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SCIENCE OF THE TOTAL ENVIRONMENT · 2017 · IF 4.9

Phenolic endocrine-disrupting compounds in the Pearl River Estuary: Occurrence, bioaccumulation and risk assessment

Panpan Diao,Qi Chen,Rui Wang,Dong Sun,Zhuoping Cai,Hao Wu,Shunshan Duan

Abtsract Three phenolic endocrine-disrupting compounds, 4-nonylphenol, 4-tert-octylphenol and bisphenol A, were determined in water, sediment and biota (fish, shrimp and mollusk) collected from sites along the Pearl River Estuary, China. The 4-nonylphenol, 4-tert-octylphenol and bisphenol A concentrations ranged from 1.20–3352.86   ng/L in the water, <   0.17–20.80   ng/g dw in the sediment and <   1.49–237.12   ng/g dw in the biota. The concentrations of 4-nonylphenol were higher than those of 4-tert-octylphenol and bisphenol A in the water, sediment and organisms. Moreover, the bioconcentration factors (BCFs) and biota-sediment accumulation factors (BSAFs) of 4-nonylphenol and bisphenol A were calculated, and were found to be higher for 4-nonylphenol and in demersal organisms. To assess co-exposure to phenolic endocrine-disrupting compounds, the 4-nonylphenol equivalent was employed to evaluate the potential risks to aquatic organisms and human health, and the results indicated a low risk.

研究领域: 环境科学 · 生态毒理学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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CHEMICAL ENGINEERING JOURNAL · 2020 · IF 10.652

Removal of 4-chlorophenol, bisphenol A and nonylphenol mixtures by aqueous chlorination and formation of coupling products

Wenrui Xiang,Ruijuan Qu,Xinghao Wang,Zunyao Wang,May Bin-Jumah,Ahmed A. Allam,Feng Zhu,Zongli Huo

Phenolic endocrine disrupting chemicals (EDCs) such as bisphenol A (BPA), 4-chlorophenol (4-CP) and nonylphenol (NP) are the most commonly detected pollutants in natural environments. The transformation of mixtures of the three phenolic pollutants during chlorination process was studied for the first time in this work. Single phenol can be effectively removed by free chlorine via electrophilic substitution and electron transfer reactions, with the generation of chlorinated phenols and self-coupling products. In mixture solution, the apparent second-order rate constants ( k app ) of 4-CP, BPA and NP at pH 8.0 was increased by 8.6%, 25% and 16%, respectively, as compared to the degradation of single-compound. According to the products identification and density functional theory calculations, the cross-coupling process can occur more easily than the self-coupling reaction, which might accelerate the removal of phenolic mixtures. In addition, humic acid (HA) exerts some inhibitory effect on the degradation of phenolic compounds, due to the competition for chlorine consumption and the reduction of phenoxy radicals to parent phenols. These findings shed light on the environmental fate of phenolic mixtures during aqueous chlorination process, which provide new information for the application of chlorination in water and wastewater treatment.

CAS / MDL: 1415-93-6 7772-98-7
研究领域: 环境科学 · 水处理工程 · 化学动力学
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Foods · 2023 ·Vol. 12 ·期 14 ·2718 · IF 5.2

Profiles of Free and Bound Phenolics and Their Antioxidant Capacity in Rice Bean (Vigna umbellata)

