Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Channar, P.A.; Saeed, A.; Larik, F.A.; Rafiq, M.; Ashraf, Z.; Jabeen, F.; Fattah, T.A.
    Synthesis, computational studies and enzyme inhibitory kinetics of substituted methyl[(2-(4-dimethylamino-benzylidene)-hydrazono)-4-oxo-thiazolidin-5-ylidene]acetates as mushroom tyrosinase inhibitors (2017), Bioorg. Med. Chem., 25, 5929-5938 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.18.1 (2-([4-(4-methoxy-benzyloxy)-benzylidene]-hydrazono)-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
1.14.18.1 (2-[(2-hydroxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
1.14.18.1 (2-[(5-methyl-furan-2-ylmethylene)-hydrazono]-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
1.14.18.1 (4-oxo-2-[(1H-pyrrol-2-ylmethylene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
1.14.18.1 (4-oxo-2-[(3-phenyl-allylidene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
1.14.18.1 kojic acid
-
 Agaricus bisporus
1.14.18.1 methyl (Z)-2-((E)-2-(((E)-(5-bromothiophen-2-yl)methylene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
-
 Agaricus bisporus
1.14.18.1 methyl (Z)-2-((E)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
-
 Agaricus bisporus
1.14.18.1 additional information synthesis, computational studies and enzyme inhibitory kinetics of substituted methyl[(2-(4-dimethylamino-benzylidene)-hydrazono)-4-oxo-thiazolidin-5-ylidene]acetates as mushroom tyrosinase inhibitors, pharmacophore modeling and molecular docking studies using mushroom tyrosinase structure, PDB ID 2Y9X, as template, overview. Two-dimensional quantitative structure-activity relationship modeling. Inhibition of the diphenolase activity. The thiazolidinone derivatives are synthesized by condensation of substituted thiosemicarbazones with dimethyl acetylenedicarboxylate 4. The thiosemicarbazones are synthesized as intermediates by acid catalyzed condensation of thiosemicarbazide with a range of substituted aromatic aldehydes Agaricus bisporus
1.14.18.1 [2-(furan-2-ylmethylene-hydrazono)-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
-
 Agaricus bisporus
1.14.18.1 [2-[(4-benzyloxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
-
 Agaricus bisporus
1.14.18.1 [4-oxo-2-(pyridin-4-ylmethylene-hydrazono)-thiazolidin-5-ylidene]-acetic acid methyl ester non-competitive inhibition Agaricus bisporus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.18.1 Cu2+ a copper-containing enzyme Agaricus bisporus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.18.1 2 L-dopa + O2 Agaricus bisporus
-
 2 dopaquinone + 2 H2O
-
 ?
1.14.18.1 tyrosine + O2 Agaricus bisporus
-
 dopaquinone + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.18.1 Agaricus bisporus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.18.1 commercial preparation
-
 Agaricus bisporus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.18.1 2 L-dopa + O2
-
 Agaricus bisporus 2 dopaquinone + 2 H2O
-
 ?
1.14.18.1 tyrosine + O2
-
 Agaricus bisporus dopaquinone + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.18.1 mushroom tyrosinase
-
 Agaricus bisporus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.18.1 0.0015
-
 [4-oxo-2-(pyridin-4-ylmethylene-hydrazono)-thiazolidin-5-ylidene]-acetic acid methyl ester pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.18.1 0.0032
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus [4-oxo-2-(pyridin-4-ylmethylene-hydrazono)-thiazolidin-5-ylidene]-acetic acid methyl ester
1.14.18.1 0.0498
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus (2-[(5-methyl-furan-2-ylmethylene)-hydrazono]-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
1.14.18.1 0.0501
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus (4-oxo-2-[(1H-pyrrol-2-ylmethylene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
1.14.18.1 0.0753
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus [2-(furan-2-ylmethylene-hydrazono)-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
1.14.18.1 0.101
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus methyl (Z)-2-((E)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
1.14.18.1 0.142
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus [2-[(4-benzyloxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
1.14.18.1 0.208
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus (4-oxo-2-[(3-phenyl-allylidene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
1.14.18.1 0.298
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus (2-([4-(4-methoxy-benzyloxy)-benzylidene]-hydrazono)-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
1.14.18.1 0.349
-
 pH 6.8, 25°C, substrate L-DOPA Agaricus bisporus methyl (Z)-2-((E)-2-(((E)-(5-bromothiophen-2-yl)methylene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate