ACS Omega
·
2018
·
IF 0
Da-xia Zhang,Xian-peng Zhang,Jian Luo,Bei-xing Li,Yan Wei,Feng Liu
To reduce the amount of organic solvents in pendimethalin emulsifiable concentrate (EC), small-size microcapsules (S-MCs) and large-size microcapsules (L-MCs) were prepared with polyurea as a wall material. Petri-dish bioassays were carried out to investigate the bioactivity of formulations and the influence of both organic matter and moisture. The relationships between degradation and the biological activity of three pendimethalin formulations in the soil were investigated, and field experiments were executed to verify the laboratory results. The laboratory tests showed the following: (1) the bioactivity of EC and S-MCs was similar and greater than that of L-MCs; (2) organic matter could reduce the bioactivity of MCs and EC, and the impact of organic matter on L-MCs was greater; (3) increased soil moisture content had no significant effect on the bioactivity of EC but slightly reduced that of the MCs; and (4) the L-MCs showed significantly more prolonged residual and effective persistence in the soil than did EC and S-MCs. However, the field experiments indicated that the herbicidal efficacies of L-MCs at the early and late stages were both lower than those of EC. Comprehensive analysis of the results indicated that the main reason that the herbicidal efficacy of L-MCs was lower than that of EC in the field was that L-MCs missed the optimal herbicidal periods due to the slow-release characteristics of L-MCs. The S-MCs had both similar release rates and herbicidal efficacy in the field as EC. Therefore, to develop a good pesticide formulation, the occurrence and damage characteristic of pests must be considered.
研究领域:
农业科学
·
植物保护
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产品关联
DOI
PubMed
CHEMISTRY & BIODIVERSITY
·
2022
·Vol. 19
·期 4
·e202100746
·
IF 2.745
Huanhuan Dong,Hongmei Zhang,Shichao Xu,Jing Wang,Songlin Dai,Yuxiang Chen,Liangwu Bi,Zhendong Zhao
Three series of secondary ammonium chloride from turpentine were synthesized and evaluated as botanical herbicides. The preemergence herbicidal activities against ryegrass ( Loliun multiflorum ) and barnyard grass ( Echinochloa crus-galli ) were investigated using water as the only solvent. Their toxicity was evaluated by cytotoxicity assays. Preliminary results demonstrated that the herbicidal performance of the prepared salts was similar or much higher than that of corresponding secondary amines and even commercial herbicide glyphosate. Promisingly, compound 14e containing a cyclohexyl-substituted p- menthene skeleton with an IC 50 value of 0.0014 mM against root growth of ryegrass showed 39-fold higher herbicidal activity than glyphosate. Besides, this compound was found to be nontoxic to human and animal cells, indicating the potential application as a water-soluble herbicide for ryegrass control. Graphical
研究领域:
植物学
·
农业科学
·
毒理学
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产品关联
DOI
PubMed
高影响因子
CROP PROTECTION
·
2020
·
IF 2.381
Guanglong Ding,Jingyue Tang,Wenbing Zhang,Yanran Li,Junfan Niu,Weichen Wang,Hong Huo,Jianqiang Li,Yongsong Cao
Auxinic herbicides are widely used to control broadleaf weeds in cereal crop fields due to their excellent herbicidal activities. However, volatile drifting caused by their high vapor pressures is a great threat to neighbouring susceptible crops and environment and severely limits auxinic herbicide applications. In this study, a series of auxinic herbicide dimers were synthesized using 2,4-D, dicamba and MCPA as monomers to reduce their vapor pressures. The results showed that all of the dimers significantly reduced volatilities due to larger molecular weight. The dimers linked with two ester bonds had 2-fold higher herbicidal efficacies than their corresponding monomers in filed experiments. The dimers linked with amide bonds appeared to function as contact action and systemic action herbicides. The dimers, 3a-2(ethane-1,2-diylbis (2-(2,4-dichlorophenoxy)acetate)), 3a-4(2-((2-(2,4-dichlorophenoxy)acetyl)thio)ethyl 2-(2,4-dichlorophenoxy)acetate), 3b-2(ethane-1,2-diylbis(2-(4-chloro-2-methylphenoxy)acetate)) and 3c-2(ethane-1,2-diylbis(3,6-dichloro-2-methoxybenzoate)) significantly increased the efficacies and reduced volatilities, thus could be developed as potential novel postemergence herbicides.
