PEST MANAGEMENT SCIENCE
·
2023
·
IF 4.1
Wenwen Song,Mingming Dai,Shasha Gao,Yindong Mi,Shijia Zhang,Jianyong Wei,Honghai Zhao,Fangmeng Duan,Chen Liang,Qianqian Shi
Background Root knot nematodes cause great damage to crops worldwide. Due to the negative effects of the application of fumigant and old chemical nematicides, biological nematicides have drawn increasing attention in recent years. Here we tested the fumigant activity of the volatile organic compounds (VOCs) blends emitted from Paenibacillus polymyxa and pure commercial VOCs against M. incognita . Results In this study, we investigated whether P. polymyxa strain J2-4 could produce VOCs that exhibit nematicidal activity. In vitro assays indicated that J2-4 VOCs were highly toxic to second stage juveniles (J2s) and could inhibit egg hatching. Three-layered pot experiments showed that the number of nematodes that penetrating in cucumber roots was reduced by 69.27% after the application of J2-4 VOCs under greenhouse conditions. We identified fourteen volatiles using solid-phase micro-extraction gas chromatography–mass spectrometry. The efficacy of six commercially available VOCs, namely 2-isobutyl-3-methylpyrazine, 2,4-dimethoxybenzaldoxime, 2-dodecanone, 2-tridecanol, 2-tridecanone, and 2-tetradecanol, against M. incognita were examined. Except for 2,4-dimethoxybenzaldoxime, the remaining five VOCs showed strong direct-contact nematicidal activity against J2s of M. incognita , and only 2-isobutyl-3-methylpyrazine showed strong fumigant activity against J2s of M. incognita . In pot experiments, 2-isobutyl-3-methylpyrazine and 2-dodecanone reduced the number of root galls by about 70%, and 2-tridecanone reduced the number of root galls and egg masses by about 63% compared with controls. Conclusion Paenibacillus polymyxa strain J2-4 exhibited high fumigant activity against M. incognita. Our results provide evidence for the use of J2-4 and its VOCs as biocontrol agents in the management of root-knot nematodes. This article is protected by copyright. All rights reserved.
研究领域:
植物病理学
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农业科学
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微生物学
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DOI
PubMed
高影响因子
MOLECULES
·
2020
·Vol. 25
·期 8
·1772
·
IF 3.267
Hui Lu,Xia Zhou,Lei Wang,Linhong Jin
A series of newN-phenylacetamide derivatives containing 4-arylthiazole moieties was designed and synthesized by introducing the thiazole moiety into the amide scaffold. The structures of the target compounds were confirmed by1H-NMR,13C-NMR and HRMS. Their in vitro antibacterial activities were evaluated against three kinds of bacteria—Xanthomonas oryzaepv.Oryzae(Xoo),Xanthomonas axonopodispv.Citri(Xac) andX.oryzaepv. oryzicola(Xoc)—showing promising results. The minimum 50% effective concentration (EC50) value ofN-(4-((4-(4-fluoro-phenyl)thiazol-2-yl)amino)phenyl)acetamide (A1) is 156.7 µM, which is superior to bismerthiazol (230.5 µM) and thiodiazole copper (545.2 µM). A scanning electron microscopy (SEM) investigation has confirmed that compoundA1could cause cell membrane rupture ofXoo. In addition, the nematicidal activity of the compounds againstMeloidogyne incognita(M. incognita) was also tested, and compoundA23displayed excellent nematicidal activity, with mortality of 100% and 53.2% at 500 μg/mL and 100 μg/mL after 24 h of treatment, respectively. The preliminary structure-activity relationship (SAR) studies of these compounds are also briefly described. These results demonstrated that phenylacetamide derivatives may be considered as potential leads in the design of antibacterial agents.Keywords:synthesis;thiazole;nematicidal activity;antibacterial activity;structure-activity relationship
研究领域:
药理学
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有机化学
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植物病理学
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DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2022
·Vol. 19
·期 9
·e202200580
·
IF 2.745
Zhiping Che,Yibo Liu,Luyao Chen,Puhou Xing,Xiangdong Li,Xiaobo Huang,Shengming Liu,Genqiang Chen,Xiaomin Lin,Yuee Tian
