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JOURNAL OF ECONOMIC ENTOMOLOGY · 2013 ·Vol. 106 ·期 3 ·1349-1354 · IF 1.6

Evaluation of Acute Toxicity of Essential Oil Of Garlic (Allium sativum) and Its Selected Major Constituent Compounds Against Overwintering Cacopsylla chinensis (Hemiptera: Psyllidae)

Zhao Na Na,Zhang Hang,Zhang Xue Chang,Luan Xiao Bing,Zhou Cheng,Liu Qi Zhi,Shi Wang Peng,Liu Zhi Long

In our screening program for insecticidal activity of the essential oils/extracts derived from some Chinese medicinal herbs and spices, garlic (Allium sativum L.) essential oil was found to possess strong insecticidal activity against overwintering adults of Cacopsylla chinensis Yang et Li (Hemiptera: Psyllidae). The commercial essential oil of A. sativum was analyzed by gas chromatography-mass spectrometry. Sixteen compounds, accounting for 97.44% of the total oil, were identified, and the main components of the essential oil of A. sativum were diallyl trisulfide (50.43%), diallyl disulfide (25.30%), diallyl sulfide (6.25%), diallyl tetrasulfide (4.03%), 1,2-dithiolane (3.12%), allyl methyl disulfide (3.07%), 1,3-dithiane (2.12%), and allyl methyl trisulfide (2.08%). The essential oil of A. sativum possessed contact toxicity against overwintering C. chinensis, with an LC50 value of 1.42 μg per adult. The two main constituent compounds, diallyl trisulfide and diallyl disulfide, exhibited strong acute toxicity against the overwintering C. chinensis, with LC50 values of 0.64 and 11.04 μg per adult, respectively.

研究领域: 植物化学 · 昆虫学 · 害虫管理
✓ 已验证 DOI PubMed 高影响因子
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CHROMATOGRAPHIA · 2021 ·Vol. 84 ·期 3 ·219-231 · IF 2.044

Validation of the Sample Preservation and Analysis of Dimethyl Disulfide and Dimethyl Trisulfide in Tap Water and Source Water

Wang Yu,Zhou Qianru,Yang Wei,Yang Qianzhan,Zhang Xuejing,Yue Xiaochun

Taste-and-odor occurrence has extensive socio-economic impacts on drinking water, which is now a public health concern. Sulfur odorants can significantly affect the esthetic quality of drinking water and arouse unpleasant organoleptic experience of consumers, which can also harm the human body at high concentration levels. Researches on analysis of sulfur odorants in air and environmental water are numerous, while the reports on analysis of them in tap water are few. The analysis of sulfur odorants in tap water is quite different with it in environmental samples owing to the treatment of the water plant, such as the introduction of disinfectants. In this paper, a novel and practical method for determining the dimethyl disulfide (DMDS) and dimethyl trisulfide (DMTS) in tap water and source water by purge-and-trap coupled to gas chromatography–mass spectrometry (GC–MS) analysis was proposed. The evaluations of sample preservation were performed due to the adverse impact caused by the remaining disinfectant in tap water on the analysis of DMDS and DMTS, including the investigation on the selection and the dosage of preservatives. Besides, aspects affecting the preconcentration procedure and GC–MS analysis of DMDS and DMTS were investigated as well. Moreover, the proposed method was validated by five independent laboratories from different regions of China, representing a good linearity with correlation coefficients ( r ) ranged from 0.9990 to 0.9999 for both DMDS and DMTS between the concentrations of 10 ng L −1 and 100 ng L −1 . The method detection limit (MDL) and limit of quantification (LOQ) of DMDS and DMTS were 3 ng L −1 and 10 ng L −1 , respectively. Meanwhile, satisfactory precision and accuracy were also obtained when the method was applied to detect DMDS and DMTS in tap water and source water. The relative standard deviation (RSD) was 0.90–7.3% for DMDS and 1.1–7.6% for DMTS, and the recovery was 81.2–120% for DMDS and 73.6–118% for DMTS. Furthermore, the repeatability limits and reproducibility limits of DMDS and DMTS were acquired, ranging from 0.631 to 5.71 at low, medium and high concentrations. The proposed method is an effective, environmentally friendly, and promising approach for routine monitoring of DMDS and DMTS in tap water and source water.

