Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(1E,2E)-3-(2,4-dimethoxyphenyl)-N-hydroxy-1-(pyridin-2-yl)prop-2-en-1-imine | 52.5% inhibition at 50 mM | Agaricus bisporus | |
(2E)-1-(2-hydroxyphenyl)-3-(pyridin-2-yl)prop-2-en-1-one | 59.2% inhibition at 50 mM | Agaricus bisporus | |
(2E)-1-(2-hydroxyphenyl)-3-(pyridin-3-yl)prop-2-en-1-one | 55.9% inhibition at 50 mM | Agaricus bisporus | |
(2E)-1-(2-hydroxyphenyl)-3-(pyridin-4-yl)prop-2-en-1-one | 48.9% inhibition at 50 mM | Agaricus bisporus | |
(2E)-1-(3-hydroxynaphthalen-2-yl)-3-(pyridin-2-yl)prop-2-en-1-one | 49.5% inhibition at 50 mM | Agaricus bisporus | |
(2E)-1-(3-hydroxynaphthalen-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one | 59.2% inhibition at 50 mM | Agaricus bisporus | |
(2E)-1-(3-hydroxynaphthalen-2-yl)-3-(pyridin-4-yl)prop-2-en-1-one | 42.7% inhibition at 50 mM | Agaricus bisporus | |
(2E)-3-(2,4-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one | 12.3% inhibition at 50 mM | Agaricus bisporus | |
(2E)-3-[4-(dimethylamino)phenyl]-1-(pyridin-2-yl)prop-2-en-1-one | 16.9% inhibition at 50 mM | Agaricus bisporus | |
2-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]phenol | 77.5% inhibition at 50 mM, reversible competitive inhibition | Agaricus bisporus | |
2-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]phenol | 80.6% inhibition at 50 mM, reversible competitive inhibition | Agaricus bisporus | |
2-[(1E,2E)-N-hydroxy-3-(pyridin-4-yl)prop-2-enimidoyl]phenol | 69.8% inhibition at 50 mM | Agaricus bisporus | |
3-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]naphthalen-2-ol | 58.2% inhibition at 50 mM | Agaricus bisporus | |
3-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]naphthalen-2-ol | 62.6% inhibition at 50 mM | Agaricus bisporus | |
3-[(1E,2E)-N-hydroxy-3-(pyridin-4-yl)prop-2-enimidoyl]naphthalen-2-ol | 57.5% inhibition at 50 mM | Agaricus bisporus | |
4-[(1E,3E)-3-(hydroxyimino)-3-(pyridin-2-yl)prop-1-en-1-yl]-N,N-dimethylaniline | 50.6% inhibition at 50 mM | Agaricus bisporus | |
kojic acid | 42.8% inhibition at 50 mM, competitive inhibition | Agaricus bisporus | |
additional information | inhibitory kinetics of azachalcones and their oximes on mushroom tyrosinase, solid-state-based mechanochemical synthesis process, and analysis of the inhibition mechanism, overview. The 2'-OH group substituted on ring A is an important design element in achieving enhanced tyrosinase inhibition. The presence of a pyridinyl skeleton results in an improved tyrosinase effect. The pyridinyl N-atom of substituted azachalcone derivatives can possibly get protonated at physiological pH or might be available to coordinate the Cu-atoms existing in the tyrosinase active site | Agaricus bisporus |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Cu2+ | a copper-containing enzyme | Agaricus bisporus |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
2 L-dopa + O2 | Agaricus bisporus | - |
2 dopaquinone + 2 H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Agaricus bisporus | - |
- |
- |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
commercial preparation | - |
Agaricus bisporus | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
2 L-dopa + O2 | - |
Agaricus bisporus | 2 dopaquinone + 2 H2O | - |
? |
Synonyms | Comment | Organism |
---|---|---|
mushroom tyrosinase | - |
Agaricus bisporus |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
additional information | - |
additional information | inhibition kinetics | Agaricus bisporus | |
0.0025 | - |
2-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]phenol | pH 6.8, 30°C | Agaricus bisporus | |
0.0051 | - |
2-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]phenol | pH 6.8, 30°C | Agaricus bisporus | |
0.0088 | - |
kojic acid | pH 6.8, 30°C | Agaricus bisporus |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.0127 | - |
pH 6.8, 30°C | Agaricus bisporus | 2-[(1E,2E)-N-hydroxy-3-(pyridin-3-yl)prop-2-enimidoyl]phenol | |
0.0153 | - |
pH 6.8, 30°C | Agaricus bisporus | 2-[(1E,2E)-N-hydroxy-3-(pyridin-2-yl)prop-2-enimidoyl]phenol | |
0.0373 | - |
pH 6.8, 30°C | Agaricus bisporus | kojic acid |