In order to explore novel natural product-based anti-oomycete and nematicidal agents, sixteen unreported 2-sulfonyloxyhinokitiol derivatives were prepared using the principle of active splicing, and structurally confirmed by proton nuclear magnetic resonance ( 1 H-NMR), carbon-13 nuclear magnetic resonance ( 13 C-NMR), high-resolution mass spectrometry (HRMS), and melting point. Moreover, we evaluated the title compounds as anti-oomycete and nematicidal agents against two serious agricultural pests of Phytophthora capsici and Meloidogyne incongnita . Among the sixteen hinokitiol esters tested: (1) Compounds 3a and 3m exhibited the most potent anti-oomycete activity compared to zoxamide against P. capsici , and the median effective concentration (EC 50 ) values of 3a , 3m , and zoxamide were 18.64, 21.11, and 23.15 mg/L, respectively; Further studies showed that the existence of seven membered ring and carbonyl group was the necessary condition for the high anti-oomycete activity of hinokitiol. (2) Compounds 3n and 3p exhibited more promising nematicidal activity than hinokitiol, and the median lethal concentration (LC 50 ) values of 3n , 3p and 1 against M. incongnita were 0.2111, 0.2079, and 0.3933 mg/L, respectively. This result will pave the way for further modification of hinokitiol to develop potential new fungicides and nematicides. Graphical
研究领域:
植物化学
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农药科学
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分子生物学
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DOI
高影响因子
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
·
2022
·Vol. 23
·期 4
·2080
·
IF 6.208
Zhaoqian Fan,Yukun Qin,Song Liu,Ronge Xing,Huahua Yu,Kecheng Li,Pengcheng Li
The exploration of novel, environmentally friendly, and efficient nematicides is essential, and modifying natural biomacromolecules is one feasible approach. In this study, 6-O-(trifluorobutenyl-oxadiazol)-chitosan oligosaccharide derivative was synthesized and characterized by FTIR, NMR, and TG/DTG. Its bioactivity and action mode against root-knot nematodeM. incognitawere estimated. The results show that the derivative shows high nematicidal activity against J2s, and egg hatching inhibitory activity at 1 mg/mL. The derivative may affect nematode ROS metabolism and further damage intestinal tissue to kill nematode. Meanwhile, by synergism with improving crop resistance, the derivative performed a high control effect on the nematode with low phytotoxicity. These findings suggested that chitosan oligosaccharide derivatives bearing fluoroalkenyl groups are promising green nematicides.Keywords:chitosan oligosaccharide;nematicide;Meloidogyne incognita;trifluorobutenyl group
研究领域:
农业化学
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农药学
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植物病理学
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产品关联
DOI
PubMed
高影响因子
INDUSTRIAL CROPS AND PRODUCTS
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2021
·
IF 5.645
Hai-bo Wu,Peng-xin Guo,Lin-hui Ma,Xi-meng Li,Ting-ting Liu
The present study evaluates the nematicidal, antifungal and insecticidal effects of extracts from different organs (leaves, stems and roots) of Artemisia halodendron Turcz. ex Bess. Correlative analysis revealed that polyacetylenes were the main contributors to biological activities. Furthermore, five extraction techniques were compared and evaluated based on the yield of polyacetylenes and their activities. It was found that microwave-assisted extraction (MAE) was the best extracting approach. Additionally, two new polyacetylenes ( 1 – 2 ) and four known polyacetylenes ( 3 – 6 ) were isolated from the MAE extract. All polyacetylenes showed remarkable nematicidal effect against Meloidogyne incognita (Kofoid & White) Chitwood (50 % lethal concentration, LC 50 , 0.21–9.46 mg/L) compared with abamectin (LC 50 , 9.98 mg/L). In particular, nematicidal activity of the new compound 1 was 48-times higher than that of abamectin. Also, these polyacetylenes exhibited antifungal effects against five fungi (minimum inhibitory concentration, MIC, 4–128 mg/L). Moreover, polyacetylenes 1 – 4 showed remarkable insecticidal activity against Bradysia odoriphaga Yang & Zhang (50 % lethal dose, LD 50 , 19.31–36.51 mg/L), stronger than the azadirachtin (LD 50 , 39.30 mg/L). Together, the results gained from this study suggest that A. halodendron and the isolated polyacetylenes have great potential application in nematicide, fungicide and insecticide agent industry.
