Herbicidal Activity and Molecular Docking Study of Novel ACCase Inhibitors

Abstract

Acetyl-CoA carboxylase (ACCase) is an important target enzyme for the development of new bleaching herbicides. On the basis of structure-activity relationships and active subunit combinations, a series of novel 2-phenyl-3-cyclohexanedione enol ester derivatives was designed and synthesized by coupling and acylation reactions. The preliminary biological tests indicated good post-emergent herbicidal activity at a dosage of 150–300 g ai/ha, superior to that of clethodim against barnyard grass. Compound 3d was safe with respect to maize, even at a dosage of 300 g ai/ha. Compound 3d showed the best ACCase inhibitory activity in vitro, with a value of 0.061 nmol h-1 mg-1 protein, superior to that of clethodim. Molecular docking modeling showed that compound 3d and clethodim had the same interactions with surrounding residues, leading to an excellent combination with the active pocket of ACCase. That may have been the mechanism responsible for the death of the barnyard grass. The present work suggests compound 3d as a potential lead structure for further development of novel ACCase inhibitors.

Preparation and characterization of cyanazine–hydroxypropyl-beta-cyclodextrin inclusion complex

“…Molecular modelling was performed to study the complexation between host molecules and guest molecules. 28,29 The molecular model in Fig. 9 was the lowest energy model obtained by molecular modelling.…”

Protective Responses Induced by Chiral 3-Dichloroacetyl Oxazolidine Safeners in Maize (Zea mays L.) and the Detoxification Mechanism

“…Yan et al reported a novel aryloxyphenoxypropionate herbicide based on benzofuran and investigated its possible herbicidal mechanism by molecular docking [22]. The molecular docking experiment performed by Ye et al [11,23] suggested that the reason that the safener had a protective effect might be due to competition between the safener and the herbicide in the target enzyme active pocket.…”

Crystal structure of 5,5-dimethyl-3-oxocyclohex-1-en-1-yl 4-(2,2-dichloroacetyl)-3,4-dihydro-2 H-benzo[b][1,4]oxazine-7-carboxylate, C19H19Cl2NO5

“…It is an important enzyme in the tyrosine metabolic pathway, belonging to the large family of 2-his-1-carboxylate facial triad oxidative enzymes. As an important enzyme correlated to the pigment synthesis and tyrosine catabolism in most organisms, HPPD is important in agricultural areas [14]. A large number of HPPD inhibitors have been discovered, researched and applied to control weed in the field of agrochemicals in recent several decades [15].…”