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  1. AU="Zheng, Bai-Feng"
  2. AU="Lawless, Nathan"
  3. AU="Lim, Ji Young"
  4. AU="Sehdev, Simran"
  5. AU="Del Amor, Francisco M"
  6. AU="Chen, Hanbo"
  7. AU=Song Shiyu
  8. AU="Shen, Chien-Wen"
  9. AU="Philip D King"
  10. AU="Yan, Zhongyu"
  11. AU="Cicalini, Carolina" AU="Cicalini, Carolina"
  12. AU="Magdalena Lange"
  13. AU="Riley, Julie"
  14. AU="Benherrif, Oussama"
  15. AU="Grau, A."
  16. AU=Tao Qiushan
  17. AU="Qin, Guole"
  18. AU="Reis, Jennifer"
  19. AU=Rothstein Eric S
  20. AU="Bruszel, Bella"
  21. AU="Edwin R. Chilvers"
  22. AU="Marco Heredia-R"
  23. AU="Barbora Chladkova"
  24. AU=Chen Yi-Ning
  25. AU="Dirce Maria Lobo Marchioni"
  26. AU="Martínez Fernández, Lidia"
  27. AU="Graham J. T"
  28. AU="Płońska-Gościniak, Edyta"
  29. AU="Shackira, A M"
  30. AU="Fukui, Mototaka"
  31. AU="Jones, Clare A"
  32. AU="Chen, Yonghua"
  33. AU=Das Nilay Kanti
  34. AU="Christine Brittsan"
  35. AU="Skinner, Henry"
  36. AU=Wang Wan-Ying
  37. AU="Ingrid Natalia Muñoz Quijano"
  38. AU="Xu, Jianrong"
  39. AU="Klutts, Abigail"
  40. AU="Corumlu, Ufuk"
  41. AU="Frank Dickmann"
  42. AU="Paz-Priel, Ido"
  43. AU=Budhraja Anshul

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  1. Artikel ; Online: Design, Synthesis, and Biological Evaluation of Pyridazinone-Containing Derivatives As Novel Protoporphyrinogen IX Oxidase Inhibitor.

    Zheng, Bai-Feng / Zuo, Yang / Yang, Wen-Yi / Liu, Hui / Wu, Qiong-You / Yang, Guang-Fu

    Journal of agricultural and food chemistry

    2024  Band 72, Heft 19, Seite(n) 10772–10780

    Abstract: Protoporphyrinogen IX oxidase (PPO, E.C. 1.3.3.4) plays a pivotal role in chlorophyll biosynthesis in plants, making it a prime target for herbicide development. In this study, we conducted an investigation aimed at discovering PPO-inhibiting herbicides. ...

    Abstract Protoporphyrinogen IX oxidase (PPO, E.C. 1.3.3.4) plays a pivotal role in chlorophyll biosynthesis in plants, making it a prime target for herbicide development. In this study, we conducted an investigation aimed at discovering PPO-inhibiting herbicides. Through this endeavor, we successfully identified a series of novel compounds based on the pyridazinone scaffold. Following structural optimization and biological assessment, compound
    Mesh-Begriff(e) Protoporphyrinogen Oxidase/antagonists & inhibitors ; Protoporphyrinogen Oxidase/metabolism ; Protoporphyrinogen Oxidase/chemistry ; Protoporphyrinogen Oxidase/genetics ; Pyridazines/chemistry ; Pyridazines/pharmacology ; Herbicides/pharmacology ; Herbicides/chemistry ; Herbicides/chemical synthesis ; Enzyme Inhibitors/chemistry ; Enzyme Inhibitors/pharmacology ; Enzyme Inhibitors/chemical synthesis ; Drug Design ; Structure-Activity Relationship ; Nicotiana/metabolism ; Nicotiana/enzymology ; Plant Proteins/chemistry ; Plant Proteins/metabolism ; Plant Proteins/antagonists & inhibitors ; Plant Proteins/genetics ; Molecular Docking Simulation ; Molecular Structure ; Plant Weeds/drug effects ; Plant Weeds/enzymology ; Kinetics
    Sprache Englisch
    Erscheinungsdatum 2024-05-04
    Erscheinungsland United States
    Dokumenttyp Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.3c09157
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  2. Artikel ; Online: Synthesis and Biological Activity Evaluation of Benzoxazinone-Pyrimidinedione Hybrids as Potent Protoporphyrinogen IX Oxidase Inhibitor.