研究领域:
植物化学
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植物学
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农业科学
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产品关联
DOI
高影响因子
INDUSTRIAL CROPS AND PRODUCTS
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2019
·
IF 4.191
Ting-ting Liu,Hai-bin Wu,Hai-bo Wu,Jing Zhang
The ethyl acetate, ethanol and water extracts of different organs (flowers, leaves, stems and roots) of wormwood ( Artemisia absinthium L.) were investigated to examine nematicidal and antifungal activities in an effort to promote future agricultural applications of the wormwood and its potential as an industrial crop. The results showed that highest concentration of total thiophene content (TTC), as well as nematicidal and antifungal activities were found in ethyl acetate extract of roots. TTC and biological activities were highly correlated, indicating that thiophenes played an important role in nematicidal and antifungal activities. Furthermore, four extraction techniques (Maceration, Soxhlet extraction, Supercritical fluid extraction and Ultrasound-assisted extraction) were compared by evaluating the yield of thiophenes. Supercritical fluid extraction (SFE) appeared to be the best method for extracting thiophenes with the highest TTC and superior activities. In addition, eight thiophenes ( 1 – 8 ) including two new compounds ( 1 and 2 ) were isolated from the SFE extract by the bioassay-guided method. All thiophenes showed potent nematicidal activities. In particular, 1 – 4 (50% lethal concentration (LC 50 ) values of 2.69, 4.17, 6.13 and 7.65 mg/L, respectively) were more effective than commercial nematicide abamectin (LC 50 , 9.47 mg/L). Also, these thiophenes showed antifungal activities against four soil-borne fungi at different degrees, especially for compounds 1 and 2 which exhibited noticeable antifungal effects (minimum inhibitory concentration (MIC) values ranging from 8–16 mg/L). Findings of this work suggest that wormwood root and its thiophenes could be used in nematicide and fungicide agent industry.
研究领域:
植物学
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农业科学
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药理学
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产品关联
DOI
高影响因子
PEST MANAGEMENT SCIENCE
·
2022
·Vol. 78
·期 8
·3442-3455
·
IF 4.462
Zhiping Che,Xiaolong Guo,Yuanhao Li,Song Zhang,Lina Zhu,Jiaxuan He,Di Sun,Yihao Guo,Yibo Liu,Ruxue Wei,Xiaobo Huang,Shengming Liu,Genqiang Chen,Yuee Tian
Background Paeonol is extracted and isolated as a rich and sustainable natural bioresource from the root bark of Paeonia suffruticosa , the derivatives of which exhibit numerous biological activities. It is well known that ester compounds play a very important role in pest control, such as organophosphorus, carbamate and pyrethroid pesticides. Results To discover biorational natural product-based pesticides, three series of (60) paeonol ester derivatives ( 7a–t , 8g , p , 9g , p , 10g–j , n–u , 11g , u , 12g , u , 13a–p , 14b , c , and 15b , c ) were prepared by structural modification of paeonol, and their structures were well characterized by proton nuclear magnetic resonance ( 1 H-NMR), carbon-13 nuclear magnetic resonance ( 13 C-NMR), high-resolution mass spectrometry (HRMS), and melting point. Furthermore, we assessed the compounds as insecticidal, nematicidal, and anti-oomycete agents against three serious agricultural pests, Mythimna separata , Heterodera glycines , and Phytophthora capsici . Among all tested compounds: (i) compound 8p showed more significant insecticidal activity than toosendanin, and the final mortality rates of 8p and toosendanin against M. separata (1 mg mL −1 ) were 70.4%, and 51.9%, respectively; (ii) compound 7a exhibited more promising nematicidal activity than paeonol, and the median lethal concentration (LC 50 ) values of 7a and 1 against H. glycines were 15.47 and 50.80 mg L −1 , respectively; (iii) compounds 7n and 13m displayed more significant anti-oomycete activity compared to zoxamide against Phytophthora capsici , and the median effective concentration (EC 50 ) values of 7n , 13m , and zoxamide were 23.72, 24.51, and 26.87 mg L −1 , respectively; and the protective effect of the compounds against Phytophthora capsici in vivo further confirmed the effectiveness of the agents. Conclusion This study suggested that the introduction of a nitro at the C5 or C3 position of paeonol could improve its bioactivity against M. separata , H. glycines , and Phytophthora capsici . © 2022 Society of Chemical Industry.
