a detection limit (LOD) of 0.10 μM, relative standard deviation (RSD) ≤ 2.04%, and a recovery range of 98.0–104.3%. The linear range of 5-ASA is 0–120 μM with a LOD of 0.12 μM, RSD ≤ 1.34%, and a recovery range of 98.0–101.3%. When 3-ASA and 5-ASA were mixed in different ratios, the fluorescence showed different colors. The possible mechanism of the interaction between 3-ASA (or 5-ASA) and Ag@BPQD may be ascribed to the generation of excited-state intramolecular proton transfer. To realize convenient detection of 3-ASA and 5-ASA, a Ag@BPQD portable sensing method using cotton swabs were built. The proposed approach provides the detection of 3-ASA and 5-ASA in environmental and biological samples with high efficiency, accuracy and portability. Graphical Abstract

研究领域: 分析化学 · 材料科学 · 环境科学 · 生物技术
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JOURNAL OF PEST SCIENCE · 2024 · IF 4.3

Differential induction of JA/SA determines plant defense against successive leaf-chewing and phloem-feeding insects

Liu Yu-Xiao,Han Wen-Hao,Wang Jun-Xia,Zhang Feng-Bin,Ji Shun-Xia,Zhong Yu-Wei,Liu Shu-Sheng,Wang Xiao-Wei

Plants face an array of insect herbivores and have evolved complex defense approaches against various insect feeding strategies. However, little is known about how plants respond to successive attacks by herbivores with different feeding modes and coordinate their diverse defense mechanisms. In this study, we unveil that inducible jasmonic acid (JA) accumulation in response to leaf-chewing insects augments plant resistance and repellence to sequential leaf-chewing insect (caterpillar) and phloem-feeding insect (whitefly) infestations. Conversely, constitutive and whitefly inducible salicylic acid (SA) accumulation exclusively bolsters defense against later-stage whitefly invasion. Through assessments of herbivore performance and preferences on wild-type, JA-deficient, and SA-deficient plants, we show that JA/SA levels regulate plant resistance to both initial and sequential herbivores. Notably, JA or SA accumulation due to caterpillar or whitefly attacks does not substantially affect constitutive levels of the other compound, despite their antagonistic crosstalk. Furthermore, exogenous JA application in tobacco elicits efficient defense against successive caterpillar and whitefly assaults, surpassing SA's efficacy, albeit with associated growth penalties. Our discoveries demonstrate that plants can tailor their defense strategies against initial and sequential insects with different feeding modes. This customized defense is facilitated by JA/SA responses and their intricate cross-talk while taking account of the growth-defense trade-off.

研究领域: 植物学 · 生态学
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CHROMATOGRAPHIA · 2012 ·Vol. 75 ·期 15 ·883-892 · IF 1.195

Automated On-Line SPE/Multi-Stage Column-Switching and Benzoic Acid-Based QAMS/RODWs-HPLC for Oral Pharmacokinetics of Syringic Acid and Salicylic Acid in Rats

Zhou Wei,Zhang Yanhai,Ning Suli,Li Yan,Ye Mingli,Yu Yingjia,Duan Gengli

Automated on-line SPE/multi-stage column-switching and benzoic acid-based quantitative analysis of multi-components by single-marker/respective optimal detection wavelengths-high performance liquid chromatography (QAMS/RODWs-HPLC) as a novel analysis model was reported in the study; it obtained simple, effective, very low-cost, sensitive and reliable characteristics. This method has been set up for direct analysis of syringic acid, benzoic acid, and salicylic acid in rat plasma, and its application to the pharmacokinetic study of syringic acid and salicylic acid in rats. The chromatographic separation was performed on two C18 columns with the elution of methanol and 0.5 % formic acid aqueous solution in two pump systems, detection wavelengths of 230, 236, and 275 nm, 500-μL injection volume. Their linear ranges were between 0.008 and 166.7 μg mL −1 with correlation coefficient of 0.9977–0.9997. Benzoic acid-based QAMS/RODWs-HPLC was also compared with other two quantitative analysis methods (external standard method of RODWs-HPLC, internal standard method of RODWs-HPLC) based on pharmacokinetic data; the similarities of three analytical methods in accordance with separately obtained concentrations of syringic acid and salicylic acid in rats were 0.9997–0.9999 by the cosine value method of vectorial angle. The pharmacokinetics of syringic acid and salicylic acid were simultaneously studied in SD rats following 30 mg kg −1 intragastric administration, and their pharmacokinetic parameters were also estimated. This method was successfully applied to determination of syringic acid and salicylic acid in rat plasma samples and their oral pharmacokinetics in rats.

