Literature DB >> 28941309

Novel HPPD inhibitors: triketone 2H-benzo[b][1,4]oxazin-3(4H)-one analogs.

Hua-Bin Li1,2, Lei Li1, Jun-Xian Li1, Ting-Feng Han1, Jing-Li He1, You-Quan Zhu1.   

Abstract

BACKGROUND: Herbicides that inhibit 4-hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) are very important for grass weed control. In order to discover novel HPPD herbicides, a series of triketone 2H-benzo[b] oxazin-3(4H)-one analogs was designed and synthesized.
RESULTS: In comparison with the commercial triketone HPPD herbicide mesotrione (IC50 = 0.252 μM), some of these new triketone analogs displayed excellent HPPD inhibitory potency in vitro, for example B39 (IC50 = 0.172 μM) and B41 (IC50 = 0.156 μM). In addition, some of these compounds exhibited pre- and post-emergence herbicidal activity similar to mesotrione when applied at 375 g/ha.
CONCLUSION: Many of the title compounds described in this paper could be important lead structures for the further development of novel HPPD herbicides.
© 2017 Society of Chemical Industry. © 2017 Society of Chemical Industry.

Entities:  

Keywords:  HPPD; benzoxazinone; herbicidal activity; synthesis; triketone

Mesh:

Substances:

Year:  2017        PMID: 28941309     DOI: 10.1002/ps.4739

Source DB:  PubMed          Journal:  Pest Manag Sci        ISSN: 1526-498X            Impact factor:   4.845


  4 in total

1.  Metabolic Pathway of Topramezone in Multiple-Resistant Waterhemp (Amaranthus tuberculatus) Differs From Naturally Tolerant Maize.

Authors:  Anatoli V Lygin; Shiv S Kaundun; James A Morris; Eddie Mcindoe; Andrea R Hamilton; Dean E Riechers
Journal:  Front Plant Sci       Date:  2018-11-21       Impact factor: 5.753

2.  Antibiotic activities of propanolamine containing 1,4-benzoxazin-3-ones against phytopathogenic bacteria.

Authors:  Jiarui Rao; Liwei Liu; Dan Zeng; Mingwei Wang; Meng Xiang; Song Yang
Journal:  RSC Adv       Date:  2020-01-02       Impact factor: 4.036

3.  Computer-Aided and AILDE Approaches to Design Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors.

Authors:  Juan Shi; Shuang Gao; Jia-Yu Wang; Tong Ye; Ming-Li Yue; Ying Fu; Fei Ye
Journal:  Int J Mol Sci       Date:  2022-07-15       Impact factor: 6.208

4.  Based on the Virtual Screening of Multiple Pharmacophores, Docking and Molecular Dynamics Simulation Approaches toward the Discovery of Novel HPPD Inhibitors.

Authors:  Ying Fu; Tong Ye; Yong-Xuan Liu; Jian Wang; Fei Ye
Journal:  Int J Mol Sci       Date:  2020-08-03       Impact factor: 5.923

  4 in total

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