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Literature summary extracted from

  • Liu, Z.; Fang, L.; Zhang, H.; Gou, S.; Chen, L.
    Design, synthesis and biological evaluation of multifunctional tacrine-curcumin hybrids as new cholinesterase inhibitors with metal ions-chelating and neuroprotective property (2017), Bioorg. Med. Chem., 25, 2387-2398 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.1.7 (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Electrophorus electricus
3.1.1.7 (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Electrophorus electricus
3.1.1.7 (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
-
 Electrophorus electricus
3.1.1.7 (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Electrophorus electricus
3.1.1.7 (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Electrophorus electricus
3.1.1.7 (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
-
 Electrophorus electricus
3.1.1.7 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Electrophorus electricus
3.1.1.7 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Electrophorus electricus
3.1.1.7 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide neuroprotective effect of K3-2 against H2O2-induced toxicity Electrophorus electricus
3.1.1.7 2-(4-hydroxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Electrophorus electricus
3.1.1.7 2-(4-hydroxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Electrophorus electricus
3.1.1.7 2-(4-hydroxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
-
 Electrophorus electricus
3.1.1.7 3-oxo-N-[(1,2,3,4-tetrahydroacridin-9-ylamino)methyl]butanamide
-
 Electrophorus electricus
3.1.1.7 3-oxo-N-[2-(1,2,3,4-tetrahydroacridin-9-ylamino)ethyl]butanamide
-
 Electrophorus electricus
3.1.1.7 3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Electrophorus electricus
3.1.1.7 3-oxo-N-[5-(1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]butanamide
-
 Electrophorus electricus
3.1.1.7 additional information design, synthesis, and biological evaluation of multifunctional tacrine-curcumin hybrids as cholinesterase inhibitors with metal ions-chelating and neuroprotective properties, overview. The hybrid compounds show good cholinesterase inhibitory activity, some of the compounds exhibited different selectivity on acetylcholinesterase or butyrylcholinesterase due to the structural difference. Structure-activity relationships, molecular modelling, overview Electrophorus electricus
3.1.1.7 tacrine
-
 Electrophorus electricus
3.1.1.8 (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Equus caballus
3.1.1.8 (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Equus caballus
3.1.1.8 (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
-
 Equus caballus
3.1.1.8 (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Equus caballus
3.1.1.8 (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Equus caballus
3.1.1.8 (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
-
 Equus caballus
3.1.1.8 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Equus caballus
3.1.1.8 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Equus caballus
3.1.1.8 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide neuroprotective effect of K3-2 against H2O2-induced toxicity Equus caballus
3.1.1.8 2-(4-hydroxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Equus caballus
3.1.1.8 2-(4-hydroxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
-
 Equus caballus
3.1.1.8 2-(4-hydroxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
-
 Equus caballus
3.1.1.8 3-oxo-N-[(1,2,3,4-tetrahydroacridin-9-ylamino)methyl]butanamide
-
 Equus caballus
3.1.1.8 3-oxo-N-[2-(1,2,3,4-tetrahydroacridin-9-ylamino)ethyl]butanamide
-
 Equus caballus
3.1.1.8 3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
-
 Equus caballus
3.1.1.8 3-oxo-N-[5-(1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]butanamide
-
 Equus caballus
3.1.1.8 additional information design, synthesis, and biological evaluation of multifunctional tacrine-curcumin hybrids as cholinesterase inhibitors with metal ions-chelating and neuroprotective properties, overview. The hybrid compounds show good cholinesterase inhibitory activity, some of the compounds exhibit different selectivity on acetylcholinesterase (EC 3.1.1.7) or butyrylcholinesterase due to the structural difference. Structure-activity relationships, molecular modelling, overview Equus caballus
3.1.1.8 tacrine
-
 Equus caballus

