JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2022
·
IF 5.895
Xiankun Liu,Shiqiang Wen,Weichen You,Xiaofei Wang,Qing X. Li,Qiang Bian,Pei Lv,Rimao Hua
An efficient synthesis method will allow a large number of tetramic acid analogues to be synthesized for property and potency optimization. In this study, a facile and efficient method was described for the synthesis of 3-acyltetramic acids. The synthesis was accomplished mainly via (1) mild intramolecular cyclization and (2) the formation of β-ketoamides between nucleophiles and acyl Meldrum’s acids. 3-Acyltetramic acid exhibited phytotoxicity against Echinochloa crusgalli and Portulaca oleracea. At a dosage of 750 g ha–1, 6k and 6a showed high herbicidal activity against E. crusgalli, Digitaria sanguinalis and P. oleracea, Amaranthus retroflexus, respectively. 6k inhibited the synthesis of endogenous abscisic acid, thus seedling germination and plant growth. The incorporation of various acyl Meldrum’s acids and amino acid esters was applicable to the parallel synthesis of 3-acyltetramic acids. The mode of action and herbicidal activity indicate that 3-tetramic acid had good herbicidal performance and was a promising herbicide candidate. This study will provide a reference for novel herbicide development.
研究领域:
化学
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农业科学
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植物生理学
✓ 已验证
DOI
PubMed
高影响因子
Environmental Science-Nano
·
2023
·Vol. 10
·期 12
·3317-3328
·
IF 7.3
Baoyu Li,Wengui Duan,Guishan Lin,Yucheng Cui,Rongzhu Wen,Chuwen Liu,Yulu Xie
Natural product-based nanopesticide is an effective and sustainable approach for solving the environmental issues caused by the application of current commercial herbicides. In this study, 21 novel L-carvone-derived 4-methyl-1,2,4-triazole-thioether derivatives 5a–5u were rationally designed by transketolase-based in silicon virtual screening, synthesized, and structurally characterized using FT-IR spectroscopy, 1H/13C NMR spectroscopy, and HRMS technique. Besides, the herbicidal activity of the target compounds against Brassica campestris and Echinochloa crusgalli L. was evaluated, and the bioassay results revealed that compound 5a with the most significant herbicidal and TK-inhibition activities could serve as a potential TK inhibitor and could serve as a leading compound for further study of green herbicides. Subsequently, the molecular skeletons of chitosan and L-carvone were incorporated for developing high-efficiency nanopesticide carriers, and thus samples 7a–7d were synthesized by N-alkylation of chitosan and characterized using various methods. Compared with unmodified chitosan, L-carvone-derived nanochitosan carrier 7b with the micro-morphologies of nubby lumps and porous surfaces exhibited higher dispersibility and similar thermostability. Finally, L-carvone-derived 4-methyl-1,2,4-triazole-thioether/nanochitosan complexes 7b/5a, 7c/5a, and 7d/5a with better 5a-loading capacities and multi-stage sustained releasing performances were constructed, and the herbicidal activities of 7b/5a and 7d/5a against Brassica campestris were evaluated in the petri dish and greenhouse. It was found that 7b/5a and 7d/5a exhibited significant herbicidal activities. Among them, 7b/5a had great potential as a green and eco-friendly nanopesticide for weed control.
研究领域:
植物学
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农业科学
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材料科学
✓ 已验证
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2020
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IF 4.192
Li-Xia Zhao,Mao-Jun Jiang,Jia-Jun Hu,Yue-Li Zou,Yuan Cheng,Tao Ren,Shuang Gao,Ying Fu,Fei Ye
To seek new protoporphyrinogen oxidase (PPO) inhibitors with better biological activity, a series of novel diphenyl ether derivatives containing tetrahydrophthalimide were designed based on the principle of substructure splicing and bioisomerization. PPO inhibition experiments exhibited that 6c is the most potential compound, with the half-maximal inhibitory concentration (IC50) value of 0.00667 mg/L, showing 7 times higher activity than Oxyfluorfen (IC50 = 0.0426 mg/L) against maize PPO and similar herbicidal activities to Oxyfluorfen in weeding experiments in greenhouses and field weeding experiments. In view of the inspected bioactivities, the structure–activity relationship (SAR) of this series of compounds was also discussed. Crop selection experiments demonstrate that compound 6c is safe for soybeans, maize, rice, peanuts, and cotton at a dose of 300 g ai/ha. Accumulation analysis experiments showed that the accumulation of 6c in some crops (soybeans, peanuts, and cotton) was significantly lower than Oxyfluorfen. Current work suggests that compound 6c may be developed as a new herbicide candidate in fields.