研究领域:
植物化学
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农药科学
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分子生物学
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产品关联
DOI
PubMed
高影响因子
ARCHIVES OF MICROBIOLOGY
·
2022
·Vol. 204
·期 8
·1-10
·
IF 2.667
Ye Lin,Wang Jian-Yu,Liu Xiao-Fang,Guan Qi,Dou Nong-Xiao,Li Jian,Zhang Qian,Gao Yan-Ming,Wang Min,Li Jian-She,Zhou Bo
The application of nematicidal microorganisms and their virulence factors provides more opportunities to control root-knot nematodes. Bacillus altitudinis AMCC 1040, previously isolated from suppressive soils, showed significant nematicidal activity, and in this study, nematicidal substances produced by Bacillus altitudinis AMCC 1040 were investigated. The results of the basic properties of active substances showed that these compounds have good thermal stability and passage, are resistant to acidic environment and sensitive to alkaline conditions. Further analysis showed that it is a volatile component. Using HS-SPME-GC/MS, the volatile compounds produced by Bacillus altitudinis AMCC 1040 were identified and grouped into four major categories: ethers, alcohols, ketone, and organic acids, comprising a total of eight molecules. Six of them possess nematicidal activities, including 2,3-butanedione, acetic acid, 2-isopropoxy ethylamine, 3-methylbutyric acid, 2-methylbutyric acid and octanoic acid. Our results further our understanding of the effects of Bacillus altitudinis and its nematicidal metabolites on the management of Meloidogyne incognita and may help in finding less toxic nematicides to control root knot nematodes.
研究领域:
植物病理学
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微生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2020
·
IF 4.192
Hai-bo Wu,Hai-bin Wu,Ming-shan Kuang,Hui-peng Lan,Yu-xin Wen,Ting-ting Liu
Three novel dimeric bithiophenes, echinbithiophenedimers A–C (1–3), along with two known thiophenes, 4 and 5, were obtained from Echinops latifolius, and their structures were identified through extensive spectroscopic analysis and electronic circular dichroism calculations. Compounds 1–3 possessed new carbon skeletons; they are dimeric bithiophenes with 1 and 2 featuring an unprecedented 1,3-dioxolane ring system and 3 featuring an unusual 1,4-dioxane ring. These compounds are the first examples of bithiophene dimers furnished by different cyclic diethers. Dimeric bithiophenes 1–3 had good antifungal activities against five phytopathogenic fungi, and compound 3 showed excellent activity against Alternaria alternate and Pyricularia oryzae, with a minimal inhibitory concentration value of 8 μg/mL, which was close to or higher than that of carbendazim. Moreover, its effect on the mycelial morphology was observed by scanning electron microscopy. Compounds 1–3, which were demonstrated to be nonphototoxic thiophenes, exhibited better nematicidal activity than the commercial nematicide ethoprophos against Meloidogyne incognita. This study revealed that dimeric bithiophenes containing 1,3-dioxolane or 1,4-dioxane rings could be used as novel antifungal and nematicidal agents for controlling plant fungal and nematode pathogens.
研究领域:
植物化学
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药理学
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真菌学
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植物病理学
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产品关联
DOI
PubMed
高影响因子
PEST MANAGEMENT SCIENCE
·
2024
·
IF 3.8
Mei Hu,Xiaolong Guo,Yuee Tian,Yan Li,Yibo Liu,Xiaobo Huang,Genqiang Chen,Zhiping Che
BACKGROUND The natural product paeonol is a rich and sustainable natural bioresource, and its derivatives have various unique biological efficacy. As is well known, Schiff bases are a class of organic compounds with a wide range of biological activities, including anti-fungal, insecticidal, anti-viral, and nematicidal. RESULTS To discover biorational natural product-based pesticides, nine intermediates (2–10), 12 sulfonylhydrazones (11a–11c, 12a–12c, 13a–13c, and 14a–14c) and 20 benzylidene hydrazones (18a–18r, 19a, and 20a) were synthesized by structural modification of paeonol, and their structures were characterized by proton nuclear magnetic resonance ( 1 H NMR), carbon-13 ( 13 C) NMR, and high-resolution mass spectrometry (HRMS). The stereochemical configurations of compounds 14a, 18d, and 18r were unambiguously confirmed by single-crystal X-ray diffraction. Furthermore, bioactivities of these compounds as anti-oomycete, anti-fungal, and nematicidal agents against three serious agricultural pests, Phytophthora capsici , Fusarium graminearum , and Heterodera glycines were evaluated. Among all tested compounds: (i) compound 7 exhibited promising anti-oomycete against Phytophthora capsici , with a half maximal effective concentration (EC 50 ) value of 15.81 mg L −1 ; (ii) compounds 2, 7, 10, and 19a displayed promising anti-fungal against F. graminearum , with EC 50 values of 12.22, 14.72, 23.39, and 33.10 mg L −1 , respectively; (iii) ten compounds (12a–12c, 14c, 18g–18j, 18m, and 19a) showed significant nematicidal activity against H. glycines , with median lethal concentration (LC 50 ) values all less than 30.00 mg L −1 . Especially for compound 18g, its LC 50 value is the smallest, at 12.65 mg L −1 . CONCLUSION The research results indicate that introducing nitro groups at the C5 position of paeonol, or introducing halogens at both C5 and C3 positions, can significantly enhance its biological activity against Phytophthora capsici , F. graminearum , and H. glycines . © 2024 Society of Chemical Industry.