研究领域: 环境科学 · 分析化学
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FOOD CHEMISTRY · 2023 · IF 8.8

Characteristic aroma-active components of fried green onion (Allium fistulosum L.) through flavoromics analysis

Jing Wang,Lina Qiao,Bing Liu,Junyi Wang,Ruifang Wang,Ning Zhang,Baoguo Sun,Haitao Chen,Yang Yu

Green onion ( Allium fistulosum  L.) is a perennial herb with a characteristic allium aroma. Meanwhile, fried green onion oil has a rich flavor that is popular in traditional Chinese cuisine. In this work, the key aroma components of fried green onion oil were focused via flavoromics analysis. The oil samples had a low score of a green aroma but a high score of salty, greasy aromas. Whereafter, a total of 36 aroma-active substances with flavor dilution (FD) factors ranging from 1 to 6561 were identified in fried green onion oil, while 42 were detected in fried green onion residue with FD factors ranging from 1 to 19683. Additionally, the recombination and omission tests revealed that furaneol, dimethyl trisulfide, allyl methyl trisulfide, ( E,E )-2,4-decadienal, etc., were the key aroma compounds in fried green onion oil. Furthermore, the observation of the reaction of thioethers at high temperatures revealed that dimethyl disulfide undergoes polymerization to form dimethyl trisulfide. The research results can provide a theoretical basis for the standardization and industrial production of Chinese cuisine.

研究领域: 食品科学 · 化学 · 农学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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ACS ES&T Water · 2025 · IF 4.3

When Algae Collide: Unveiling the Causes of Odor Risks from Thioether Release in Drinking Water Sources

Jiahui Zhang,Mingliang Wu,Miao Yu,Yue He,YuXin Xi,Chenyulin Wang,Yun Pan

Taste and odor (T&O) issues in drinking water sources are common sensory concerns, with thioethers being major contributors to septic odors. Although algal metabolism is a known source of these odors, the mechanisms driving thioether production remain insufficiently explored. This study systematically analyzed the primary thioethers present in a reservoir-based drinking water source in southeastern China. Multiple algal species were cultured under near-natural conditions, both individually and in combination, to investigate the mechanisms of thioether release. The results revealed that dimethyl sulfide (DMS), reaching concentrations up to 2.54 μg/L, was primarily produced by Cyclotella (diatom). Dimethyl trisulfide (DMTS), with a peak concentration of 0.26 μg/L─exceeding its odor threshold by 26-fold─posed the highest odor risk and was mainly produced by Microcystis aeruginosa (cyanobacteria) and Cyclotella. Cyclotella emerged as the primary thioether-producing algae, particularly when coexisting with Microcystis aeruginosa. As the biomass of Microcystis aeruginosa increased, the growth of Cyclotella was inhibited and its proliferative capacity declined, resulting in a 32–54% increase in thioether release, whereas thioether production by Microcystis aeruginosa decreased by 17–76%. This study provides novel insights into algal interactions driving thioether release, guiding odor risk management in water sources.

CAS / MDL: 7647-14-5
研究领域: 水生生态学 · 环境科学 · 饮用水安全
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JOURNAL OF ORGANIC CHEMISTRY · 2022 · IF 4.198

Nickel-Catalyzed Decarbonylative Thioetherification of Carboxylic Acids with Thiols

Tianhao Xu,Xingyu Zhou,Xiong Xiao,Yan Yuan,Long Liu,Tianzeng Huang,Chunya Li,Zhi Tang,Tieqiao Chen

A nickel-catalyzed decarbonylative thioetherification of carboxylic acids with thiols was developed. Under the reaction conditions, benzoic acids, cinnamic acids, and benzyl carboxylic acids coupled with various thiols including both aromatic and aliphatic ones produce the corresponding thioethers in up to 99% yields. Moreover, this reaction was applicable to the modification of bioactive molecules such as 3-methylflavone-8-carboxylic acid, probenecid, and flufenamic acid, and the synthesis of acaricide chlorbenside. These results well demonstrated the potential synthetic value of this new reaction in organic synthesis.

