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Literature summary extracted from

  • Chang, Y.C.; Lee, F.W.; Chen, C.S.; Huang, S.T.; Tsai, S.H.; Huang, S.H.; Lin, C.M.
    Structure-activity relationship of C6-C3 phenylpropanoids on xanthine oxidase-inhibiting and free radical-scavenging activities (2007), Free Radic. Biol. Med., 43, 1541-1551.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.17.3.2 2-coumaric acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 2-methoxycinnamic acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 3-coumaric acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 3-methoxycinnamic acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 4-coumaric acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 4-methoxycinnamic acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 allopurinol 36.6% inhibition at 0.04 mM Mus musculus
1.17.3.2 aminoguanidine 78.6% inhibition at 0.04 mM Mus musculus
1.17.3.2 ascorbate 43.5% inhibition at 0.04 mM Mus musculus
1.17.3.2 caffeic acid 42.8% inhibition at 0.04 mM, competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 caffeic acid phenethyl ester 55.0% inhibition at 0.004 mM, competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 Cinnamic acid 40.2% inhibition at 0.04 mM, competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 ferulic acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 isoferulic acid competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview Mus musculus
1.17.3.2 additional information inhibitory effects of phenylpropanoids on DNA relaxation activities, 1,1-diphenyl-2-picrylhydrazyl, and 5,5-dimethyl-1-pyrroline-N-oxide, and on iron-induced hydroxyl radical formation, hydroxyl radical-scavenger properties of the compounds, overview, 3D modelling of docking Mus musculus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.17.3.2 xanthine + H2O + O2 Mus musculus production of superoxide radicals, treatment with an enzyme inhibitor largely prevents the development of endothelial dysfunction and atherosclerosis in mice urate + H2O2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.17.3.2 Mus musculus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.17.3.2 RAW-264.7 cell a mouse monocyte-macrophage cell line, ATCC TIB-71 Mus musculus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.17.3.2 xanthine + H2O + O2 production of superoxide radicals Mus musculus urate + H2O2
-
 ?
1.17.3.2 xanthine + H2O + O2 production of superoxide radicals, treatment with an enzyme inhibitor largely prevents the development of endothelial dysfunction and atherosclerosis in mice Mus musculus urate + H2O2
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.17.3.2 37
-
 assay at Mus musculus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.17.3.2 8
-
 assay at Mus musculus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.17.3.2 0.00143
-
 pH 8.0, 37°C, competitive versus xanthine Mus musculus allopurinol
1.17.3.2 0.00626
-
 pH 8.0, 37°C, competitive versus xanthine Mus musculus caffeic acid phenethyl ester
1.17.3.2 0.0654
-
 pH 8.0, 37°C, competitive versus xanthine Mus musculus caffeic acid
1.17.3.2 0.0654
-
 pH 8.0, 37°C, versus xanthine Mus musculus caffeic acid
1.17.3.2 0.0939
-
 pH 8.0, 37°C, versus xanthine Mus musculus ferulic acid
1.17.3.2 0.0969
-
 pH 8.0, 37°C, versus xanthine Mus musculus 4-coumaric acid
1.17.3.2 0.1432
-
 pH 8.0, 37°C, versus xanthine Mus musculus isoferulic acid
1.17.3.2 0.1567
-
 pH 8.0, 37°C, inhibition of hydroxylradical formation in the dimethyl-1-pyrroline-N-oxide spin-trapping assay Mus musculus caffeic acid phenethyl ester
1.17.3.2 0.184
-
 pH 8.0, 37°C, versus xanthine Mus musculus 4-methoxycinnamic acid