Qinzhang Jiang,Shengwei Wang,Yuzhe Yang,Jinxin Luo,Ruili Yang,Wu Li

Rice bean (Vigna umbellata) is a medicinal and dietary legume rich in polyphenols. In this study, the free and bound phenolics in rice bean were extracted by water, 80% methanol, and acid, base, and composite enzymatic hydrolysis, respectively. The polyphenol profiles of the extracted fractions were analyzed. The outcome demonstrated that base hydrolysis was the most effective way to liberate bound phenolics from rice bean (14.18 mg GAE/g DW), which was 16.68 and 56.72 folds higher than those extracted by acid and enzymatic hydrolysis, respectively. The bound polyphenols released by base hydrolysis contributed to 71.15% of the total phenolic content. A total of 35 individual phenolics was identified, of which isoquercitrin, procyanidin B1, rutin, taxifolin, and catechin were the main monomeric phenolics in the free fraction, while gallic acid, protocatechuic acid,p-hydroxybenzoic acid, catechin, and phloroglucinol were the main monomeric phenolics in the bound fraction. In comparison to the free phenolics extracted by water and 80% methanol and the bound phenolics extracted using acid and composite enzymatic hydrolysis, the bound phenolics from base hydrolysis had a superior antioxidant capacity. The antioxidant activity of rice bean is primarily attributed to individual phenolics such as catechin, abundant both in free and bound fractions, and alsop-hydroxybenzoic acid, gallic acid, and protocatechuic acid in bound fractions. The bound phenolics of rice bean were first reported and showed large differences with the composition of free phenolics. This work suggests that the bound fraction of rice bean must be taken into account in assessing its potential benefits to health.Keywords:rice bean;free phenolics;bound phenolics;antioxidant

研究领域: 食品科学 · 营养学 · 植物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Journal of Environmental Sciences · 2024 · IF 5.9

Formation of highly toxic p-benzoquinones byproducts during ozonation of cresols

Weixu Tang,Jianjian Wei,Shuting Wang,Qiang Cheng,Aroob Abid,Jia Gu,Min Zheng,Dehua Ma

This study aims to identify the highly non-specific toxicity by-products during ozonation of three cresols in wastewater. In ozonated effluents, biotoxicity increased along with increasing reaction time, followed by gradual decrease. The peak biotoxicity for ozonated o -cresol ( o -C), m -cresol ( m -C), and p -cresol ( p -C) was estimated to be 17.4, 14.8 and 5.5 times higher than that of untreated wastewater, respectively. A redox-directed approach with high-resolution mass spectrometry and toxicity prediction revealed that monomeric para-benzoquinones ( p -BQs), hydroxylated p -BQs, and dimeric p -BQs in ozonated cresols were the primary contributors to the increased toxicity. Calculations based on density functional theory indicated formation pathways of p -BQs byproducts, e.g., the formation of 2-methyl- p -benzoquinone was likely induced by ozone molecules rather than hydroxyl radicals in ozonated o -C and m -C, and the formation of p -benzoquinone during ozonation of p -C was attributed to the oxidation of methyl group to carboxyl group and subsequent decarboxylation initiated by hydroxyl radicals. Electron paramagnetic resonance and spin density calculation showed that the presence of carbon-centered cresoxyl radicals was responsible for dimeric p -BQs formation. Collectively, these results underscore significant contribution of non-halogenated p -BQs to non-specific toxicity increase in ozonated effluents.

研究领域: 环境科学 · 毒理学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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ANALYTICAL LETTERS · 2015 · IF 1.03

Rapid Determination of Phenolics in Food Packaging by Magnetic Solid-Phase Extraction and High-Performance Liquid Chromatography

Shuangqiao Ju,Yaling Yang,Mousheng Liu

A method for magnetic solid-phase extraction was developed for the preconcentration of bisphenol A, bisphenol AF, tetrabromobisphenol A, and 4-tert-octylphenol from food containers and packaging materials. Cetyltrimethylammonium bromide was added to a solution of magnetic nanoparticles to enhance adsorption of the analytes prior to high-performance liquid chromatography. The effects of the amount of surfactant, the amount of magnetic nanoparticles, the pH, the adsorption time, the desorption solution, and the reuse of the extractant were optimized. The linear dynamic ranges were from 0.05 to 25 milligrams per liter. The limits of detection were between 1.21 and 2.48 micrograms per liter, the limits of quantification were from 4.03 to 8.27 micrograms per liter, and the relative standard deviations were between 2.2 and 4.1 percent. This magnetic solid-phase extraction approach was successfully employed for the analysis of plastics with recoveries from 88.0 to 101.1 percent and relative standard deviations between 2.3 and 5.4 percent.