研究领域:
植物保护学
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农药化学
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分子生物学
✓ 已验证
DOI
高影响因子
Journal of Integrative Agriculture
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2022
·
IF 4.384
Hua-long YU,Ci TIAN,Rong-yan SHEN,Han Zhao,Juan YANG,Jin-gao DONG,Li-hui ZHANG,Shu-jie MA
Botanical herbicide has been a hot topic in the research and development of novel pesticides. The herbicidal activity and biochemical characteristics of the botanical compound drupacine were studied by evaluating its effects on seed germination, seedling growth, morphological and physiological characteristics of Amaranthus retroflexus . Drupacine inhibited seed germination and seedling growth, and had a median inhibition concentration (IC 50 ) value of 38.99 mg L −1 against A . retroflexus root. The α-amylase activity and soluble sugar content in treated plants were significantly lower than that of the control. The expression of α-amylase gene was dosage-dependently inhibited compared to the untreated control. This suggested that inhibition of α-amylase activity was a mode of action on seed germination. The root hairs were significantly decreased and part of the root cap fell off after treatment with drupacine. The ultrastructure observation showed that cell damage of root tips increased with the treatment time. Drupacine also increased the relative conductivity and malondialdehyde (MDA) content. Peroxidase (POD), catalase (CAT), and superoxide dismutase (SOD) activities were significantly enhanced in the treatment compared to the control. These findings indicated that the physiological and biochemical reaction changes leading to morphological and membrane injuries were the main effects of drupacine on the inhibition of seedling growth. Drupacine can be developed as a botanical herbicide.
研究领域:
植物学
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农药科学
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植物生理学
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生物化学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2020
·
IF 4.192
Shichao Xu,Xiaojing Zeng,Songlin Dai,Jing Wang,Yuxiang Chen,Jie Song,Yunfei Shi,Xian Cheng,Shengliang Liao,Zhendong Zhao
In this study, we will report on the synthesis and application of efficient botanical agrochemicals from turpentine for sustainable crop protection. Two series of turpentine derived secondary amines were synthesized and identified by FT-IR, 1H NMR, 13C NMR, and HRMS. The herbicidal activities against Echinochloa crus-galli were evaluated. The potential toxicity of the synthesized compounds was tested by MTT cytotoxicity analysis. The effect of structure of the synthesized secondary amines and corresponding Schiff base compounds on their activities was investigated by quantitative structure–activity relationship (QSAR) study. All target products were found to be low toxicity, with similar or higher herbicidal activities than commercial herbicides diuron and Glyphosate. Results of QSAR study showed that a best four-descriptor QSAR model with R2 of 0.880 and Rloo2 of 0.818 was obtained. The four descriptors most relevant to the herbicidal activities are the min valency of a N atom, the max total interaction for a C−H bond, the relative number of aromatic bonds, and the min partial charge (Qmin).
研究领域:
农业化学
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植物科学
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药学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
PEST MANAGEMENT SCIENCE
·
2025
·
IF 3.8
Haiyan Yu,Tao Zhang,Cunyu Wei,Juan Yang,Xinle Ma,Jingchao Chen,Hailan Cui,Feng Liu,Xiangju Li
BACKGROUND Mesosulfuron-methyl (MSM) is currently the only available selective herbicide for controlling Aegilops tauschii in wheat fields. Improving the control performance of MSM against Ae. tauschii is crucial for ensuring wheat yield. Herein, strategies to improve the bioactivity of MSM against Ae. tauschii and the underlying mechanism were investigated. RESULTS The efficacy of MSM oil dispersion (MSM-OD, GR 50 = 21.62 g a.i. ha −1 ) on Ae. tauschii was higher than emulsion in water (GR 50 = 59.96 g a.i. ha −1 ) and emulsifiable concentrate (GR 50 = 77.34 g a.i. ha −1 ). A greater retention on Ae. tauschii leaves was responsible for the increased MSM-OD bioactivity. As the particle size decreased from 13.58 to 1.20 μm, the herbicidal activity of MSM-OD towards Ae. tauschii increased 3.07-fold, which was attributed to the small particle size-enabled faster plant absorption of MSM. Polyvinyl alcohol (PVA, 3%) addition in MSM-OD with a small particle size (MSM-OD-S + PVA) increased MSM residue on Ae. tauschii leaves after washing, and thus herbicidal activity. The increased wettability on Ae. tauschii leaves was related to the PVA-induced rainfastness increase of MSM-OD-S. Importantly, MSM-OD-S + PVA at the recommended field rate did not show an adverse effect on wheat growth. CONCLUSION A suitable formulation, reduced particle size and PVA addition can increase the herbicidal activity of MSM against Ae. tauschii , particularly under rainy conditions. These results can provide guidance for the development and application of other herbicides. © 2025 Society of Chemical Industry.