研究领域:
植物学
·
农业科学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2021
·
IF 5.279
Jia-Xu Nan,Jing-Fang Yang,Hong-Yan Lin,Yao-Chao Yan,Shao-Meng Zhou,Xue-Fang Wei,Qiong Chen,Wen-Chao Yang,Ren-Yu Qu,Guang-Fu Yang
Exploring novel p-hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) inhibitors has become one of the most promising research directions in herbicide innovation. On the basis of our tremendous interest in exploiting more powerful HPPD inhibitors, we designed a family of benzyl-containing triketone-aminopyridines via a structure-based drug design (SBDD) strategy and then synthesized them. Among these prepared derivatives, the best active 3-hydroxy-2-(3,5,6-trichloro-4-((4-isopropylbenzyl)amino)picolinoyl)cyclohex-2-en-1-one (23, IC50 = 0.047 μM) exhibited a 5.8-fold enhancement in inhibiting Arabidopsis thaliana (At) HPPD activity over that of commercial mesotrione (IC50 = 0.273 μM). The predicted docking models and calculated energy contributions of the key residues for small molecules suggested that an additional π–π stacking interaction with Phe-392 and hydrophobic contacts with Met-335 and Pro-384 were detected in AtHPPD upon the binding of the best active compound 23 compared with that of the reference mesotrione. Such a molecular mechanism and the resulting binding affinities coincide with the proposed design scheme and experimental values. It is noteworthy that inhibitors 16 (3-hydroxy-2-(3,5,6-trichloro-4-((4-chlorobenzyl)amino)picolinoyl)cyclohex-2-en-1-one), 22 (3-hydroxy-2-(3,5,6-trichloro-4-((4-methylbenzyl)amino)picolinoyl)cyclohex-2-en-1-one), and 23 displayed excellent greenhouse herbicidal effects at 150 g of active ingredient (ai)/ha after postemergence treatment. Furthermore, compound 16 showed superior weed-controlling efficacy against Setaria viridis (S. viridis) versus that of the positive control mesotrione at multiple test dosages (120, 60, and 30 g ai/ha). These findings imply that compound 16, as a novel lead of HPPD inhibitors, possesses great potential for application in specifically combating the malignant weed S. viridis.
研究领域:
植物学
·
药理学
✓ 已验证
DOI
PubMed
高影响因子
WEED SCIENCE
·
2020
·Vol. 68
·期 6
·565-574
·
IF 2.258
Li-Xia Zhao,Mao-Jun Jiang,Jia-Jun Hu,Yue-Li Zou,Shuang Gao,Ying Fu,Fei Ye
Protoporphyrinogen oxidase (PPO) is an important target for discovering new herbicides that interfere with the synthesis of porphyrin. To discover new PPO inhibitors with improved biological activity, a series of new diphenyl ethers containing tetrahydrophthalimide were designed and synthesized. Among them, J6.1 (IC50 = 4.7 nM) and J6.3 (IC50 = 30.0 nM) show higher maize (Zea mays L.) PPO inhibitory activity than the commercial herbicides oxyfluorfen (IC50 = 117.9 nM) and flumioxazin (IC50 = 157.1 nM). The greenhouse herbicidal activity of J6.3 is comparable to that of oxyfluorfen, and it is greater than that of flumioxazin. Even at a dose of 300 g ai ha−1, cotton (Gossypium hirsutum L.) and peanut (Arachis hypogaea L.) show greater tolerance to J6.3, suggesting that J6.3 could be used for further development of new herbicide candidates in those fields. In addition, molecular docking has been used to further study the mechanism of action of J6.3. The results show that the introduction of a nitro group and tetrahydrophthalimide into the diphenyl ether structure is beneficial to biological activity.
研究领域:
植物学
·
药理学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2021
·
IF 5.279
Yanjing Guo,Weizhe Liu,He Wang,Xiaoxiong Wang,Sheng Qiang,Hazem M. Kalaji,Reto Jörg Strasser,Shiguo Chen
A biocontrol method plays an important role in weed management. In this study, we aimed to clarify the phytotoxicity of the mycotoxin patulin (PAT) and reveal its mode of action as a new natural photosystem II (PSII) inhibitor. Phytotoxicity test showed that PAT has herbicidal activity and causes significant leaf lesions on Ageratina adenophora. Under a half-inhibition concentration I50 (2.24 μM), the observed significant decrease in oxygen evolution rate and the increase in the J-step of the chlorophyll fluorescence rise OJIP curve indicated that PAT strongly reduces photosynthetic efficiency by blocking electron transport from the primary to secondary plastoquinone acceptors (QA to QB) of PSII. Molecular modeling of PAT docking to the A. adenophora D1 protein suggested that PAT bounds to the QB site by forming hydrogen bonds to histidine 252 in the D1 protein. It is proposed that PAT is a new natural PSII inhibitor and has the potential to be developed into a bioherbicide or used as a template scaffold for discovering novel derivatives with more potent herbicidal activity.
