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Discovery of novel Propionamide-Pyrazole-Carboxylates as Transketolase-inhibiting herbicidal candidates.
Sun, Susu; Li, Yaze; Wang, Wenfei; Kou, Song; Huo, Jinqian; An, Zexiu; Zhu, Lin; Li, Kaiwen; Chen, Lai; Zhang, Jinlin.
Afiliación
  • Sun S; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Li Y; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Wang W; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Kou S; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Huo J; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • An Z; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Zhu L; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Li K; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Chen L; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
  • Zhang J; College of Plant Protection, Hebei Agricultural University, Baoding, P. R. China.
Pest Manag Sci ; 80(10): 4897-4905, 2024 Oct.
Article en En | MEDLINE | ID: mdl-38808579
ABSTRACT

BACKGROUND:

Transketolase (TKL, EC 2.2.1.1) is a key enzyme in the pentose phosphate pathway and Calvin cycle, and is expected to act as a herbicidal site-of-action. On the basis of TKL, we designed and synthesized a series of 1-oxy-propionamide-pyrazole-3-carboxylate analogues and evaluated their herbicidal activities.

RESULTS:

Methyl 1-methyl-5-((1-oxo-1-((4-(trifluoromethyl)phenyl)amino)propan-2-yl)oxy)-1H-pyrazole-3-carboxylate (C23) and methyl 1-methyl-5-((1-oxo-1-((perfluorophenyl)amino)propan-2-yl)oxy)-1H-pyrazole-3-carboxylate (C33) were found to provide better growth-inhibition activities against Digitaria sanguinalis root than those of nicosulfuron, mesotrione and pretilachlor at 200 mg L-1 using the small-cup method. These compounds were also identified as promising compounds in pre-emergence and postemergence herbicidal-activity experiments, with relatively good inhibitory effects toward Amaranthus retroflexus and D. sanguinalis at 150 g ai ha-1. In addition, enzyme inhibition assays and molecular docking studies revealed that C23 and C33 interact favourably with SvTKL (Setaria viridis TKL).

CONCLUSION:

C23 and C33 are promising lead TKL inhibitors for the optimization of new herbicides. © 2024 Society of Chemical Industry.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirazoles / Transcetolasa / Amaranthus / Herbicidas Idioma: En Revista: Pest Manag Sci Asunto de la revista: TOXICOLOGIA Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido
Texto completo
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Imprimir
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pirazoles / Transcetolasa / Amaranthus / Herbicidas Idioma: En Revista: Pest Manag Sci Asunto de la revista: TOXICOLOGIA Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido