Gao, Wei; Li, Xiaotian; Ren, Da; Sun, Susu; Huo, Jingqian; Wang, Yanen; Chen, Lai; Zhang, Jinlin published the artcile< Design and synthesis of N-phenyl phthalimides as potent protoporphyrinogen oxidase inhibitors>, Quality Control of 118-45-6, the main research area is phenyl phthalimide preparation protoporphyrinogen oxidase inhibitor herbicidal activity docking; N-phenyl phthalimides; herbicidal activity; molecular design; protoporphyrinogen oxidase.
A series of novel phthalimide derivatives I [R1 = H, F, Cl; R2 = H, Me, Cl, NO2; Ar = 5-methylisoxazol-3-yl, thiophen-2-ylmethyl, 4-bromo-2,6-difluorophenyl, etc.] were designed by mol. docking studies targeting the crystal structure of mitochondrial PPO from tobacco (mtPPO, PDB: 1SEZ) by using Flumioxazin as a lead, after which the derivatives were synthesized and characterized, and their herbicidal activities were subsequently evaluated. The herbicidal bioassay results showed that compounds such as I [R1 = R2 = H; Ar = 4-bromo-2,6-difluorophenyl], [R1 = Cl; R2 = H; Ar = 5-methylisoxazol-3-yl, thiophen-2-ylmethyl, 4-fluoro-3-methoxycarbonyl-phenyl] and [R1 = F; R2 = H; Ar = 4-bromo-2,6-difluorophenyl] had good herbicidal activities; among them I [R1 = R2 = H; Ar = 4-bromo-2,6-difluorophenyl], showed excellent herbicidal efficacy against A. retroflexus and B. campestris via the small cup method and via pre-emergence and post-emergence spray treatments. The efficacy was comparable to that of the com. herbicides Flumioxazin, Atrazine, and Chlortoluron. Further, the enzyme activity assay results suggest that the mode of action of compound I [R1 = R2 = H; Ar = 4-bromo-2,6-difluorophenyl] involved the inhibition of the PPO enzyme, and showed better inhibitory activity against PPO than did Flumioxazin. These results indicate that our mol. design strategy contributes to the development of novel promising PPO inhibitors.
Molecules published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 118-45-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H3ClO3, Quality Control of 118-45-6.
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