研究领域:
农业化学
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杂草科学
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农药制剂
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植物生理学
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作物保护
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Plants-Basel
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2022
·Vol. 11
·期 20
·2797
·
IF 4.658
Mengyun Jiang,Qian Yang,He Wang,Zhi Luo,Yanjing Guo,Jiale Shi,Xiaoxiong Wang,Sheng Qiang,Reto Jörg Strasser,Shiguo Chen
Biological herbicides have received much attention due to their abundant resources, low development cost, unique targets and environmental friendliness. This study reveals some interesting effects of mycotoxin cytochalasin A (CA) on photosystem II (PSII). Our results suggested that CA causes leaf lesions onAgeratina adenophoradue to its multiple effects on PSII. At a half-inhibitory concentration of 58.5 μΜ (I50, 58.5 μΜ), the rate of O2evolution of PSII was significantly inhibited by CA. This indicates that CA possesses excellent phytotoxicity and exhibits potential herbicidal activity. Based on the increase in the J-step of the chlorophyll fluorescence rise OJIP curve and the analysis of some JIP-test parameters, similar to the classical herbicide diuron, CA interrupted PSII electron transfer beyond QAat the acceptor side, leading to damage to the PSII antenna structure and inactivation of reaction centers. Molecular docking model of CA and D1 protein ofA. adenophorafurther suggests that CA directly targets the QBsite of D1 protein. The potential hydrogen bonds are formed between CA and residues D1-His215, D1-Ala263 and D1-Ser264, respectively. The binding of CA to residue D1-Ala263 is novel. Thus, CA is a new natural PSII inhibitor. These results clarify the mode of action of CA in photosynthesis, providing valuable information and potential implications for the design of novel bioherbicides.Keywords:natural product;bioherbicide;photosynthetic inhibitor;chlorophyllafluorescence;D1 protein;molecular docking
研究领域:
植物科学
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生物化学
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分子生物学
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环境科学
✓ 已验证
DOI
PubMed
高影响因子
Advanced Science
·
2025
·
IF 14.1
He Wang,Yanjing Guo,Qing Liu,Jing Zhang,Qianlong Zhang,Mingying Yang,Qizhen Chen,Sheng Qiang,Bernal E. Valverde,Shiguo Chen
The tetramic acid moiety is a pivotal structural unit in numerous natural products. As an analogue of the simplest tetramic acid compound tenuazonic acid (TeA), sec-pentyl-TeA (S-TeA) exhibits double herbicidal activity of TeA. Here, this work identifies S-TeA as a novel natural product synthesized by Alternaria alternata and three other filamentous fungi. Chiral analysis confirm the absolute configuration of natural S-TeA as (5 S , 6 S ). Configuration-bioactivity studies reveal that natural (5 S , 6 S )-S-TeA is the eutomer and possesses the highest herbicidal activity among all tested diastereomers. Biosynthetic analyses demonstrate that threonine is the precursor to S-TeA, beginning with the production of 2-amino-3-methylhexanoic acid (AMHA) via eight enzymes from the branched-chain amino acid (BCAA) biosynthetic pathway, including threonine deaminase, 2-isopropylmalate synthase (IPMS), 3-isopropylmalate dehydratase (IPMDH), isopropylmalate dehydrogenase (ISMD), acetolactate synthase, ketol-acid reductoisomerase, dihydroxy acid dehydratase, and BCAA aminotransferase. Subsequently, AMHA undergoes acetylation and cyclization by non-ribosomal peptide synthetases to form S-TeA. Distinct differences in the biosynthetic pathways of S-TeA and TeA are identified. In vitro studies confirm the critical roles of three unique enzymes IPMS, IPMDH, and ISMD in S-TeA biosynthesis, which are absent in TeA biosynthesis. These findings provide a solid basis for developing S-TeA as a natural product herbicide.
