Synthesis and herbicidal activity of novel N-allyloxy/propargyloxy aryloxyphenoxy propionamide derivatives

Liu, Qixing; Huang, Mingzhi; Liu, Aiping; Hu, Aiguo; Man-xiang, Lei; Ren, Yulin; Huang, Lu

doi:10.1007/s40242-016-5415-0

Cited by 4 publications

(3 citation statements)

References 14 publications

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“…Subsequently, the in vivo inhibition of ACCase activity assay of QPP-I-6 was performed. As shown in Figure 9, QPP-I-6 exhibited in vivo inhibition against ACCase activity with inhibition rates 11,39,34,18,22,31, and 62% at 1, 3, 6, 12, 24, 48, and 96 h, respectively, which is comparable to the commercial ACCase-inhibiting herbicide QZ. Interestingly, the inhibition rate of enzyme activity changed over time and showed a trend of first increasing, then decreasing, and finally increasing, which may be caused by plants' stress response to QPP-I-6.…”

Section: ■ Materials and Methodsmentioning

confidence: 74%

“… On the other hand, most of the commercial APP herbicides are in the form of formulated ester, providing more lipophilicity and increased capacity to cross cellular membranes. Meanwhile, many studies prove that delicate modification of the ester moiety of phenoxypropionate part of APP herbicides can improve herbicidal activity. − Inspired by this, as a continuation of the development of new QPP derivatives with stronger herbicidal activity, great effort has been made to modify the ester moiety of lead compound QPP-I in our laboratory. First, replacing the ethoxy group of ester moiety of the lead compound QPP-I with various alcohols and phenols, QPP - I ester derivatives were designed.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Herbicidal Activity, and Molecular Mode of Action Evaluation of Novel Aryloxyphenoxypropionate/Amide Derivatives Containing a Quinazolinone Moiety

Li,

Chen,

Han

et al. 2024

J. Agric. Food Chem.

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To develop aryloxyphenoxypropionate herbicides with a novel structure and improved activity, a total of 39 aryloxyphenoxypropionate/amide derivatives containing quinazolinone moiety were synthesized and further bioevaluated. The bioassay results in the greenhouse showed that most of the target compounds had good herbicidal activity under postemergence conditions, of which, QPP-I-6 displayed excellent herbicidal activity against Echinochloa crusgalli, Digitaria sanguinalis, Spartina alterniflora, Eleusine indica, and Pennisetum alopecuroides with inhibition rates >90% at a dosage of 187.5 g ha −1 . More importantly, QPP-I-6 displayed higher crop safety to Gossypium hirsutum, Glycine max, and Arachis hypogaea than the commercial herbicide quizalofop-p-ethyl. Studying the molecular mode of action by phenotypic observation, membrane permeability evaluation, transcriptomic analysis, and in vivo ACCase activity evaluation reveals that QPP-I-6 is a novel ACCase inhibitor. The present work demonstrates that QPP-I-6 can serve as a lead compound for further developing novel ACCase-inhibiting herbicides.

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Section: ■ Materials and Methodsmentioning

confidence: 74%

Section: Introductionmentioning

confidence: 99%

Synthesis, Herbicidal Activity, and Molecular Mode of Action Evaluation of Novel Aryloxyphenoxypropionate/Amide Derivatives Containing a Quinazolinone Moiety

Li,

Chen,

Han

et al. 2024

J. Agric. Food Chem.

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“…Although the herbicidal activities of benzoxazole and benzothiazole derivatives have been less reported, some compounds have shown excellent herbicidal activities. For example, compounds 76 and 77 ( Figure 9 ) both achieved 90% ( Table 8 ) herbicidal activity against the monocotyledon weeds Digitaria sanguinalis and Setaria viridis at a concentration of 75 g/ha [ 114 ]. In addition, compounds 76 and 77 showed good safety on the stems and leaves of rice.…”

Section: Herbicidal Activitymentioning

confidence: 99%

Research Progress of Benzothiazole and Benzoxazole Derivatives in the Discovery of Agricultural Chemicals

Zou

Zhang

Xing

et al. 2023

IJMS

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Benzoxazole and benzothiazole have a broad spectrum of agricultural biological activities, such as antibacterial, antiviral, and herbicidal activities, which are important fused heterocyclic scaffold structures in agrochemical discovery. In recent years, great progress has been made in the research of benzoxazoles and benzothiazoles, especially in the development of herbicides and insecticides. With the widespread use of benzoxazoles and benzothiazoles, there may be more new products containing benzoxazoles and benzothiazoles in the future. We systematically reviewed the application of benzoxazoles and benzothiazoles in discovering new agrochemicals in the past two decades and summarized the antibacterial, fungicidal, antiviral, herbicidal, and insecticidal activities of the active compounds. We also discussed the structural–activity relationship and mechanism of the active compounds. This work aims to provide inspiration and ideas for the discovery of new agrochemicals based on benzoxazole and benzothiazole.

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Novel pyrimidine derivatives containing an amide moiety: design, synthesis, and antifungal activity

Chen

Wang

et al. 2018

Chem. Pap.

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Synthesis and herbicidal activity of novel N-allyloxy/propargyloxy aryloxyphenoxy propionamide derivatives

Cited by 4 publications

References 14 publications

Synthesis, Herbicidal Activity, and Molecular Mode of Action Evaluation of Novel Aryloxyphenoxypropionate/Amide Derivatives Containing a Quinazolinone Moiety

Synthesis, Herbicidal Activity, and Molecular Mode of Action Evaluation of Novel Aryloxyphenoxypropionate/Amide Derivatives Containing a Quinazolinone Moiety

Research Progress of Benzothiazole and Benzoxazole Derivatives in the Discovery of Agricultural Chemicals

Novel pyrimidine derivatives containing an amide moiety: design, synthesis, and antifungal activity

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