研究领域: 分析化学 · 食品科学
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INDUSTRIAL CROPS AND PRODUCTS · 2024 · IF 5.6

Molecular insights into the contribution of specialty smoking process to the aroma of Lapsang Souchong black tea (Camellia sinensis)

Mengru Li,Hui Wang,Jing Wang,Xiaoyu Zhang,Xin Yao,Jieyao Yu,Marina Rigling,Yanyan Zhang,Xiaochun Wan,Xiaoting Zhai

Lapsang Souchong black tea enjoys a good reputation in China for its unique smoky flavor. A total of 61 odorants in smoked Lapsang Souchong (SLS) and 49 odorants in the reference sample (non-smoked Lapsang Souchong, NSLS) were identified, respectively. The odorants of tea origin decreased significantly after the smoking process, while the pyrolysis products of pine wood increased markedly. Phenols (66.6%) were the most abundant odorants in SLS, among them, 18 phenols were newly found compared to NSLS. Aroma recombinates of SLS and NSLS proved the successful identification and quantitation of their respective key aroma compounds. The omission and addition tests clearly corroborated 3-ethylphenol, p -cresol, m -cresol, and 2-methoxy-4-methylphenol were the crucial factor for the strong smoky pine aroma characteristics of SLS tea. The findings offer a new insight into the flavor role of phenols to SLS tea, which will help to deeply explore the effect of smoking process on aroma changes during tea production.

研究领域: 食品科学 · 农业化学 · 茶学
✓ 已验证 DOI 高影响因子
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JOURNAL OF HAZARDOUS MATERIALS · 2021 · IF 10.588

Enhanced removal of phenolic endocrine disrupting chemicals from coastal waters by intertidal macroalgae

Cui Zhang,Jian Lu,Jun Wu

The phytoremediation of phenolic endocrine disrupting compounds (EDCs) in coastal waters by intertidal macroalgae was firstly investigated. The results showed that intertidal macroalgae could remove bisphenol A (BPA) and nonylphenol (NP) at environmental relevant concentration, and Ulva pertusa was the most efficient one. In most cases, the order of EDCs removal efficiency could be expressed as: green algae > brown algae > red algae . The in-situ monitoring using a charge‐coupled device imaging system confirmed the accumulation of EDCs in the intertidal macroalgae. The removal mechanisms included the initial rapid biosorption process, followed by the slow accumulation and biodegradation. The removal efficiency of BPA and NP was slightly dependent on temperature and nutrient concentration. A linear relationship was observed between the initial concentration and the average removal rate (R 2 > 0.99). The BPA and NP at the environmental relevant concentration (100 μg L −1 ) could be removed efficiently using Ulva pertusa even after three cycles in pilot-scale experiments. The high removal efficiency of NP and BPA was also confirmed by the field investigation from the intertidal zone with abundant Ulva pertusa . These findings demonstrated that intertidal macroalgae could play essential role for the phytoremediation of phenolic EDCs in coastal waters.

CAS / MDL: 84852-15-3
研究领域: 环境科学 · 海洋生物学 · 生态学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF MOLECULAR STRUCTURE · 2024 · IF 4

Adsorption of alkylphenols by post-modified UiO-66: Adsorption characteristics and mechanism