研究领域: 有机化学 · 合成化学
✓ 已验证 DOI 高影响因子
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APPLIED AND ENVIRONMENTAL MICROBIOLOGY · 2018 ·Vol. 84 ·期 14 · IF 3.633

Discovery of Two Native Baeyer-Villiger Monooxygenases for Asymmetric Synthesis of Bulky Chiral Sulfoxides

Yan Zhang,Feng Liu,Na Xu,Yin-Qi Wu,Yu-Cong Zheng,Qian Zhao,Guoqiang Lin,Hui-Lei Yu,Jian-He Xu

Two Baeyer-Villiger monooxygenases (BVMOs), designated BoBVMO and AmBVMO, were discovered from Bradyrhizobium oligotrophicum and Aeromicrobium marinum, respectively. Both monooxygenases displayed novel features for catalyzing the asymmetric sulfoxidation of bulky and pharmaceutically relevant thioethers. Evolutionary relationship and sequence analysis revealed that the two BVMOs belong to the family of typical type I BVMOs and the subtype ethionamide monooxygenase. Both BVMOs are active toward medium- and long-chain aliphatic ketones as well as various thioether substrates but are ineffective toward cyclohexanone, aromatic ketones, and other typical BVMO substrates. BoBVMO and AmBVMO showed the highest activities (0.117 and 0.025 U/mg protein, respectively) toward thioanisole among the tested substrates. Furthermore, these BVMOs exhibited distinct activity and excellent stereoselectivity toward bulky and prochiral prazole thioethers, which is a unique feature of this family of BVMOs. No native enzyme has been reported for the asymmetric sulfoxidation of bulky prazole thioethers into chiral sulfoxides. The identification of BoBVMO and AmBVMO provides an important scaffold for discovering enzymes capable of asymmetrically oxidizing bulky thioether substrates by genome mining.IMPORTANCE Baeyer-Villiger monooxygenases (BVMOs) are valuable enzyme catalysts that are an alternative to the chemical Baeyer-Villiger oxidation reaction. Although BVMOs display broad substrate ranges, no native enzymes were reported to have activity toward the asymmetric oxidation of bulky prazole-like thioether substrates. Herein, we report the discovery of two type I BVMOs from Bradyrhizobium oligotrophicum (BoBVMO) and Aeromicrobium marinum (AmBVMO) which are able to catalyze the asymmetric sulfoxidation of bulky prazole thioethers (proton pump inhibitors [PPIs], a group of drugs whose main action is a pronounced and long-lasting reduction of gastric acid production). Efficient catalysis of omeprazole oxidation by BoBVMO was developed, indicating that this enzyme is a promising biocatalyst for the synthesis of bulky and pharmaceutically relevant chiral sulfoxide drugs. These results demonstrate that the newly identified enzymes are suitable templates for the discovery of more and better thioether-converting BVMOs.

研究领域: 酶学 · 生物催化 · 药物化学 · 微生物学
✓ 已验证 DOI PubMed 高影响因子
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REACTIVE & FUNCTIONAL POLYMERS · 2021 · IF 3.975

Preparation and properties of polyphenylene sulfide/oxidized-polyphenylene sulfide composite membranes

