Structure-Activity Relationship and Molecular Design of Peroxidizing Herbicides with Cyclic Imide Structures and Their Relatives

Fujita, Toshio; Nakayama, Akira

doi:10.1007/978-3-642-58633-0_4

Cited by 5 publications

(12 citation statements)

References 47 publications

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“…Several QSAR calculations have been formulated to reveal the interaction mechanism of PPO inhibitors and guide structural optimization. A comprehensive review by Fujita et al [35] summarized the progress of QSAR studies with PPO inhibitors, including diphenylethers, thiadiazoles, N-phenylphthalimides, N-phenyltriazolinones, N-phenyltriazo linethiones, and N-phenyltetrahydroindazoles.…”

Section: Qsar Of Ppo Inhibitorsmentioning

confidence: 99%

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Protoporphyrinogen Oxidase Inhibitor: An Ideal Target for Herbicide Discovery

Hao

Zuo

Yang

et al. 2011

Chimia

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As the last common enzyme in the biosynthetic pathway leading to heme and chlorophyll, protoporphyrinogen oxidase (PPO; EC 1.3.3.4) is an ideal target for herbicide development. Currently, about 30 PPO inhibitors have been developed as agricultural herbicides. PPO inhibitors have displayed environmentally benign, but advantageous characteristics, including low toxicity, low effective concentration, broad herbicidal spectrum (active against both monocotyledon and dicotyledon weeds), quick onset of action, and long lasting effect. Over the last several years, great achievements have been made in revealing the structural biology of PPO. Five PPO crystal structures, four isolated in enzyme-inhibitor complexes and one in the native form, have been determined, including those from Nicotiana tabacum, Myxococcus Xanthus, Bacillus subtilis, and human. Although PPO inhibitors have been developed for over forty years, we continue to uncover exciting future prospects for novel PPO-inhibiting herbicides. In this review, we have summarized the structures of PPOs from plants, human, and bacteria; the interactions between PPOs and inhibitors; the quantitative structure-activity relationships of PPO inhibitors; and the molecular design of new PPO inhibitors.

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Section: Qsar Of Ppo Inhibitorsmentioning

confidence: 99%

“…(1) was examined for five additional compounds (15-19 in Table 1), this equation only predicted the herbicidal activity of three compounds (15, 16, and 18). Therefore, Fujita et al [35] reexamined the QSAR of this series of compounds and formulated Eqn. (2) for 18 compounds (1-18).…”

Section: Qsar Of Ppo Inhibitorsmentioning

confidence: 99%

Protoporphyrinogen Oxidase Inhibitor: An Ideal Target for Herbicide Discovery

Hao

Zuo

Yang

et al. 2011

Chimia

View full text Add to dashboard Cite

show abstract

“…The information about (sub)molecular mechanisms of biological action may be extracted from the relationship. The structure-activity of Protox herbicides has been extensively reviewed (Fujita & Nakayama, 1999). Figure 6 shows the SARs of 2-fluoro-4-chloro-5-substituted-phenyl heterocycles (Theodoridis, 1997).…”

Section: Mode Of Action Of 1(heterocyclyl)245-tetrasubstituted Benmentioning

confidence: 99%

“…QSAR (quantitative structure-activity relationships) have been reported about the effects on the substituents in phenyl group (Fujita & Nakayama, 1999;Jiang et al, 2010), but little literature about comparative molecular field analysis (CoMFA) on the effect of heterocyclic rings (Zhang et al, 2011). In order to understand the heterocyclic rings and substituents in phenyl group effects on the PPO inhibition of a series of cyclic imide compounds, the method of CoMFA was applied to understand the quantitative structure-activity relationships.…”

Section: Comfa Analysismentioning

confidence: 99%