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Literature summary for 3.2.1.20 extracted from

  • Pascale, R.; Carocci, A.; Catalano, A.; Lentini, G.; Spagnoletta, A.; Cavalluzzi, M.M.; De Santis, F.; De Palma, A.; Scalera, V.; Franchini, C.
    New N-(phenoxydecyl)phthalimide derivatives displaying potent inhibition activity towards alpha-glucosidase (2010), Bioorg. Med. Chem., 18, 5903-5914.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
1-deoxynojirimycin
-
Saccharomyces cerevisiae
2-(10-phenoxydecyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-(2-phenoxyethyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-(3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-(4-phenoxybutyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-(5-phenoxypentyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-(6-phenoxyhexyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-(8-phenoxyoctyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-(9-phenoxynonyl)-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(2,4-dichloro-6-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(2,4-dichlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(2,4-dinitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(2,6-dimethyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(2,6-dimethylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(3,4-dichlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(3-chlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(3-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(4,5-dichloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(4-chloro-2,6-dimethyl-3-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(4-chloro-2,6-dimethylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(4-chloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(4-chlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(4-methylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(5-chloro-2-methyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-(5-chloro-2-methylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-[2-nitro-4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-[4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[10-[4-nitro-3-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[2-(4-chloro-2,6-dimethylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[2-(4-chloro-2-methylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[2-(4-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[3-(2,3-dichlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[3-(3,4-dichlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[3-(4-chloro-2,6-dimethylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[3-(4-chloro-2-methylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
2-[3-(4-chlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
-
Saccharomyces cerevisiae
additional information synthesis of a series of non-sugar-type alpha-glucosidase inhibitors, bearing a phthalimide moiety connected to a variously substituted phenoxy ring by an alkyl chain, efficacy of the inhibition activity appears to be governed by the chain length of the substrate. Derivatives bearing a chlorine atom along with a strong electron-withdrawing group, such as a nitro group, are the most potent of the series Saccharomyces cerevisiae

Organism

Organism UniProt Comment Textmining
Saccharomyces cerevisiae
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
commercial preparation
-
Saccharomyces cerevisiae
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-nitrophenyl alpha-D-glucopyranoside + H2O
-
Saccharomyces cerevisiae 4-nitrophenol + alpha-D-glucopyranose
-
?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Saccharomyces cerevisiae

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.3
-
assay at Saccharomyces cerevisiae

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00048
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(4-chloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00052
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(4,5-dichloro-2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00065
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(5-chloro-2-methyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00075
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(2,4-dichloro-6-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00083
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-[4-nitro-3-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
0.00083
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-[4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
0.00086
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00091
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(5-chloro-2-methylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00097
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(2,4-dinitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.001
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(3,4-dichlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.001075
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(3-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00109
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(3-chlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00119
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(2,4-dichlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.0012
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(4-chlorophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00131
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-[2-nitro-4-(trifluoromethyl)phenoxy]decyl]-1H-isoindole-1,3(2H)-dione
0.00132
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(2,6-dimethyl-4-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00134
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(4-chloro-2,6-dimethylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.00178
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(2-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.0021
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(4-methylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.0025
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(10-phenoxydecyl)-1H-isoindole-1,3(2H)-dione
0.00304
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(9-phenoxynonyl)-1H-isoindole-1,3(2H)-dione
0.00325
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(2,6-dimethylphenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.0036
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[10-(4-chloro-2,6-dimethyl-3-nitrophenoxy)decyl]-1H-isoindole-1,3(2H)-dione
0.0065
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(8-phenoxyoctyl)-1H-isoindole-1,3(2H)-dione
0.0076
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[3-(3,4-dichlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
0.0089
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[3-(4-chloro-2-methylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
0.0095
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[3-(4-chloro-2,6-dimethylphenoxy)propyl]-1H-isoindole-1,3(2H)-dione
0.0103
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(6-phenoxyhexyl)-1H-isoindole-1,3(2H)-dione
0.013
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[2-(4-chloro-2,6-dimethylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
0.0148
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[2-(4-chloro-2-methylphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
0.015
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[3-(2,3-dichlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
0.0202
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(5-phenoxypentyl)-1H-isoindole-1,3(2H)-dione
0.033
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(4-phenoxybutyl)-1H-isoindole-1,3(2H)-dione
0.059
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[3-(4-chlorophenoxy)propyl]-1H-isoindole-1,3(2H)-dione
0.094
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-[2-(4-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
0.24
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione
0.296
-
pH and temperature not specified in the publication Saccharomyces cerevisiae 2-(2-phenoxyethyl)-1H-isoindole-1,3(2H)-dione