研究领域:
植物学
·
分子生物学
·
农业科学
✓ 已验证
DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2020
·
IF 5.065
Shuang Gao,Jingyu Jiang,Xiaoming Li,Yanyan Liu,Lixia Zhao,Ying Fu,Fei Ye
Cyanazine is usually dissolved in organic reagents during use due to the poor solubility in water. However, cyanazine residues in the environment may cause serious harm to the soil, water and human body, etc. In this study, clathrate of cyanazine-beta-cyclodextrin (cyanazine- β -CD) clathrate was synthesized via co-precipitation to enhance the water solubility, thermostability and herbicidal activity of cyanazine. Moreover, the X-ray diffraction, scanning electron microscope and Fourier transform infrared spectroscopy techniques were used to examine the clathrate. Results proved that cyanazine successfully entered the cyclodextrin cavity. Clathrate of cyanazine and β -CD was synthesized in a 1:1 stoichiometric ratio explored using the study of inclusion ratios. Besides, clathrate improved the water solubility of cyanazine, which was proved by the phase solubility study. The improvement of thermal stability was confirmed by thermogravimetric analysis. Furthermore, the biological activity studies indicated the clathrate had better herbicidal activity than cyanazine.
研究领域:
环境科学
·
农业化学
·
材料科学
✓ 已验证
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2021
·
IF 5.279
Hai-Lian Wang,Hao-Ran Li,Yi-Chi Zhang,Wen-Tao Yang,Zheng Yao,Ren-Jun Wu,Cong-Wei Niu,Yong-Hong Li,Jian-Guo Wang
In the present study, we have designed and synthesized a series of 42 novel sulfonylurea compounds with ortho-alkoxy substitutions at the phenyl ring and evaluated their herbicidal activities. Some target compounds showed excellent herbicidal activity against monocotyledon weed species. When applied at 7.5 g ha–1, 6–11 exhibited more potent herbicidal activity against barnyard grass (Echinochloa crus-galli) and crab grass (Digitaria sanguinalis) than commercial acetohydroxyacid synthase (AHAS; EC 2.2.1.6) inhibitors triasulfuron, penoxsulam, and nicosulfuron at both pre-emergence and postemergence conditions. 6–11 was safe for peanut for postemergence application at this ultralow dosage, suggesting that it could be considered a potential herbicide candidate for peanut fields. Although 6–11 and triasulfuron share similar chemical structures and have close Ki values for plant AHAS, a significant difference has been observed between their LUMO maps from DFT calculations, which might be a possible factor that leads to their different behaviors toward monocotyledon weed species.
研究领域:
植物学
·
农业科学
✓ 已验证
DOI
PubMed
高影响因子
MOLECULES
·
2018
·Vol. 23
·期 2
·356
·
IF 3.098
Yanqing Gao,Jingjing Li,Jian Li,Zhanqian Song,Shibin Shang,Xiaoping Rao
Turpentine is a volatile component of resin, which is an abundant forest resource in Southern China. As one of the most important components, the integrated application of β-pinene has been studied. The broad-spectrum evaluation of β-pinene and its analogues has, therefore, been necessary. In an attempt to expand the scope of agro-activity trials, the preparation and the evaluation of the herbicidal activity of a series of β-pinene analogues against three agricultural herbs were carried out. In accordance with the overall herbicidal activity, it is noteworthy that compounds6k,6l, and6mdemonstrated extreme activity with IC50values of 0.065, 0.065, and 0.052 mol active ingredients/hectare againstE. crus-galli. The preliminary structure–activity relationship (SAR) was analyzed and the compounds with the appropriate volatility and substituent type that had beneficial herbicidal activity were analyzed. Simultaneously, the quantitative structure–activity relationship (QSAR) model was built and the most important structural features were indicated, which was, to a certain extent, in line with the SAR study. The study aimed to study the application of the forest resource turpentine in agriculture as a potential and alternative approach for comprehensive utilization.Keywords:turpentine;herbicidal activity;SAR;QSAR
研究领域:
农学
·
化学
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产品关联
DOI
PubMed
高影响因子
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
·
2025
·Vol. 95
·期 3
·644-653
·
IF 0.8
Wang J.,Zhou Y.,Wu X.,Zhou X.,Sun Y.,Wu W.,Wang X.