    Zheng, Bai-Feng / Zuo, Yang / Huang, Guang-Yi / Wang, Zhi-Zheng / Ma, Jin-Yi / Wu, Qiong-You / Yang, Guang-Fu

    Journal of agricultural and food chemistry

    2023  Band 71, Heft 39, Seite(n) 14221–14231

    Abstract: Protoporphyrinogen IX oxidase (PPO/Protox, E.C. 1.3.3.4) is recognized as one of the most important targets for herbicide discovery. In this study, we report our ongoing research efforts toward the discovery of novel PPO inhibitors. Specifically, we ... ...

    Abstract Protoporphyrinogen IX oxidase (PPO/Protox, E.C. 1.3.3.4) is recognized as one of the most important targets for herbicide discovery. In this study, we report our ongoing research efforts toward the discovery of novel PPO inhibitors. Specifically, we identified a highly potent new compound series containing a pyrimidinedione moiety and bearing a versatile building block-benzoxazinone scaffold. Systematic bioassays resulted in the discovery of compound
    Mesh-Begriff(e) Humans ; Benzoxazines/pharmacology ; Benzoxazines/chemistry ; Protoporphyrinogen Oxidase ; Enzyme Inhibitors/chemistry ; Herbicides/chemistry ; Nicotiana/metabolism
    Chemische Substanzen Benzoxazines ; Protoporphyrinogen Oxidase (EC 1.3.3.4) ; Enzyme Inhibitors ; Herbicides
    Sprache Englisch
    Erscheinungsdatum 2023-09-20
    Erscheinungsland United States
    Dokumenttyp Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.3c03593
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  3. Artikel ; Online: Discovery of a Subnanomolar Inhibitor of Protoporphyrinogen IX Oxidase

    Zheng, Bai-Feng / Wang, Zhi-Zheng / Dong, Jin / Ma, Jin-Yi / Zuo, Yang / Wu, Qiong-You / Yang, Guang-Fu

    Journal of agricultural and food chemistry

    2023  Band 71, Heft 23, Seite(n) 8746–8756

    Abstract: Protoporphyrinogen IX oxidase (PPO, E.C. 1.3.3.4), a key functional enzyme existing in various organisms, is acknowledged to be one of the most important action targets in the development of herbicides due to its pivotal roles in chlorophyll and heme ... ...

    Abstract Protoporphyrinogen IX oxidase (PPO, E.C. 1.3.3.4), a key functional enzyme existing in various organisms, is acknowledged to be one of the most important action targets in the development of herbicides due to its pivotal roles in chlorophyll and heme biosynthesis pathways. As our persistent research work on the discovery of novel PPO-inhibiting herbicides, a new compound methyl 2-((5-(3-chloro-4,5,6,7-tetrahydro-2
    Mesh-Begriff(e) Protoporphyrinogen Oxidase ; Enzyme Inhibitors/pharmacology ; Weed Control ; Herbicides/pharmacology ; Plant Weeds ; Nicotiana/metabolism
    Chemische Substanzen Protoporphyrinogen Oxidase (EC 1.3.3.4) ; Enzyme Inhibitors ; Herbicides
    Sprache Englisch
    Erscheinungsdatum 2023-06-01
    Erscheinungsland United States
    Dokumenttyp Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.3c00168
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  4. Artikel ; Online: Structure-based discovery of pyrazole-benzothiadiazole hybrid as human HPPD inhibitors.

    Dong, Jin / Xiao, Han / Chen, Jia-Nan / Zheng, Bai-Feng / Xu, Yu-Ling / Chen, Meng-Xi / Yang, Wen-Chao / Lin, Hong-Yan / Yang, Guang-Fu

    Structure (London, England : 1993)

    2023  Band 31, Heft 12, Seite(n) 1604–1615.e8

    Abstract: 4-Hydroxyphenylpyruvate dioxygenase (HPPD) has attracted increasing attention as a target for treating type I tyrosinemia and other diseases with defects in tyrosine catabolism. Only one commercial drug, 2-(2-nitro-4-trifluoromethylbenzoyl)-1, 3- ... ...