Senwei Jiang,Hangzhen Lan,Zhen Wu,Daodong Pan,Yichun Wu

This study focuses on the synthesis, characterization, and adsorption performance of a series of UiO-66-based materials for the adsorption of alkylphenols such as bisphenol A (BPA), 4-butylphenol (4-BP), and 4-pentylphenol (PP). The UiO-66 series, including UiO-66-NH 2 –50 %, mesoporous UiO-66 (HCl‑meso-UiO-66), and 4-pentylbenzoic acid-modified 4‑meso-UiO-66, were prepared through a combination of thermal and chemical modifications. Transmission electron microscopy analyses confirmed the successful creation of mesoporous structures, while FT-IR and XPS spectroscopy validated the chemical modifications. The adsorption performance was evaluated through kinetic and isotherm studies, employing pseudo-first-order and pseudo-second-order models as well as Langmuir and Freundlich isotherm models. The results indicated rapid initial adsorption rates, with equilibrium reached within 40 min. The pseudo-second-order model provided the best fit for the kinetic data, while the Freundlich model better described the adsorption behavior for 4-BP and PP, suggesting multilayer adsorption on heterogeneous sites. Thermodynamic studies indicated that 4-BP adsorption is endothermic and non-spontaneous, while BPA and PP adsorption exhibited exothermic and spontaneous characteristics. The study also explored the adsorption mechanisms, highlighting the importance of hydrophobic interactions and size-exclusion effect in the adsorption process. Hydrogen bonding and π-π stacking, although present, was not the primary determinant. The findings underscore the potential of 4‑meso-UiO-66, which exhibited the highest adsorption capacity, particularly for PP, driven by its enhanced pore accessibility, despite a smaller surface area compared to UiO-66-NH 2 –50 %, and hydrophobicity. This work provides valuable insights into the design of efficient adsorbents for alkylphenols enrichment and separation.

CAS / MDL: 14938-35-3 80-05-7
研究领域: 环境科学 · 材料化学 · 吸附技术
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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2021 · IF 4.556

Simultaneous determination of α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, sesamin, sesamolin, sesamol, and asarinin in sesame oil by normal-phase high performance liquid chromatography

Liumin Huang,Jun Li,Yanlan Bi,Yanhui Xu,Yanmei Wang,Jian Wang,Dan Peng

A simple and fast normal-phase high performance liquid chromatography method for simultaneous detection of α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, sesamin, sesamolin, sesamol, and asarinin in sesame oil (SO) was investigated. Conditions were a silica gel column as the separation unit, n -hexane and tetrahydrofuran (93:7, v/v) as the mobile phase, isocratic elution, a flow rate of 0.8 mL/min, column temperature of 30 °C, and florescence detector with excitation and emission wavelengths of 295 and 330 nm. SO samples were directly dissolved in n -hexane for HPLC analysis. Results showed that the method performed wide linear ranges and good linearity (0.27–100.0 μg/mL, R 2 > 0.9996), low limits of detection (0.09–0.16 μg/mL) and quantification (0.27–0.41 μg/mL), good precision and accuracy (biases of <2.83 % and relative standard deviations of <3.77 %), good separation performance [resolution factor (1.66–6.20), separation factor (1.11–3.94), retention factor (1.08–1.42), and height of theoretical plates (0.01–0.04 mm)], and satisfactory recoveries (87.3–109.8 % for SO and 96.5–106.9 % for lard). The method was successfully applied for the simultaneous determination of the eight analytes in eleven SO samples.

研究领域: 食品科学 · 分析化学
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EUROPEAN FOOD RESEARCH AND TECHNOLOGY · 2014 ·Vol. 240 ·期 4 ·815-822 · IF 1.387

Antioxidant activity of the different polar solvent extracts of Magnolia officinalis leaves and purification of main active compounds

Tan Li-Hong,Zhang Dan,Yu Bao,Zhao Sheng-Ping,Cao Wei-Guo

The leaf of Magnolia officinalis is abundant in natural resources as a novel potential antioxidant and has great commercial value. In this study, the contents of total phenolics, total flavonoids, magnolol and honokiol in different solvent extracts (acetone, methanol and water) were measured. Meanwhile, the antioxidant activity of extracts from M. officinalis leaves were evaluated using 1,1-diphenyl-2-picrylhydrazyl free radical scavenging assay, 2,2-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt free radical scavenging assay, FRAP assays and β-carotene/linoleic acid system. In addition, the correlation between the antioxidant activity and the contents of the active compounds was analyzed. Experimental results indicated that three extracts exhibited antioxidant effects in a concentration-dependent manner, and acetone extracts had the highest antioxidant activity, next methanol and water. There was an intimate relativity between the contents of magnolol and honokiol in different solvent extracts and the antioxidant capability of them. So the magnolol and honokiol of M. officinalis leaves as a representative of the active compounds were extracted and purified by using the macroporous resin column. The purity of depurated sample could reach 82.6 %, which indicates the M. officinalis leaves have the potential to substitute the production of magnolol and honokiol in M. officinalis . The results of this study can provide theoretical and technical references for the reasonable use of the M. officinalis leaves and alleviate the shortage of M. officinalis resources.