Organism

EC Number Organism UniProt Comment Textmining
3.1.1.7 Electrophorus electricus O42275
-
-
3.1.1.8 Equus caballus P81908
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.1.1.7 commercial preparation
-
 Electrophorus electricus
-
3.1.1.8 commercial preparation
-
 Equus caballus
-
3.1.1.8 serum
-
 Equus caballus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.1.7 acetylthiocholine + H2O
-
 Electrophorus electricus thiocholine + acetate
-
 ?
3.1.1.8 butyrylthiocholine + H2O
-
 Equus caballus thiocholine + butyrate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.1.1.7 AChE
-
 Electrophorus electricus
3.1.1.8 BChE
-
 Equus caballus
3.1.1.8 butyrylcholinesterase
-
 Equus caballus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.1.1.7 37
-
 assay at Electrophorus electricus
3.1.1.8 37
-
 assay at Equus caballus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.1.1.7 8
-
 assay at Electrophorus electricus
3.1.1.8 8
-
 assay at Equus caballus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.1.1.7 0.00008
-
 pH 8.0, 37°C Electrophorus electricus 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.7 0.00009
-
 pH 8.0, 37°C Electrophorus electricus 3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.7 0.0001
-
 pH 8.0, 37°C Electrophorus electricus tacrine
3.1.1.7 0.00013
-
 pH 8.0, 37°C Electrophorus electricus 2-(4-hydroxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.7 0.00024
-
 pH 8.0, 37°C Electrophorus electricus 3-oxo-N-[2-(1,2,3,4-tetrahydroacridin-9-ylamino)ethyl]butanamide
3.1.1.7 0.00029
-
 pH 8.0, 37°C Electrophorus electricus (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.7 0.00046
-
 pH 8.0, 37°C Electrophorus electricus 3-oxo-N-[(1,2,3,4-tetrahydroacridin-9-ylamino)methyl]butanamide
3.1.1.7 0.00057
-
 pH 8.0, 37°C Electrophorus electricus 3-oxo-N-[5-(1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]butanamide
3.1.1.7 0.00126
-
 pH 8.0, 37°C Electrophorus electricus (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.7 0.00199
-
 pH 8.0, 37°C Electrophorus electricus 2-(4-hydroxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
3.1.1.7 0.0021
-
 pH 8.0, 37°C Electrophorus electricus (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
3.1.1.7 0.00295
-
 pH 8.0, 37°C Electrophorus electricus (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.7 0.00368
-
 pH 8.0, 37°C Electrophorus electricus 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
3.1.1.7 0.0038
-
 pH 8.0, 37°C Electrophorus electricus (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
3.1.1.7 0.00571
-
 pH 8.0, 37°C Electrophorus electricus 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.7 0.00876
-
 pH 8.0, 37°C Electrophorus electricus 2-(4-hydroxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.7 0.00964
-
 pH 8.0, 37°C Electrophorus electricus (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.8 0.00005
-
 pH 8.0, 37°C Equus caballus tacrine
3.1.1.8 0.00006
-
 pH 8.0, 37°C Equus caballus 3-oxo-N-[2-(1,2,3,4-tetrahydroacridin-9-ylamino)ethyl]butanamide
3.1.1.8 0.00016
-
 pH 8.0, 37°C Equus caballus 3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.8 0.0002
-
 pH 8.0, 37°C Equus caballus 2-(4-hydroxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.8 0.00022
-
 pH 8.0, 37°C Equus caballus 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.8 0.00022
-
 pH 8.0, 37°C Equus caballus 3-oxo-N-[5-(1,2,3,4-tetrahydroacridin-9-ylamino)pentyl]butanamide
3.1.1.8 0.00031
-
 pH 8.0, 37°C Equus caballus 3-oxo-N-[(1,2,3,4-tetrahydroacridin-9-ylamino)methyl]butanamide
3.1.1.8 0.00039
-
 pH 8.0, 37°C Equus caballus 2-(4-hydroxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
3.1.1.8 0.00083
-
 pH 8.0, 37°C Equus caballus 2-(4-hydroxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.8 0.00131
-
 pH 8.0, 37°C Equus caballus 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.8 0.0015
-
 pH 8.0, 37°C Equus caballus (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.8 0.0016
-
 pH 8.0, 37°C Equus caballus (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.8 0.00187
-
 pH 8.0, 37°C Equus caballus (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]butanamide
3.1.1.8 0.00211
-
 pH 8.0, 37°C Equus caballus (2E)-2-(4-hydroxy-3-methoxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
3.1.1.8 0.00224
-
 pH 8.0, 37°C Equus caballus (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[6-(1,2,3,4-tetrahydroacridin-9-ylamino)hexyl]butanamide
3.1.1.8 0.00338
-
 pH 8.0, 37°C Equus caballus 2-(4-hydroxy-3-methoxybenzyl)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide
3.1.1.8 0.00477
-
 pH 8.0, 37°C Equus caballus (2E)-2-(4-hydroxybenzylidene)-3-oxo-N-[4-(1,2,3,4-tetrahydroacridin-9-ylamino)butyl]butanamide

General Information

EC Number General Information Comment Organism
3.1.1.8 additional information enzyme homology modeling, molecular modeling, overview Equus caballus