研究领域:
植物化学
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农药科学
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生物活性研究
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产品关联
DOI
PubMed
高影响因子
PEST MANAGEMENT SCIENCE
·
2022
·Vol. 79
·期 3
·969-979
·
IF 4.462
Linhuai Li,Jun Cen,Lingling Huang,Ling Luo,Guangqi Jiang
BACKGROUND The development of stimulus-responsive and photothermally controlled-release microcapsule pesticide delivery systems is a promising solution to enhance the effective utilization and minimize the excessive use of pesticides in agriculture. RESULTS In this study, an AVM@CS@TA-Fe microcapsule pesticide delivery system was developed using avermectin as the model drug, chitosan and tannic acid as the wall materials, and tannic acid–Fe complex layer as the photothermal agent. The optical microscope, scanning electron microscope, transmission electron microscope, and Fourier-transform infrared spectroscope were used to characterize the prepared microcapsule. The slow-release, UV-shielding, photothermal performance, and nematicidal activity of the microcapsule were systematically investigated. The results showed that the system exhibited excellent pH-responsive and photothermal-sensitive performances. In addition, the UV-shielding performance of the delivery system was improved. The photothermal conversion efficiency ( η ) of the system under the irradiation of near-infrared (NIR) light was determined to be 14.18%. Moreover, the nematicidal activities of the system against pine wood nematode and Aphelenchoides besseyi were greatly increased under the irradiation of light-emitting diode (LED) simulated sunlight. CONCLUSION The release of the pesticide-active substances in such a pesticide delivery system could be effectively regulated with the irradiation of NIR light or LED-simulated sunlight. Thus, the developed pesticide delivery system may have broad application prospects in modern agriculture fields. © 2022 Society of Chemical Industry.
研究领域:
农业科学
·
材料科学
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生物技术
✓ 已验证
产品关联
DOI
PubMed
高影响因子
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY
·
2025
·
IF 6.1
Qiyi Zhu,Xiaofeng Zhu,Ning Yang,Yuxi Duan,Yuanyuan Wang,Xiaoyu Liu,Di Zhao,Haiyan Fan,Lijie Chen
Root-knot nematodes ( Meloidogyne incognita ) present a significant threat to global agriculture, and the development of multi-drug resistance in these nematodes exacerbates this problem. Benzothiazole, a heterocyclic compound has been reported as a potential nematicide, however, its mode of action is not fully understood. This study aims to elucidate the nematicidal mechanism of benzothiazole against M. incognita . In the toxicity assays, benzothiazole exhibited rapid and effective nematocidal activity, significantly compromising egg masses and inhibiting egg hatching while killing newly hatched second-stage juveniles (J2s) of M. incognita . Microscopic observations revealed that after 48 h of incubation, a marked reduction in protein and carbohydrate levels within the J2s was observed. Notably, benzothiazole at a concentration of 14 mmol/L significantly inhibits glutathione S-transferase (GST) enzyme activity, leading to the accumulation of reactive oxygen species (ROS), ultimately resulting in rapid nematode death. Molecular docking and dynamics simulations demonstrated that benzothiazole forms a stable complex with GST, thereby disrupting its antioxidant function. Furthermore, in pot experiments, benzothiazole effectively reduced the gall formations of M. incognita on tomato roots. Overall, this novel inhibitory mechanism of glutathione S-transferase (GST) differs from that of the neurotoxicant abamectin, which targets glutamate-gated chloride channels (GluCl). This mechanism holds significant promise for the development of environmentally friendly nematicides. It offers a potential solution to the growing problem of multidrug resistance in root-knot nematodes and could help mitigate the substantial economic losses caused by these pests in global agriculture.
研究领域:
农业科学
·
害虫防治
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生物化学
·
线虫学
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植物病理学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）