研究领域: 植物化学 · 药用植物学 · 天然产物化学
✓ 已验证 DOI 高影响因子
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SENSORS AND ACTUATORS B-CHEMICAL · 2022 · IF 9.221

Multifunctional NH2-Cu-MOF based ratiometric fluorescence assay for discriminating catechol from its isomers

Xian-En Zhao,Ya-Nan Zuo,Yinghui Xia,Jing Sun,Shuyun Zhu,Guobao Xu

Although fluorescent nanozymes exhibit great potential in sensing fields, few current nanozyme-based sensors are designed to discriminate catechol (CC) from its two isomers. Herein, fluorescent metal-organic framework (MOF)-based nanozyme is utilized for ratiometric and selective detection of CC without the interferences of hydroquinone (HQ) and resorcinol (RC). NH 2 -Cu-MOF plays multiple roles: (1) it exhibits excellent photoluminescence at 435 nm owing to the 2-amino-1,4-benzenedicarboxylic acid ligand; (2) Cu 2+ imparts MOF oxidase activity to trigger the oxidation of o -phenylenediamine (OPD) into luminescent products (oxOPD) with emissive peak at 571 nm, which quenches the intrinsic fluorescence of NH 2 -Cu-MOF (435 nm) through inner filter effect (IFE); (3) Cu 2+ can complex with CC specifically to produce complex containing o -semiquinone, which not only inhibits MOF’s oxidase-like activity but also quenches the fluorescence of MOF. Therefore, the presence of CC induces the decrease of fluorescence at 571 nm followed by the slight recovery of fluorescence at 435 nm. Notably, HQ and RC have negligible influences on the fluorescence of NH 2 -Cu-MOFs/OPD system. Based on these facts, a ratiometric fluorescence platform for CC has been constructed. It exhibits high sensitivity towards CC with LOD of 0.1 μM.

研究领域: 分析化学 · 生物传感 · 材料科学
✓ 已验证 DOI 高影响因子
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JOURNAL OF FOOD QUALITY · 2018 · IF 0.841

Survey of Octylphenol, Nonylphenol, and Bisphenol A in Infant Milk Powders by Solid-Phase Extraction Combined GC/MS Method

Chenggang Cai,Yibin Ying,Pinggu Wu,Jun Tang,Liyuan Wang,Tan Ying

A detection method for 3 kinds of phenolic compounds of endocrine disruptors (4-nonylphenol, 4-octylphenol, and bisphenol A) in infant milk powders by solid-phase extraction combined GC-MS was established. This method can effectively remove interference materials from infant milk powder products. The limit of detection and the limit of quantitation of the 3 kinds of compounds were 0.8 μg/kg and 2.5 μg/kg, respectively, with the relative standard deviations of 4.3–12.1%. The recovery rates of 4-nonylphenol, 4-octylphenol, and bisphenol A were of 68.5–89.2%, 64.8–87.0%, and 97.8–110.0%, respectively. Concentrations of the bisphenol A were from 0.8 to 14 μg/kg in 35 samples of the total 60 samples. And the other two compounds of 4-nonylphenol and 4-octylphenol were not found in all the 60 samples tested. The established method is simple, rapid, accurate, and highly sensitive, and the pollution of endocrine disruptors in some infant milk powders products was detectable in trace amounts.

研究领域: 分析化学 · 环境科学 · 食品科学
✓ 已验证 DOI 高影响因子
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