Discovering super-efficient herbicides with novel structures is one of the effective ways to solve the increasingly severe weed resistance problem and meet ecological requirements. In this work, a series of novel bromo- p -hydroxybenzamides were designed based on the molecular hybridization strategy, and rapidly synthesized by one-step amidation reaction, and then characterized by 1 H NMR, 13 C NMR and HRMS. The herbicidal activity assay indicated that most of the target compounds exhibited good-to-excellent inhibition effects on seed germination of two model plants. At a concentration of 100 mg/L, the inhibition rate of 3,5-dibromo- N -(4-bromo-3-chlorophenyl)- p -hydroxybenzamide reached up to 98 and 96% on the roots and stalks of the monocotyledonous barnyard grass ( E. crus-galli ), respectively. 3,5-Dibromo- N -(2-bromophenyl)- p -hydroxybenzamide showed excellent inhibitory activity on the roots and stalks of dicotyledonous rape ( B. napus ) at 100 mg/L, with an inhibitory rate of more than 90%. Furthermore, the concentration was reduced to 1 mg/L, the inhibitory rate of 3,5-dibromo- N -(2-bromophenyl)- p -hydroxybenzamide on the roots of B. napus was still as high as 90%. This work provides a novel molecular scaffold for the development and research of new super-efficient herbicides.
研究领域:
农药化学
·
植物生理学
✓ 已验证
DOI
高影响因子
ACS Omega
·
2021
·
IF 3.512
Yu Qin,Xinyu Lu,Han Que,Dandan Wang,Tao He,Dingxiang Liang,Xu Liu,Jiajia Chen,Chenrong Ding,Pengcheng Xiu,Chaozhong Xu,Xiaoli Gu
Microencapsulation of pesticides is a promising attempt to reduce environmental pollution and prevent the active ingredients from the interference of external factors. In this paper, pendimethalin microcapsules were prepared by the interfacial polymerization of 4,4-methylenediphenyl diisocyanate (MDI) and ethylenediamine (EDA) based on microfluidic technology. Effects of the microchannel structure, reaction temperature, surfactant type, and fluid flow rates were investigated and evaluated. The results showed that pendimethalin microcapsules prepared under suitable conditions had a smooth surface, good monodispersity, a high encapsulation efficiency (96.7%), and excellent thermal stability. The size and morphology control of microcapsules were realized by adjusting the flow rates of the continuous phase and the hydrophilic monomer EDA aqueous solution. The release of pendimethalin had a sustained release characteristic that was closely related to the morphology of microcapsules. Compared with the pendimethalin emulsifiable concentrate, pendimethalin microcapsules exhibited outstanding herbicidal activity in the weed control experiments. Therefore, pendimethalin microcapsules with tunable properties were successfully obtained from the microfluidic device and showed great potential in agricultural applications.
研究领域:
农业科学
·
材料科学
·
环境科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2024
·
IF 5.7
Yanqun Huang,Pingping Lu,Hongyun Lan,Daozhan Huang,Beiyang Liu,Qiaozhen Wei,Lanjie Huang,Yuehong Gan
Twelve novel longifolene-derived primary amine carboxylates were synthesized and evaluated for herbicidal activity. The structures of title compounds were confirmed by Fourier-transform infrared spectroscopy, 1H nuclear magnetic resonance (NMR), 13C NMR, and high-resolution mass spectrometry. The results showed that all the synthesized compounds exhibited higher herbicidal activity than the corresponding carboxylic acids involved in the reaction and the commercial herbicide glyphosate; some of them even possessed inhibition rates of 100% against Lolium multiflorum Lam. and Brassica campestris at low concentrations (0.039–0.313 mmol/L). Moreover, structural factors, including types of carboxylates and carbon chain length, had a great influence on the herbicidal performance. The herbicidal activity of dicarboxylates was similar to or much higher than that of corresponding monocarboxylates and glyphosate. Furthermore, compound 5l was found to be the most active candidate against the root and shoot growth of L. multiflorum Lam. and B. campestris with half maximal inhibitory concentrations (IC50) of around 0.010 and 0.023 mmol/L. The present work indicated that those prepared compounds have great potential to serve as high-performance botanical herbicides used at low doses.
研究领域:
植物学
·
农业科学
·
有机化学
✓ 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）