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ACS Omega · 2020 · IF 2.87

Rapid and Sensitive Immunochromatographic Method-Based Monoclonal Antibody for the Quantitative Detection of Metalaxyl in Tobacco

Ping Ni,Liqiang Liu,Changlong Hao,Xinxin Xu,Shanshan Song,Hua Kuang,Chuanlai Xu

In this study, we prepared a monoclonal antibody (mAb) against metalaxyl (Met) with a half-maximum inhibitory concentration (IC50) of 0.54 ng/mL based on a new hapten, and a gold nanoparticle-based immunochromatographic assay (GICA) was developed for the rapid detection of Met residues in tobacco. Under optimal conditions, even with the naked eye, one can see the semiquantitative analysis results. The naked eye detection limit of Met in tobacco is 25 μg/kg, and the detection threshold is 100 μg/kg. In addition, the cross-reactivity test shows that the mAb has good specificity for Met, and the GICA results have a good correlation with the indirect competitive enzyme-linked immunosorbent assay and liquid chromatography with tandem mass spectrometry test results, which show that the method is feasible and reliable and are more convenient and quicker than the methods using instrumentation for detection. Therefore, GICA may provide a useful tool for the rapid screening and detection of Met residues in tobacco.

研究领域: 农业化学 · 分析化学 · 植物科学
✓ 已验证 DOI PubMed 高影响因子
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CHEMISTRY & BIODIVERSITY · 2025 · IF 2.5

Design, Synthesis, Anti-Oomycete, and Insecticidal Activities of 3β-Acyloxy-18β-Glycyrrhetinic Acid Derivatives

Shaobin Xu,Jiaxuan He,Genqiang Chen,Xiaobo Huang,Yuee Tian,Zhiping Che

18β-Glycyrrhetinic acid (GA) is a pentacyclic triterpenoid compound mainly extracted from the roots of the leguminous plant licorice. To discover botanical pesticides, twelve 3β-acyloxy-18β-glycyrrhetinic acid derivatives ( 3a – l ) were synthesized, and their structures were characterized by 1 H NMR, 13 C NMR, and HR–MS. In addition, we assessed the bioactivities of these title compounds as anti-oomycete and insecticidal agents against two serious agricultural pests, Phytophthora capsici and Mythimna separata . Amongst all tested target compounds, (1) Six compounds 3d , 3e , 3h , 3i , 3j , and 3k indicated promising anti-oomycete activity against P. capsici , with EC 50 values of 28.27, 29.36, 23.88, 20.03, 23.07, and 25.93 mg/L, respectively. (2) Six compounds showed significant insecticidal activity, the final mortality rates of 3b , 3c , 3f , 3g , 3i , and 3l were 66.7%, 55.6%, 63.0%, 60.7%, 51.9%, and 75.6%, respectively. The anti-oomycete and insecticidal activities of the title compounds were closely related to R, which has a significant impact on its activity. Graphical

✓ 已验证 产品关联 DOI PubMed 高影响因子
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INDUSTRIAL CROPS AND PRODUCTS · 2026 · IF 6.4

Non-food bioactive products: Design, synthesis, anti-oomycete, and anti-fungal activities of novel paeonol oxime ether derivatives containing isoxazoline/isoxazole fragments

Yanpin Ma,Yihao Guo,Jiaxuan He,Yuee Tian,Lin Zhou,Zhiping Che

21 novel hybrid derivatives of paeonol isoxazoline/isoxazole were designed and synthesized. • The stereochemical configurations of target compounds 7 h and 7 n were determined by single-crystal X-ray diffraction, which confirmed that the E configurations of oxime ether fragments. • The discovery of a novel structural framework with good inhibitory activity against plant pathogenic oomycetes provides a new research direction for the application of paeonol in the design of anti-oomycete agents. • Some interesting results of structure-activity relationships were observed. Paeonol is the main active ingredient in the Chinese medicinal herb peony root bark. To discover biorational natural product-based fungicides, twenty-one novel paeonol oxime ether derivatives ( 6a-q and 7a,d,h,n ) containing an isoxazoline/isoxazole ring were designed and synthesized by ingeniously introducing an isoxazoline/isoxazole five membered heterocyclic ring, and their structures were well characterized by 1 H NMR, 13 C NMR, and HRMS. The stereochemical configurations of two title compounds 7 h , and 7 n were determined by single-crystal X-ray diffraction. Particularly, the E configurations of oxime ether fragments at the carbonyl position of title compounds were undoubtedly determined by X-ray crystallography. The bioactivities of these title compounds as anti-fungal and anti-oomycete agents were evaluated. Two pathogenic microorganisms that have a devastating impact on agricultural production were selected as the test subjects, namely Fusarium graminearum and Phytophthora capsici . Amongst evaluated compounds, 1) Compound 6o exhibited good anti-oomycete against the plant pathogen P. capsici , with an EC 50 value of 29.2 mg/L, and the protective effect (pepper leaves and plants) of this compound against P. capsici in vivo further confirmed the above result. 2) Three compounds 6i , 6j , and 6o displayed moderate anti-fungal activities against the plant pathogen F. graminearum . 3) Introducing an isoxazole ring into the structural skeleton of paeonol oxime ether derivatives was beneficial for enhancing their anti-oomycete activity, while introducing an isoxazoline ring was beneficial for enhancing their anti-fungal activity. Some interesting results of structure-activity relationships were also observed. This study provides valuable design ideas and theoretical data for further exploring the preparation and pesticide bioactivity of paeonol oxime ether derivatives. Download: Download high-res image (251KB) Download: Download full-size image