CAS / MDL: 530-57-4 69-72-7
研究领域: 分析化学 · 药理学 · 生物医学
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TALANTA · 2018 · IF 4.244

Determination of four salicylic acids in aloe by in vivo solid phase microextraction coupling with liquid chromatography-photodiode array detection

Xu’an Fang,Guosheng Chen,Junlang Qiu,Jianqiao Xu,Junhui Wang,Fang Zhu,Gangfeng Ouyang

In recent years, great concerns have been raised about salicylic acid (SA) and its derivatives as plant regulators. Therefore, precise determination of the distribution of SAs in the living plants is necessary for not only fundamental researches but also the regulating mechanisms. In this study, a custom-made solid phase microextraction (SPME) fiber based on diallyl dimethyl ammonium chloride-assembled graphene oxide-coated C18 composite (C18@GO@PDDA) was proposed for in vivo detection of salicylic acid, acetylsalicylic acid (ASA), 4-methyl salicylic acid(4-SA)and 3-methyl salicylic acid (3-SA) in aloe plants. Under the optimized conditions, the analytical performance evaluated in homogenized aloe plant tissues exhibited low detection limits (1.8–2.8 μg g −1 ), wide linear ranges (10–5000 μg g −1 ), and satisfactory reproducibility (relative standard deviations less than 8.4% and 9.3% for inter-fiber and intra-fiber assays, respectively). Under cadmium stress, the developed method was applied for the in vivo tracing of four salicylic acids in aloe plants. A 48-h in vivo tracing revealed that salicylic acids were involved in the pathway of cadmium stress tolerance. To our best knowledge, it is the first effort to realize the in vivo analysis of SA and its derivatives in plants, and it has a made a great step forward in the area of plant hormone analysis.

研究领域: 植物学 · 分析化学
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CHEMICAL ENGINEERING JOURNAL · 2023 · IF 15.1

A matrine-based supramolecular ionic salt that enhances the water solubility, transdermal delivery, and bioactivity of salicylic acid

Mi Wang,Zhenyuan Wang,Jichuan Zhang,Liguo Zhang,Wei Wang,Jingbo Zhan,Ya Liao,Chengyu Wu,Wen Yu,Jiaheng Zhang

Salicylic acid (H[Sal]) is an attractive bionic acid that is widely used in cosmetics and drugs for the treatment of skin diseases, owing to its excellent anti-acne, anti-inflammatory, antibacterial, oil-control, stratum-corneum-conditioning, and anti-photoaging abilities. However, H[Sal] is a relatively strong irritant and cannot be used on sensitive skin, and its poor water solubility limits the amounts that can be included in formulas, resulting in poor transdermal efficiency and bioavailability. In this study, we develop matrinium salicylate ([Mat][Sal]), a supramolecular ionic salt that is less cytotoxic and irritates the skin less than H[Sal], while exhibiting enhanced water-solubility, transdermal-delivery, and bioactivity properties. The anticancer, antioxidant, anti-inflammatory, and antibacterial properties of [Mat][Sal] are found to be superior or comparable to those of H[Sal]. The molecular structure of [Mat][Sal] is thoroughly investigated, including through single-crystal structure refinement, to gain an in-depth understanding of its properties. Moreover, in-vitro skin penetration experiments show that forming a salt with matrine increase the transdermal efficiency of H[Sal] while not damaging the skin barrier. The transdermal mechanisms of H[Sal] and [Mat][Sal] are studied both experimentally and using molecular dynamics simulations, which show that, compared to H[Sal], [Mat][Sal] reacts more strongly with the skin, and [Sal] − diffuses more rapidly in the skin owing to its higher water solubility and the ion-pair effect. Furthermore, [Mat][Sal] exhibits satisfactory anti-acne capabilities in a clinical-efficacy trial, highlighting its great potential for use in biomedical and cosmetics applications.

研究领域: 药理学 · 化妆品科学 · 分子生物学
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