研究领域:
化学
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生物科学
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植物化学
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真菌学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2021
·
IF 5.279
Hao-Min Song,Li-Xia Zhao,Shuai-Qi Zhang,Tong Ye,Ying Fu,Fei Ye
Cinnamic acid, isolated from cinnamon bark, is a natural product with excellent bioactivity, and it effectively binds with cyclohexanedione to form novel 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors. According to the active sub-structure combination principle, a series of novel 3-hydroxy-2-cinnamoyl-2-en-1-one derivatives were designed and synthesized. The title compounds were characterized by infrared, 1H NMR, 13C NMR, and HRMS. The in vitro inhibitory activity of AtHPPD verified that compound II-13 showed the most activity with a half-maximal inhibitory concentration (IC50) value of 0.180 μM, which was superior to that of mesotrione (0.206 μM) in vitro. The preliminary herbicidal activity tests demonstrated that some compounds had good herbicidal activity especially compound II-13 at a concentration of 150 g ai/ha. The binding mode of AtHPPD through molecular docking indicated that two oxygens of compounds II-13 formed bidentate interactions with metal ions, and the benzene ring formed π-π accumulation effects with Phe-381 and Phe-424. The results of molecular dynamics simulations showed that compound II-13 exhibited a more stable binding ability with AtHPPD than mesotrione. This study provided insights into the development of natural and efficient herbicides in the future.
研究领域:
化学
·
药理学
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农业科学
·
分子生物学
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植物科学
✓ 已验证
DOI
PubMed
高影响因子
Environmental Science-Nano
·
2024
·
IF 5.8
Zirui Zheng,Ziyun Yang,Zehua Meng,Siyang Liu,Tianyue Wu,Chengyi He,Chenhui Zhang,Ma Chen,Yuxia Gao,Fengpei Du
Pesticide delivery platforms are effective means to improve the control efficiency of pesticide through multiple functionalities. However, the prevalent use of pesticide carriers is often hindered by complex synthetic pathways, environmentally unfriendly components, and limited loading capacities, which restrict their practical applications in agriculture. In this work, we developed sustainable pesticide nanocarriers using a straightforward supramolecular co-assembly approach, which employed the bio-based diphenylalanine (FF) as the assembling molecule and the herbicide fluroxypyr (FP) as the active ingredient. Driven by the synergistic effects of hydrogen bonding, electrostatic interactions, π-π stacking, hydrophobic interactions and van der Waals forces, FP and FF co-assembled into stable assemblies with high loading capacity. Notably, the co-assemblies with different compositions exhibited tunable microstructures, including the wormlike micelles, micelles-arranged coils, and vesicles. Additionally, these nanocarriers demonstrated sensitive responsive release properties based on the FP/FF ratio and the change of pH value, and nearly 97.78% of FP could be released by the 1:1 co-assemblies at pH of 5. Furthermore, the alteration in size and microscopic morphology after co-assembly made FP easier to be translocated in the target weed, which ultimately enhanced the herbicidal activity. Overall, this work proposes a promising approach for greening and simplifying pesticide carriers, offering novel insights and strategies for sustainable agricultural development.
研究领域:
农业科学
·
纳米技术
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材料科学
·
环境科学
✓ 已验证
产品关联
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2023
·
IF 15.1
Xinyu Zhao,Qu Zeng,Shujuan Yang,Furui He,Wenqi Qin,Zhaojun Wang,Keyang Mai,Gaobo Yu,Junhao Huang,Jiacheng Li,Yuhong Feng
Encouraged by the strategy of increasing efficiency and reducing pesticide overuse, the development of polymer/surfactant as additives to enhance pesticide droplet deposition on hydrophobic leave is a promising project. Herein, Alginate-based supra-amphiphiles (SAs), host–guest self-assembled by host amphiphilic cyclodextrin-functionalized alginate derivative (Alg-CD) and guest azobenzene-based surfactant (Azo-DEMA), performed comprehensive characteristics, which integrated the viscosity effect and the ability to reduce surface tension. SAs enabled oil-in-water pesticide droplets to inhibit splashing and light-regulate wetting, thereby enhancing droplets deposition. By analyzing the impact dynamics of loaded-pesticide o/w droplets on hydrophobic surface, the addition of SAs rapidly afforded the pinning ability of droplets with the target surface, and in turn, resulted in inhibiting splashing. Afterward being exposed to UV light, the resulting SAs o/w droplets undergone disassembly so as to release small-molecular surfactant and reduce the surface tension of droplets for improving droplets’ wettability. Importantly, quartz crystal microbalance with dissipation monitoring (QCM-D) was skillfully used for revealing the interaction mechanism between droplets and the waxy layer of hydrophobic surface, finding that SAs could form compact conformation on the waxy surface, while disassembled SAs undergoing UV irradiation exhibited the large adsorption amount and stronger interaction with waxy layer. Consequently, the herbicidal activity experiments exhibit sensitive pesticide control effects assessed under UV even natural sunlight. Light-regulating host–guest interfacial interaction of polysaccharide-based supra-amphiphiles may provide a novel, eco-friendly and feasible manner for comprehensive pesticide applications.
研究领域:
材料科学
·
化学
·
农业科学
·
环境科学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）