    Abstract 4-Hydroxyphenylpyruvate dioxygenase (HPPD) has attracted increasing attention as a target for treating type I tyrosinemia and other diseases with defects in tyrosine catabolism. Only one commercial drug, 2-(2-nitro-4-trifluoromethylbenzoyl)-1, 3-cyclohexanedione (NTBC), clinically treat type I tyrosinemia, but show some severe side effects in clinical application. Here, we determined the structure of human HPPD-NTBC complex, and developed new pyrazole-benzothiadiazole 2,2-dioxide hybrids from the binding of NTBC. These compounds showed improved inhibition against human HPPD, among which compound a10 was the most active candidate. The Absorption Distribution Metabolism Excretion Toxicity (ADMET) predicted properties suggested that a10 had good druggability, and was with lower toxicity than NTBC. The structure comparison between inhibitor-bound and ligand-free form human HPPD showed a large conformational change of the C-terminal helix. Furthermore, the loop 1 and α7 helix were found adopting different conformations to assist the gating of the cavity, which explains the gating mechanism of human HPPD.
    Mesh-Begriff(e) Humans ; Tyrosinemias/drug therapy ; Thiadiazoles/pharmacology ; Thiadiazoles/therapeutic use ; Pyrazoles/pharmacology ; Enzyme Inhibitors/pharmacology ; Herbicides
    Chemische Substanzen benzo-1,2,3-thiadiazole (273-77-8) ; antineoplaston A10 (16VY3TM7ZO) ; Thiadiazoles ; Pyrazoles ; Enzyme Inhibitors ; Herbicides
    Sprache Englisch
    Erscheinungsdatum 2023-10-03
    Erscheinungsland United States
    Dokumenttyp Journal Article
    ZDB-ID 1213087-4
    ISSN 1878-4186 ; 0969-2126
    ISSN (online) 1878-4186
    ISSN 0969-2126
    DOI 10.1016/j.str.2023.09.005
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  5. Artikel ; Online: Discovery and Development of 4-Hydroxyphenylpyruvate Dioxygenase as a Novel Crop Fungicide Target.

    Yu, Xin-He / Dong, Jin / Fan, Cheng-Peng / Chen, Meng-Xi / Li, Min / Zheng, Bai-Feng / Hu, Ya-Fang / Lin, Hong-Yan / Yang, Guang-Fu

    Journal of agricultural and food chemistry

    2023  Band 71, Heft 49, Seite(n) 19396–19407

    Abstract: Plant pathogenic fungi pose a significant threat to crop yields and quality, and the emergence of fungicide resistance has further exacerbated the problem in agriculture. Therefore, there is an urgent need for efficient and environmentally friendly ... ...

    Abstract Plant pathogenic fungi pose a significant threat to crop yields and quality, and the emergence of fungicide resistance has further exacerbated the problem in agriculture. Therefore, there is an urgent need for efficient and environmentally friendly fungicides. In this study, we investigated the antifungal activity of (+)-Usnic acid and its inhibitory effect on crop pathogenic fungal 4-hydroxyphenylpyruvate dioxygenases (HPPDs) and determined the structure of
    Mesh-Begriff(e) Fungicides, Industrial/pharmacology ; 4-Hydroxyphenylpyruvate Dioxygenase/chemistry ; Herbicides/chemistry ; Antifungal Agents/pharmacology ; Molecular Docking Simulation ; Enzyme Inhibitors/pharmacology ; Enzyme Inhibitors/chemistry ; Structure-Activity Relationship
    Chemische Substanzen Fungicides, Industrial ; 4-Hydroxyphenylpyruvate Dioxygenase (EC 1.13.11.27) ; Herbicides ; Antifungal Agents ; Enzyme Inhibitors
    Sprache Englisch
    Erscheinungsdatum 2023-11-30
    Erscheinungsland United States
    Dokumenttyp Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.3c05260
    Datenquelle MEDical Literature Analysis and Retrieval System OnLINE

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  6. Artikel: Pyrazole–Isoindoline-1,3-dione Hybrid: A Promising Scaffold for 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

    He, Bo / Dong, Jin / Lin, Hong-Yan / Wang, Meng-Yao / Li, Xian-Kai / Zheng, Bai-Feng / Chen, Qiong / Hao, Ge-Fei / Yang, Wen-Chao / Yang, Guang-Fu

    Journal of agricultural and food chemistry. 2019 Sept. 17, v. 67, no. 39

    2019  

    Abstract: The discovery of 4-hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) inhibitors has been an active area of research due to their great potential as herbicides for weed control. Starting from the binding mode of known inhibitors of HPPD, a series of ...