Maliang Zhang,Yu Gao,Yuxin Zhang,Mengen Zhang,Yuan Gao,Bowen Cheng,Zhenhuan Li

In recent years, polyphenylene sulfide (PPS) membranes have gained immense attention owing to their excellent separation performance. However, a single material is often insufficient in achieving desirable material properties . To this end, combining two or more materials to form composites is an efficient approach. In this study, a polyphenylene sulfide/oxidized polyphenylene sulfide (PPS/O-PPS) composite membrane was prepared through post-modification of a PPS membrane fabricated by thermally induced phase separation in an oxidizing solution consisting of H 2 O 2 , CH 3 COOH, and Amberlyst 15. Next, sulfonal (-SO 2 -) groups were introduced on the membrane surface by oxidation . The Fourier transform infrared spectroscopy , X-ray photoelectron spectroscopy, X-ray diffraction, and scanning electron microscopy confirmed the formation of PPS/O-PPS membrane. Compared to the PPS membrane, the composite membrane showed good hydrophilicity , chemical and solvent resistance , superior water flux, and anti-fouling performance. Furthermore, the dye separation performance of the composite membrane was investigated. The composite membrane showed a separation efficiency of more than 94% for methyl blue and Congo red. Therefore, the PPS/O-PPS composite membrane prepared in this study is a promising alternative as it possesses dye rejecting properties and can find practical applications under harsh environmental conditions.

CAS / MDL: 119-61-9 6482-24-2
研究领域: 材料科学 · 膜技术 · 化学工程
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GREEN CHEMISTRY · 2011 ·Vol. 14 ·期 1 ·130-135 · IF 5.472

Iron-catalyzed selective oxidation of sulfides to sulfoxides with the polyethylene glycol/O2 system

Bin Li,An-Hua Liu,Liang-Nian He,Zhen-Zhen Yang,Jian Gao,Kai-Hong Chen

Readily available iron compounds were found to be active catalysts for the selective oxidation of sulfide to sulfoxide with molecular oxygen as the oxidant in polyethylene glycol (PEG). As an indispensable component, PEG had a great promotive effect on the reaction. Notably, high conversion (>99%) along with excellent chemo-selectivity of up to 94% could be attained by using Fe(acac)2 as the catalyst at 100 °C. This methodology was proved to be applicable for the transformation of various aromatic and aliphatic sulfides into the corresponding sulfoxides with high selectivity. PEG is considered to play a crucial role in stablizing the Fe(IV)-oxo species formed in situ which is supposed to be responsible for the sulfide oxidation.

研究领域: 有机化学 · 催化化学
✓ 已验证 DOI 高影响因子
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Biology-Basel · 2023 ·Vol. 12 ·期 9 ·1214 · IF 4.2

The Effect of the Pyrethroid Pesticide Fenpropathrin on the Cardiac Performance of Zebrafish and the Potential Mechanism of Toxicity

Ferry Saputra,Yu-Heng Lai,Marri Jmelou M. Roldan,Honeymae C. Alos,Charlaine A. Aventurado,Ross D. Vasquez,Chung-Der Hsiao

Simple SummaryIn recent years, the human population on Earth has increased, leading to a higher demand for food sources. Pesticides have emerged as a breakthrough to enhance crop yields. However, the excessive use of pesticides has raised concerns regarding their potential impact on aquatic animals. Thus, this study aims to assess the potential cardiovascular toxicity of various pesticides, with a specific focus on fenpropathrin. When compared to other pesticides, fenpropathrin causes cardiomegaly, an increased heart rate, a significant rise in blood flow velocity, and an elevated metabolism rate. Furthermore, it has been found to bind to several ion channels, inducing alterations in cardiovascular-related markers. These findings indicate that fenpropathrin induces cardiotoxicity in the zebrafish larvae model.AbstractFenpropathrin, a pyrethroid insecticide, has been widely used for many years in agricultural fields. It works by disturbing the voltage-gated sodium channel, leading to paralysis and the death of the target animal. While past studies have focused on neurodegeneration following fenpropathrin poisoning in humans, relatively few pieces of research have examined its effect on other peripheral organs. This study successfully investigated the potential toxicity of fenpropathrin on the cardiovascular system using zebrafish as an animal model. Zebrafish larvae exposed to varying doses of fenpropathrin underwent an evaluation of cardiac physiology by measuring the heart rate, stroke volume, cardiac output, and shortening fraction. The blood flow velocity and the dorsal aorta diameter were also measured to assess the impact of fenpropathrin exposure on the vascular system. Furthermore, molecular docking was performed to evaluate the pesticide binding affinity to various proteins associated with the cardiovascular system, revealing the potential mechanism of the fenpropathrin cardiotoxic effect. The findings demonstrated a significant dose-dependent increase in the heart rate stroke volume, cardiac output, shortening fraction, and ejection fraction of zebrafish larvae after 24 h of acute treatment with fenpropathrin. Additionally, zebrafish treated at a concentration of 1 ppm exhibited significantly larger blood vessels in diameter and an increased blood flow velocity compared to the control group. According to molecular docking, fenpropathrin showed a high affinity for various voltage-gated sodium channels like scn1lab, cacna1sb, and clcn3. Finally, from the results, we found that fenpropathrin caused cardiomegaly, which may have been induced by the voltage-gated sodium channel disruption. This study highlights the significant disruption of fenpropathrin in the cardiovascular system and emphasizes the need for further research on the health implications of this pesticide.Keywords:fenpropathrin;zebrafish;cardiovascular toxicity;pesticide