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PEST MANAGEMENT SCIENCE · 2026 · IF 4.2

Design, synthesis, and anti-oomycete, antifungal and nematicidal activities of novel paeonol ether derivatives containing isoxazoline/isoxazole moiety

Xiaxia Ban,Yihao Guo,Xiaobo Huang,Yuee Tian,Lin Zhou,Zhiping Che

BACKGROUND Paeonol is the main active ingredient in root bark of Paeonia suffruticosa , with broad-spectrum bioactivity. Additionally, isoxazoline/isoxazole is becoming the core skeleton for creating efficient and green pesticides today owing to its unique structural advantages and bioactivity potential. RESULTS In order to discover biorational natural product-based pesticides, 26 novel paeonol ether derivatives ( 3a–q and 5a , c , d , f–j , m ) were synthesized by ingeniously introducing an isoxazoline/isoxazole ring, and their structures were well-characterized by proton and carbon nuclear magnetic resonance (NMR), and high-resolution mass spectrometry (HRMS). The stereochemical configurations of five target compounds 3a , 3g , 3j , 5a and 5h were unambiguously subjected to single-crystal X-ray diffraction (XRD) analysis. Furthermore, we screened the bioactivities of these compounds as anti-oomycete, antifungal and nematicidal agents. Amongst evaluated derivatives, (1) compounds 2 and 4 displayed promising anti-oomycete against the plant pathogen Phytophthora capsici , with median effective concentration (EC 50 )values of 28.51 and 42.52 mg L –1 , respectively. (2) Compounds 2 and 4 also exhibited excellent antifungal activity against the plant pathogen Fusarium graminearum , with EC 50 values of 29.11 and 31.23 mg L –1 , respectively. (3) Nine compounds ( 3f–h , j , o–q and 5f , g ) showed significant nematicidal activity against Heterodera glycines , with LC 50 values all <30.00 mg L –1 . Especially for compound 3g , its LC 50 value is the smallest, at 21.78 mg L –1 . CONCLUSION The research results indicate that, on the one hand, introducing an allyl or propargyl group at the hydroxyl position of paeonol can effectively enhance its anti-oomycete and antifungal activities. On the other hand, further introduction of an isoxazoline/isoxazole ring into the structural skeleton of paeonol can significantly enhance its nematicidal activity. © 2026 Society of Chemical Industry.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2025 · IF 6.2

Design, Synthesis, and Anti-Oomycete and Antifungal Activities of Novel Paeonol Derivatives Containing a Pyrazole Ring

Yibo Liu,Yuee Tian,Hong Peng,Fulong Zhang,Xiaobo Huang,Genqiang Chen,Lin Zhou,Zhiping Che

Paeonol is the main active ingredient in the Chinese medicinal herb peony root bark. To discover biorational natural product-based fungicides, 25 paeonol derivatives (5a–y) containing a pyrazole ring were designed and synthesized by ingeniously introducing a pyrazole five-membered heterocyclic ring, and their structures were well characterized by 1H NMR, 13C NMR, high-resolution mass spectrometer (HRMS), and m.p. The stereochemical configurations of six target compounds, 5c, 5f, 5g, 5o, 5s, and 5v, were unambiguously subjected to single-crystal X-ray diffraction. Furthermore, we evaluated the bioactivities of these target compounds as anti-oomycete and antifungal agents against two serious agricultural diseases, Phytophthora capsici and Fusarium graminearum. Among all tested compounds, (1) nine compounds 5b–d, 5f, 5g, 5r, 5s, 5u, 5w displayed promising anti-oomycete against P. capsici, with EC50 values ranging from 22.1 to 34.5 mg/L, and the protective effect of the target compounds against P. capsici in vivo further confirmed the above results. (2) Six compounds 5g, 5k, 5m, 5t, 5w, 5x displayed promising antifungal against F. graminearum, with EC50 values ranging from 38.2 to 86.0 mg/L. Moreover, some interesting results of structure–activity relationships were also observed. The results of this study pave the way for further design, synthesis, and development of paeonol derivatives as potential botanical anti-oomycete and antifungal agents in crop protection.