    Abstract The discovery of 4-hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) inhibitors has been an active area of research due to their great potential as herbicides for weed control. Starting from the binding mode of known inhibitors of HPPD, a series of HPPD inhibitors with new molecular scaffolds were designed and synthesized by hybridizing 2-benzoylethen-1-ol and isoindoline-1,3-dione fragments. The results of the in vitro tests indicated that the newly synthesized compounds showed good HPPD inhibitory activity with IC₅₀ values against the recombinant Arabidopsis thaliana HPPD (AtHPPD) ranging from 0.0039 μM to over 1 μM. Most promisingly, compound 4ae, 2-benzyl-5-(5-hydroxy-1,3-dimethyl-1H-pyrazole-4- carbonyl)isoindoline-1,3-dione, showed the highest AtHPPD inhibitory activity with a Kᵢ value of 3.92 nM, making it approximately 10 times more potent than pyrasulfotole (Kᵢ = 44 nM) and slightly more potent than mesotrione (Kᵢ = 4.56 nM). In addition, the cocrystal structure of the AtHPPD–4ae complex was successfully resolved at a resolution of 1.8 Å. The X-ray diffraction analysis indicated that the two carbonyl groups of 2-benzoylethen-1-ol formed a bidentate chelating interaction with the metal ion, while the isoindoline-1,3-dione moiety formed pronounced π–π stacking interactions with Phe381 and Phe424. Moreover, water-mediated hydrogen bonding interactions were observed between Asn282 and the nitrogen atoms of the pyrazole ring of 4ae. The above results showed that the pyrazole-isoindoline-1,3-dione hybrid is a promising scaffold for developing HPPD inhibitors.
    Schlagwörter 4-hydroxyphenylpyruvate dioxygenase ; Arabidopsis thaliana ; X-ray diffraction ; enzyme inhibitors ; hybrids ; hydrogen bonding ; in vitro studies ; inhibitory concentration 50 ; mesotrione ; moieties ; nitrogen ; pyrazoles ; weed control
    Sprache Englisch
    Erscheinungsverlauf 2019-0917
    Umfang p. 10844-10852.
    Erscheinungsort American Chemical Society
    Dokumenttyp Artikel
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.9b04917
    Datenquelle NAL Katalog (AGRICOLA)

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  7. Artikel ; Online: Pyrazole-Isoindoline-1,3-dione Hybrid: A Promising Scaffold for 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors.

    He, Bo / Dong, Jin / Lin, Hong-Yan / Wang, Meng-Yao / Li, Xian-Kai / Zheng, Bai-Feng / Chen, Qiong / Hao, Ge-Fei / Yang, Wen-Chao / Yang, Guang-Fu

    Journal of agricultural and food chemistry

    2019  Band 67, Heft 39, Seite(n) 10844–10852

    Abstract: The discovery of 4-hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) inhibitors has been an active area of research due to their great potential as herbicides for weed control. Starting from the binding mode of known inhibitors of HPPD, a series of ...

    Abstract The discovery of 4-hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) inhibitors has been an active area of research due to their great potential as herbicides for weed control. Starting from the binding mode of known inhibitors of HPPD, a series of HPPD inhibitors with new molecular scaffolds were designed and synthesized by hybridizing 2-benzoylethen-1-ol and isoindoline-1,3-dione fragments. The results of the in vitro tests indicated that the newly synthesized compounds showed good HPPD inhibitory activity with IC
    Mesh-Begriff(e) 4-Hydroxyphenylpyruvate Dioxygenase/antagonists & inhibitors ; 4-Hydroxyphenylpyruvate Dioxygenase/chemistry ; 4-Hydroxyphenylpyruvate Dioxygenase/metabolism ; Arabidopsis/drug effects ; Arabidopsis/growth & development ; Enzyme Inhibitors/chemical synthesis ; Enzyme Inhibitors/chemistry ; Enzyme Inhibitors/pharmacology ; Herbicides/chemical synthesis ; Herbicides/chemistry ; Herbicides/pharmacology ; Isoindoles/chemistry ; Isoindoles/pharmacology ; Kinetics ; Molecular Structure ; Plant Proteins/antagonists & inhibitors ; Plant Proteins/chemistry ; Plant Proteins/metabolism ; Plant Weeds/drug effects ; Plant Weeds/growth & development ; Pyrazoles/chemistry ; Pyrazoles/pharmacology ; Structure-Activity Relationship
    Chemische Substanzen Enzyme Inhibitors ; Herbicides ; Isoindoles ; Plant Proteins ; Pyrazoles ; isoindoline-1,3-dione ; pyrazole (3QD5KJZ7ZJ) ; 4-Hydroxyphenylpyruvate Dioxygenase (EC 1.13.11.27)
    Sprache Englisch
    Erscheinungsdatum 2019-09-24
    Erscheinungsland United States
    Dokumenttyp Journal Article
    ZDB-ID 241619-0
    ISSN 1520-5118 ; 0021-8561
    ISSN (online) 1520-5118
    ISSN 0021-8561
    DOI 10.1021/acs.jafc.9b04917
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