Pest Management Science · 2019 · 94 citations · 46 references
AgricultureChemistryWeed ScienceDrug DiscoveryHerbicide SelectivityStructure-activity RelationshipsHerbicide Structure-activity RelationshipsHerbicide SynthesisCrop-weed SelectivityHerbicidal BioassaysHerbicidal SelectivityHerbicide DiscoveryHerbicide Selectivity RelationshipsPyrazole ChemistryStructure-activity Relationship ModelingStructure-based Herbicide Design
Abstract BACKGROUND 4‐Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) has been a good target for herbicide discovery. In order to discover novel HPPD herbicides, a series of pyrazole aromatic ketone analogs were designed and synthesized. RESULTS The 25 pyrazole aromatic ketone analogs synthesized were tested for herbicidal activity and compounds A1, A3, A4, A17, A20 and A25 displayed excellent herbicidal activity against Chenopodium serotinum , Stellaria media and Brassica juncea at 37.5 g ha −1 . In addition, compounds A1, A5, A9, A10, A16, A17, A20 and A25 exhibited good crop selectivity for wheat, maize and rice at 150 g ha −1 . Inhibition activities against At HPPD proved the compounds were HPPD inhibitors. The structure–activity relationship of these pyrazole aromatic ketone analogs was studied using molecular docking. CONCLUSION These pyrazole aromatic ketone derivatives could be used as lead structures for development of HPPD herbicides against dicotyledonous weeds with further structure modification. © 2019 Society of Chemical Industry
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