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Literature summary extracted from

  • Tang, H.J.; Zhang, X.W.; Yang, L.; Li, W.; Li, J.H.; Wang, J.X.; Chen, J.
    Synthesis and evaluation of xanthine oxidase inhibitory and antioxidant activities of 2-arylbenzo[b]furan derivatives based on salvianolic acid C (2016), Eur. J. Med. Chem., 124, 637-648 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.17.3.2 allopurinol
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosinate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosinate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-D-tryptophanate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alaninate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalaninate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosinate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-(1H-inden-3-yl)-D-alaninate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosinate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosinate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alaninate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalaninate
-
 Bos taurus
1.17.3.2 methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosinate
-
 Bos taurus
1.17.3.2 additional information synthesis and evaluation of xanthine oxidase inhibitory and antioxidant activities of 2-arylbenzo[b]furan derivatives based on salvianolic acid C, mode of XO inhibition, molecular modeling, Structure-activity relationships, overview. Molecular docking simulations of compounds methyl-(E)-(3-(2-(3,4-dihydroxyphenyl)-7-hydroxybenzofuran-4-yl)acryloyl)-L-phenylalaninate, (E)-(3-(2-(3,4-dihydroxyphenyl)-7-hydroxybenzofuran-4-yl)acryloyl)-L-phenylalanine, and (E)-(3-(2-(3,4-dimethoxyphenyl)-7-methoxybenzofuran-4-yl)acryloyl)-L-phenylalanine into the binding pocket of the bovine milk XDH/Febuxostat complex, PDB ID 1N5X Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-D-tryptophan
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alanine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalanine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alanine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalanine
-
 Bos taurus
1.17.3.2 N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosine
-
 Bos taurus
1.17.3.2 salvianolic acid A
-
 Bos taurus

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 Bos taurus
-
 urate + H2O2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.17.3.2 Bos taurus P80457
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.17.3.2 commercial preparation
-
 Bos taurus
-
1.17.3.2 milk
-
 Bos taurus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.17.3.2 xanthine + H2O + O2
-
 Bos taurus urate + H2O2
-
 ?

Temperature Optimum [°C]

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

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.17.3.2 0.00361
-
 pH not specified in the publication, 37°C Bos taurus allopurinol
1.17.3.2 0.004
-
 pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosinate
1.17.3.2 0.0045
-
 pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosine
1.17.3.2 0.0048
-
 pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosine
1.17.3.2 0.005
-
 pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-D-tryptophan
1.17.3.2 0.00604
-
 pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalanine
1.17.3.2 0.0064
-
 pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alanine
1.17.3.2 0.0083
-
 above, pH not specified in the publication, 37°C Bos taurus salvianolic acid A
1.17.3.2 0.0099
-
 pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosinate
1.17.3.2 0.0108
-
 pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alaninate
1.17.3.2 0.0121
-
 pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosine
1.17.3.2 0.0135
-
 pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosinate
1.17.3.2 0.0149
-
 pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalaninate
1.17.3.2 0.0317
-
 pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]-D-tryptophanate
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-(1H-inden-3-yl)-D-alaninate
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosinate
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosinate
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alaninate
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalaninate
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus methyl N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosinate
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-D-tyrosine
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-3-hydroxy-L-tyrosine
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-alanine
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-phenylalanine
1.17.3.2 0.06
-
 above, pH not specified in the publication, 37°C Bos taurus N-[(2E)-3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-4-yl]prop-2-enoyl]-L-tyrosine