研究领域: 植物化学 · 农药科学 · 药物化学
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JOURNAL OF CHROMATOGRAPHY A · 2025 · IF 4

Preparation and resolution performances of chiral stationary phases based on spherical covalent organic frameworks with various zeta potentials

Zixing Wang,Yuxin Fan,Hong Chen,Xiang Chen,Dexuan Cai,Xihao Tang,Shengrun Zheng,Jun Fan,Songliang Cai,Weiguang Zhang

The development of novel chiral stationary phases (CSPs) based on spherical covalent organic frameworks (SCOFs) holds great importance in the field of chiral chromatographic separation. Herein, SCOF-1∼SCOF-4 were synthesized using 1,3,5-tris(4-aminophenyl)benzene (TAPB) as the connecting node and 2,5-dihydroxyterephthalaldehyde (DHTA) with 2,5-dimethoxyterephthalaldehyde (DMTA) as linkers, while controlling the ratio of two linkers. Subsequently, SCOF-3 containing phenolic hydroxyl groups was post-modified by 10-camphorsulfonyl chloride, yielding a derivative SCOF-5 with camphorsulfonyl groups. Besides, a vinyl-functionalized SCOF-6 was synthesized via the reaction of TAPB with 2,5-divinylterephthalaldehyde (DVTA). These SCOFs were then utilized as matrices to coat with the chiral selector cellulose-tris (3,5-dimethylphenylcarbamate) (CDMPC), resulting in the fabrication of six SCOFs@CDMPC CSPs. Their applications in high-performance liquid chromatography (HPLC) for chiral separations were systematically investigated. The results demonstrated that the chiral resolution performances of these CSPs varied depending on the SCOF matrices with different side chains, primarily due to their distinct zeta potentials. As the zeta potentials of the SCOFs matrices increased, the chiral separation capabilities of SCOFs@CDMPC CSPs improved sequentially. Notably, the SCOF-6@CDMPC CSP, prepared from SCOF-6 with the highest zeta potential, exhibited superior chiral separation performance, achieving efficient resolution of chiral compounds including metalaxyl, triticonazole, trans -stilbene oxide and 1-(1-naphthyl)ethanol with highest resolution up to 10.14. This work not only validates the potential of SCOFs as matrices for fabrication of new CSPs but also reveals that the zeta potential of SCOFs matrices is a critical factor influencing their chiral separation performances. These findings provide new insights for the design of advanced SCOFs-based CSPs.

研究领域: 化学 · 材料科学 · 分析化学
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PEST MANAGEMENT SCIENCE · 2025 · IF 3.8

Antimicrobial activity and mechanism of the plant-derived compound evodiamine against Phytophthora capsici

Wenhao Liang,Xiaoxiao Xu,Tong Shi,Shengyang Xu,Qizhi Wang,Bi Wang

BACKGROUND Phytophthora capsici is a devastating oomycete pathogen with major economic concern. However, the use of traditional chemical fungicides is associated with environmental pollution, and fungicide resistance is increasingly prevalent. Consequently, developing safe, effective, and environmentally friendly alternatives is critically required. Evodiamine (EVO), a bioactive alkaloid from plants, has been extensively investigated for its anti-cancer properties. However, its inhibitory effects against phytopathogens have not yet been fully elucidated. This study evaluated EVO's antimicrobial activity toward P. capsici and its potential mode of action. RESULTS EVO significantly inhibited P. capsici mycelial growth and spore germination, with median effective concentration (EC 50 ) values of 6.48 μg mL −1 and 7.13 μg mL −1 respectively, across 108 P. capsici isolates. EVO exerted its antimicrobial effects by disrupting the cellular integrity of P. capsici , specifically targeting both the cell membrane and wall. Furthermore, EVO exhibited strong protective and curative efficacies in pepper leaves and seedlings. Genome-wide transcriptional analysis revealed that EVO treatment significantly altered the gene expression profile of P. capsici , especially affecting genes relevant to cell membrane integrity and transporter activity. CONCLUSION Overall, this study revealed that EVO showed great control efficacy against P. capsici and held promise as a novel botanical fungicide. © 2025 Society of Chemical Industry.

