Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Synthesis, Herbicidal Activity, and Molecular Mode of Action Evaluation of Novel Quinazolinone−Phenoxypropionate Hybrids Containing a Diester Moiety

Version 1 : Received: 2 September 2024 / Approved: 2 September 2024 / Online: 2 September 2024 (09:02:08 CEST)

How to cite: Wang, S.; Li, N.; Han, S.; Fu, S.; Chen, K.; Ji, L.; Cheng, W.; Lei, K. Synthesis, Herbicidal Activity, and Molecular Mode of Action Evaluation of Novel Quinazolinone−Phenoxypropionate Hybrids Containing a Diester Moiety. Preprints 2024, 2024090061. https://doi.org/10.20944/preprints202409.0061.v1 Wang, S.; Li, N.; Han, S.; Fu, S.; Chen, K.; Ji, L.; Cheng, W.; Lei, K. Synthesis, Herbicidal Activity, and Molecular Mode of Action Evaluation of Novel Quinazolinone−Phenoxypropionate Hybrids Containing a Diester Moiety. Preprints 2024, 2024090061. https://doi.org/10.20944/preprints202409.0061.v1

Abstract

To develop aryloxyphenoxypropionate herbicides with novel structure and improved activity, a total of twenty-eight novel quinazolinone–phenoxypropionate derivatives containing a diester moiety were synthesized and tested for herbicidal activity. The bioassay results in the greenhouse showed that QPEP-I-4 exhibited excellent herbicidal activity against E. crusgalli, D. sanguinalis, S. alterniflora, E. indica, and P. alopecuroides with inhibition rates >80% at a dosage of 150 g ha-1, and displayed higher crop safety to G. hirsutum, G. max, and A. hypogaea than the commercial herbicide quizalofop-p-ethyl. Studying of the molecular mode of action by phenotypic observation, membrane permeability evaluation, and transcriptomic analysis revealed that a growth inhibition of plant by QPPE-I-4 was the result from damage of plants biomembrane. The evaluation of ACCase activity in vivo indicated that QPPE-I-4 could inhibit ACCase and may be a new type of ACCase inhibitor. The present work demonstrated that QPPE-I-4 could serve as a lead compound for further developing novel AOPP herbicides.

Keywords

quinazolinone; aryloxyphenoxypropionate; diester; ACCase; herbicides

Subject

Biology and Life Sciences, Plant Sciences

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