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Literature summary for 1.13.11.27 extracted from

  • He, B.; Dong, J.; Lin, H.; Wang, M.; Li, X.; Zheng, B.; Chen, Q.; Hao, G.; Yang, W.; Yang, G.
    Pyrazole-isoindoline-1,3-dione hybrid A promising scaffold for 4-hydroxyphenylpyruvate dioxygenase inhibitors (2019), J. Agric. Food Chem., 67, 10844-10852 .
    View publication on PubMed
Search for more literature for 1.13.11.27

Crystallization (Commentary)

Crystallization (Comment) Organism
structure in complex with inhibitor 2-benzyl-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione at a resolution of 1.8 A. 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 formes pronounced pi-pi stacking interactions with Phe381 and Phe424 Arabidopsis thaliana

Inhibitors

Inhibitors Comment Organism Structure
2-benzyl-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione showed the highest HPPD inhibitory activity of the compounds tested Arabidopsis thaliana
2-[(2-chlorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
-
 Arabidopsis thaliana
2-[(3-chlorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
-
 Arabidopsis thaliana
2-[(4-bromo-2-fluorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
-
 Arabidopsis thaliana
2-[(4-chlorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
-
 Arabidopsis thaliana
5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-2-[(3-methoxyphenyl)methyl]-1H-isoindole-1,3(2H)-dione
-
 Arabidopsis thaliana
mesotrione
-
 Arabidopsis thaliana
pyrasulfotole
-
 Arabidopsis thaliana

Organism

Organism UniProt Comment Textmining
Arabidopsis thaliana P93836
-
-

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000039
-
 2-benzyl-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione pH not specified in the publication, 25°C Arabidopsis thaliana
0.0000044
-
 pyrasulfotole pH not specified in the publication, 25°C Arabidopsis thaliana
0.0000045
-
 mesotrione pH not specified in the publication, 25°C Arabidopsis thaliana

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00009
-
 pH not specified in the publication, 25°C Arabidopsis thaliana 2-benzyl-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
0.0001
-
 pH not specified in the publication, 25°C Arabidopsis thaliana 2-[(3-chlorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
0.0001
-
 pH not specified in the publication, 25°C Arabidopsis thaliana 5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-2-[(3-methoxyphenyl)methyl]-1H-isoindole-1,3(2H)-dione
0.00011
-
 pH not specified in the publication, 25°C Arabidopsis thaliana 2-[(2-chlorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
0.00011
-
 pH not specified in the publication, 25°C Arabidopsis thaliana 2-[(4-bromo-2-fluorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
0.00012
-
 pH not specified in the publication, 25°C Arabidopsis thaliana 2-[(4-chlorophenyl)methyl]-5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-1H-isoindole-1,3(2H)-dione
0.00023
-
 pH not specified in the publication, 25°C Arabidopsis thaliana mesotrione
0.0014
-
 pH not specified in the publication, 25°C Arabidopsis thaliana pyrasulfotole