CAS / MDL: 57837-19-1
研究领域: 植物病理学 · 农业微生物学 · 分子植物-病原互作 · 天然产物药理学 · 农药学
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Double emulsion templates for efficient production of phase change microcapsules

Xuexue Xiang,Jing Gao,Fujun Wang,Lu Wang

The utilization of phase change materials (PCMs) in thermal storage technology exhibits great potential for various applications in thermal management and latent heat storage systems. However, leakage of organic PCMs hinders its practical application. Encapsulation of PCMs in microcapsules with polymer shells can prevent PCM leakage while improving heat transfer and stability. In this study, shell monomers were introduced as an immiscible third phase into the traditional o/w two-phase emulsion system, and the formed three-phase complex emulsion was dynamically reconfigured to exhibit a core–shell encapsulated conformation induced by interfacial tension, resulting in the formation of a thermodynamically stable double emulsion. Microcapsules with 1,6-hexanediol diacrylate (HDDA) shells were successfully prepared using this double emulsion as a template. The emulsion configuration is of significant advantage in promoting stable encapsulation of the phase change material in the shell material, resulting in fast and efficient encapsulation and improved utilization of the phase change material. Phase change microcapsules with different phase change temperatures were prepared and characterized using n-octadecane (C 18 ), methyl stearate (Mes), n-eicosane (C 20 ) and n-docosane (C 22 ) as phase change materials, respectively. Results show that the prepared microcapsules are spherically integrated, with smooth surfaces and obvious core–shell structures, and the enthalpies of phase transition of C 18 , Mes, C 20 and C 22 microcapsules are as high as 171.86, 122.37, 165.77 and 178.69 J/g, respectively. These microcapsules exhibit excellent thermal stability and durability and the encapsulation efficiencies exceed 99.7 % at different phase change temperatures. Furthermore, the potential applications of PCM microcapsules in the field of temperature regulation were also demonstrated. This double-emulsion template method provides a straightforward, rapid and scalable approach for the mass production of microcapsules with different core–shell compositions.

CAS / MDL: 57837-19-1 13048-33-4
研究领域: 材料科学 · 化学工程
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JOURNAL OF HAZARDOUS MATERIALS · 2024 · IF 12.2

Characterization of Metalaxyl-induced notochord toxicity based on biochemical and transcriptomics in zebrafish (Danio rerio) model

Xingkun Tang,Yunlong Meng,Haining Li,Kangyu Liu,Xinyao Wang,Zilin Zhong,Junsong Ye,Jianjun Chen

Metalaxyl is an acylanilide systemic fungicide that is widely applied and can readily enter ecosystems through leaching and soil runoff. This research utilized zebrafish as a model organism to thoroughly investigate the detrimental impacts of environmentally relevant levels of metalaxyl on the development of the notochord in zebrafish embryos and to elucidate the underlying molecular mechanisms through transcriptomics, pharmacological intervention and molecular biological detection. The preliminary results demonstrated that metalaxyl induced significant modifications in the developmental parameters of zebrafish embryos. This study has also assessed the long-term consequences of metalaxyl exposure during the embryonic development of zebrafish. This study have demonstrated that zebrafish exposed to metalaxyl exhibit a range of abnormalities, including defects in notochord vacuole biogenesis, somite segmentation disorders, anomalous notochord curvatures, craniofacial cartilage deformities, and irregular chordacentra mineralisation. Through transcriptomic and bioinformatics analysis, it was found that most of the genes exhibiting differential expression were linked to oxidative stress. Furthermore, the evidence indicated that oxidative stress was present, as demonstrated by increased malondialdehyde (MDA) production and a decrease in antioxidant enzyme activity (CAT, SOD, GSH). Interestingly, the developmental dysfunction induced by metalaxyl was partially rescued by chlorogenic acid. Overall, metalaxyl disrupts notochord and skeletal formation in zebrafish embryos by modulating oxidative stress mediated by reactive oxygen species.

