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Article Abstract
4-Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) is a critical enzyme for green herbicide discovery. This study aimed to develop new HPPD inhibitors for the efficient control of in rice fields. A series of 41 triketone derivatives were designed and synthesized using structure-based and proherbicide strategies. The herbicidal activity of the newly synthesized compounds was evaluated against common weeds in rice fields, including and . Among them, 2-(2-chloro-4-(methylsulfonyl)-3-((2,2,2-trifluoroethoxy)methyl)benzoyl)-3-((5-methoxy-1-benzo[]imidazol-2-yl)thio)cyclohex-2-en-1-one, compound , showing high efficiency against and , including the resistant biotypes at dosages as low as 19.62-33.26 g of ai/ha, which were significantly more active than that of bicyclopyrone. The density functional theory calculations and metabolism studies revealed the action mechanisms of . The field trials showed that could effectively control the weeds in rice fields at 90-150 g of ai/ha by postemergence application. Our findings suggested the great potential of to be developed as a highly effective herbicide for weed management in paddy fields.
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