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Literature summary for 1.14.18.1 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
Search for more literature for 1.14.18.1

Inhibitors

Inhibitors Comment Organism Structure
(2-([4-(4-methoxy-benzyloxy)-benzylidene]-hydrazono)-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
(2-[(2-hydroxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
(2-[(5-methyl-furan-2-ylmethylene)-hydrazono]-4-oxothiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
(4-oxo-2-[(1H-pyrrol-2-ylmethylene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
(4-oxo-2-[(3-phenyl-allylidene)-hydrazono]-thiazolidin-5-ylidene)-acetic acid methyl ester
-
 Agaricus bisporus
kojic acid
-
 Agaricus bisporus
methyl (Z)-2-((E)-2-(((E)-(5-bromothiophen-2-yl)methylene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
-
 Agaricus bisporus
methyl (Z)-2-((E)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)-4-oxothiazolidin-5-ylidene)acetate
-
 Agaricus bisporus
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
[2-(furan-2-ylmethylene-hydrazono)-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
-
 Agaricus bisporus
[2-[(4-benzyloxy-benzylidene)-hydrazono]-4-oxo-thiazolidin-5-ylidene]-acetic acid methyl ester
-
 Agaricus bisporus
[4-oxo-2-(pyridin-4-ylmethylene-hydrazono)-thiazolidin-5-ylidene]-acetic acid methyl ester non-competitive inhibition Agaricus bisporus

Metals/Ions

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

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Agaricus bisporus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
commercial preparation
-
 Agaricus bisporus
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
mushroom tyrosinase
-
 Agaricus bisporus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
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

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
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
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
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
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
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
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
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
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
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