研究领域: 毒理学 · 环境科学 · 心血管生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF ORGANIC CHEMISTRY · 2021 · IF 4.354

Unusual Deoxidative Coupling Reaction of β-Sulfinyl Esters with Benzylic Trimethylammonium Salts

Qiaoling Zhang,Hang Feng,Feng Chen,Ze He,Qingle Zeng

A KOH-promoted unusual deoxidative coupling reaction of β-sulfinyl esters with benzylic trimethylammonium salts to produce thioethers is discovered for the first time. If quaternary ammonium salts synthesized from enantiomerically enriched amines are adopted, highly enantiomerically enriched benzyl thioethers (>95–99% ee) with configurations opposite to those of the enantiomerically enriched amines are obtained.

研究领域: 有机化学 · 合成化学
✓ 已验证 DOI PubMed 高影响因子
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REACTIVE & FUNCTIONAL POLYMERS · 2011 · IF 2.546

Synthesis and properties of polyamides containing high contents of thioether units

Gang Zhang,Dong-sheng Li,Guang-shun Huang,Xiao-jun Wang,Sheng-ru Long,Jie Yang

Two kinds of monomers containing the thioether units 4,4′-thiodibenzoyl chloride (T-DC) and 4,4′-bis(4-chloroformylphenylthio)benzene (BPB-DC) were synthesized in two steps and were reacted with diamine-containing thioether (–S–) and sulfone units to prepare a polyamide containing high contents of thioether groups. The intrinsic viscosities of the polyamides were 0.81–0.93   dl/g. These polymers had good optical properties , including an optical transmittance of the aromatic polyamide film at 450   nm that was higher than 90%. Additionally, the high quantity of thioether units provided the polymers with high refractive indices of 1.710–1.716 and low birefringences of 0.007–0.009. These polyamides also had excellent thermal properties, with glass transition temperatures ( T g ) of 230–246   °C and initial degradation temperatures ( T d ) of 477–473   °C. Finally, they showed improved solubility in polar aprotic solvents .

研究领域: 材料科学 · 化学工程
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POLYMER INTERNATIONAL · 2012 ·Vol. 62 ·期 10 ·1457-1464 · IF 1.902

Facile and efficient synthesis of hyperbranched polyesters based on renewable castor oil

Youmei Bao,Jing He,Yuesheng Li

Hyperbranched polyesters with thioether linkages were facilely prepared from methyl 10-undecenoate, a castor oil-derived renewable chemical. The monomer was obtained in excellent yield through thiol–ene click chemistry in the presence of catalytic amounts of photoinitiator under UV irradiation. Subsequent bulk polycondensation via a transesterification process catalyzed by Ti(OBu) 4 , Sb 2 O 3 or Zn(OAc) 2 gave hyperbranched polyesters with high molecular weights and unusual crystalline properties. The degree of branching in the range 0.45 − 0.54 calculated from quantitative 13 C NMR spectroscopy and low inherent viscosities of 0.16 − 0.25 dL g −1 strongly confirmed the hyperbranched structures of the resultant polymers. © 2012 Society of Chemical Industry

CAS / MDL: 96-27-5
研究领域: 材料化学 · 可再生资源化学
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