CAS / MDL: 57837-19-1
研究领域: 环境科学 · 毒理学 · 分子生物学
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MICROCHEMICAL JOURNAL · 2024 · IF 4.9

Smartphone-assisted sensing platform based on dual-responsive nitrogen-doped carbon dots for enzyme-free and visual quantitative detection of Cu2+ and glyphosate

Xinyu Luo,Ziyi Liu,Linfan Wang,Liwei Gao,Dingfeng Wang,Ting Zhang,Da Chen

Rapid and selective detection of copper ion (Cu 2+ ) and glyphosate (GLY) is crucial to environmental pollution control, especially when using a simple and portable device. In this study, an enzyme-free and visual fluorescence sensor based on nitrogen-doped carbon dots (N-CDs) is successfully designed, featuring strong blue fluorescence and excellent stability. The sensor shows a linear response to Cu 2+ over a wide detection range of 0.048 to 40 μM with a low limit of detection (LOD, 48 nM), resulting in fluorescence quenching at 435 nm. Meanwhile, the rapid enhancement in fluorescence intensity of the quenched N-CDs/Cu 2+ system can be triggered by GLY owing to the strong complexation between Cu 2+ and GLY, with a LOD of GLY as low as 0.24 μM. Furthermore, we develop a smartphone-assisted sensing platform using N-CDs/polyvinyl alcohol films, which captures and analyzes fluorescence images to detect Cu 2+ and GLY with sensitive LODs of 73 nM and 0.32 μM, respectively. Satisfactory recoveries, ranging from 94.0 % to 104.6 %, are achieved in real sample detection, implying the potential application in the field of enzyme-free and on-site pesticides detection.

研究领域: 环境科学 · 分析化学
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NATURAL PRODUCT RESEARCH · 2024 · IF 1.9

Synthesis, anti-oomycete and anti-fungal activities of novel paeonol ester derivatives containing a schiff base

Xiaofang Zhang,Xiaolong Guo,Wanying Yin,Ruiguang Wang,Yuee Tian,Huilu Sun,Shaobin Xu,Shaoyan Shuang,Xiaobo Huang,Genqiang Chen,Zhiping Che

To discover biorational natural product-based pesticides, a series of paeonol ester derivatives containing a Schiff base (6a-j, 7i,j, 8i,j, and 9i,j) were prepared, and their structures were well characterised by 1H NMR and HRMS. Furthermore, bioactivities of these compounds as anti-oomycete and anti-fungal agents against two serious agricultural diseases, Phytophthora capsici and Fusarium graminearum we assessed. Amongst evaluated compounds, 1) Compounds 6a and 6e displayed good anti-oomycete against P. capsici, with EC50 values of 116.50 and 88.86 mg/L, respectively. 2) Compounds 6e and 7i exhibited prominent anti-fungal against F. graminearum, with EC50 values of 66.73 and 29.33 mg/L, respectively. 3) This study suggested that the introduction of nitro at the C5 position of paeonol could improve its bioactivity against P. capsici and F. graminearum. The results of this study pave the way for further design and development of paeonol derivatives as plant anti-oomycetes and anti-fungal agents in crop protection.

研究领域: 植物化学 · 农药学 · 植物病理学
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CHEMISTRY & BIODIVERSITY · 2024 · IF 2.3

Synthesis, Anti-Oomycete and Anti-Fungal Activities of Anhydride Derivatives of Oleanolic Acid

Zhiping Che,Ruiguang Wang,Yuanhao Li,Wanying Yin,Huilu Sun,Shaobin Xu,Shaoyan Shuang,Yuee Tian,Xiaobo Huang,Genqiang Chen

Oleanolic acid is a pentacyclic triterpenoid extracted and isolated from the fruit of plants in the Ligustrum lucidum Ait. in the family Oleaceae. To discover biorational natural product-based pesticides, a series of oleanolic acid derivatives containing anhydride active skeletons were prepared by ingeniously introducing an active acyloxy group at its C-28 carboxyl position, and their structures were well characterized by 1H NMR, 13C NMR, HRMS, and m.p.. The stereochemical configuration of compound 8e was confirmed using single-crystal X-ray diffraction. Furthermore, bioactivities of these compounds as anti-oomycete and anti-fungal agents against two serious agricultural pests, Phytophthora capsici and Fusarium graminearum we assessed. Amongst evaluated compounds, 1) Compounds 8h and 8j displayed significant anti-oomycete against P. capsici, with EC50 values of 54.73 and 65.15 mg/L, respectively. 2) The target compounds have obvious selectivity, and their anti-oomycete activity is significantly better than their anti-fungal activity. 3) Interestingly, there are significant differences in the structure-activity relationship of different substituents or the same substituent at different positions anti-oomycete and anti-fungal against P. capsici and F. graminearum, respectively. The study provides an idea for further exploring the bioactivities of 28-acyloxyoleanolic acid derivatives, and develops the application of 28-acyloxyoleanolic acid derivatives containing anhydride in agriculture.

研究领域: 植物化学 · 农药学 · 农业科学
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