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Literature summary extracted from

  • Detsi, A.; Majdalani, M.; Kontogiorgis, C.A.; Hadjipavlou-Litina, D.; Kefalas, P.
    Natural and synthetic 2-hydroxy-chalcones and aurones: Synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity (2009), Bioorg. Med. Chem., 17, 8073-8085.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.12 2',4,6-trimethoxy-aurone
-
 Glycine max
1.13.11.12 2'-hydroxy-2,4',6'-trimethoxy-chalcone exhibits 20% inhibition Glycine max
1.13.11.12 2'-hydroxy-2-methoxy-chalcone
-
 Glycine max
1.13.11.12 2'-hydroxy-3,4,4',6'-tetra(methoxymethoxy)-chalcone exhibits 14.1% inhibition Glycine max
1.13.11.12 2'-hydroxy-3,4-dimethoxy-chalcone
-
 Glycine max
1.13.11.12 2'-hydroxy-3-methoxy-chalcone exhibits 36.4% inhibition Glycine max
1.13.11.12 2'-hydroxy-4-chloro-4', 6'-dimethoxy-chalcone
-
 Glycine max
1.13.11.12 2'-hydroxy-4-chloro-chalcone
-
 Glycine max
1.13.11.12 2'-hydroxy-4-methyl-4',6'-dimethoxy-chalcone
-
 Glycine max
1.13.11.12 2'-hydroxy-4-methyl-chalcone
-
 Glycine max
1.13.11.12 2'-methoxy-aurone exhibits 39.9% inhibition Glycine max
1.13.11.12 3'-methoxy-aurone exhibits 34.9% inhibition Glycine max
1.13.11.12 4'-chloro-4, 6-dimethoxy-aurone
-
 Glycine max
1.13.11.12 4'-chloro-aurone exhibits 26.4% inhibition Glycine max
1.13.11.12 4'-methoxy-aurone
-
 Glycine max
1.13.11.12 4'-methyl-aurone exhibits 32.4% inhibition Glycine max
1.13.11.12 4,4',6-trimethoxy-aurone best LOX inhibitory activity Glycine max
1.13.11.12 caffeic acid
-
 Glycine max
1.13.11.12 additional information chalcones exhibit superior LOX inhibitory activity than aurones. 2'-hydroxy-4-methoxy-chalcone, 2'-hydroxy-3,4,4',6'-tetramethoxy-chalcone, 2'-hydroxy-4,4',6'-trimethoxy-chalcone, 2',3,4,4',6'-pentahydroxy-chalcone, aureusidin, 4,6-dimethoxy-4'-methyl-aurone and 3',4,4',6-tetra(methoxymethyl)-aurone have no or very low LOX inhibitory activity Glycine max
1.13.11.12 nordihydroguaiaretic acid
-
 Glycine max

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.12 Glycine max
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.12 linoleate + O2
-
 Glycine max (9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.13.11.12 LOX
-
 Glycine max

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.13.11.12 9
-
-
 Glycine max

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.13.11.12 0.04
-
 at pH 9.0 Glycine max nordihydroguaiaretic acid
1.13.11.12 0.05
-
 at pH 9.0 Glycine max 4,4',6-trimethoxy-aurone
1.13.11.12 0.0525
-
 at pH 9.0 Glycine max 2'-hydroxy-4-methyl-chalcone
1.13.11.12 0.053
-
 at pH 9.0 Glycine max 2'-hydroxy-4-methyl-4',6'-dimethoxy-chalcone
1.13.11.12 0.056
-
 at pH 9.0 Glycine max 2'-hydroxy-4-chloro-chalcone
1.13.11.12 0.0675
-
 at pH 9.0 Glycine max 2'-hydroxy-3,4-dimethoxy-chalcone
1.13.11.12 0.07
-
 at pH 9.0 Glycine max 4'-methoxy-aurone
1.13.11.12 0.082
-
 at pH 9.0 Glycine max 2'-hydroxy-4-chloro-4', 6'-dimethoxy-chalcone
1.13.11.12 0.1
-
 at pH 9.0 Glycine max 2'-hydroxy-2-methoxy-chalcone
1.13.11.12 0.1
-
 at pH 9.0 Glycine max 2',4,6-trimethoxy-aurone
1.13.11.12 0.6
-
 at pH 9.0 Glycine max caffeic acid