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Literature summary for 3.2.1.20 extracted from

  • Xu, H.W.; Dai, G.F.; Liu, G.Z.; Wang, J.F.; Liu, H.M.
    Synthesis of andrographolide derivatives: a new family of alpha-glucosidase inhibitors (2007), Bioorg. Med. Chem., 15, 4247-4255.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
12,13-dihydroandrographolide
-
Saccharomyces cerevisiae
13,14-didehydro-12-hydroxy-3,19-methene-O-andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-15-(2-furanmethanylidene)-andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-15-isopropylideneandrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-15-p-methoxylbenzylidene andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-15-trimethoxylbenzylidene andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2,8-dimethanyl-2,7-octanedieneylidene)-andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2-furanmethanylidene)-andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(p-(dimethylamino)benzylidene)-andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-p-methoxybenzylidene andrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
Saccharomyces cerevisiae
14-deoxy-11,12-didehydroandrographolide
-
Saccharomyces cerevisiae
14-deoxy-15-(p-(dimethanylamino)-benzylidene)-11,12-didehydroandrographolide
-
Saccharomyces cerevisiae
15-(benzo[1,3]dioxole-5-methanylidene)-14-deoxy-11,12-didehydroandrographolide
-
Saccharomyces cerevisiae
15-(m-bromoacylbenzylidene)-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
Saccharomyces cerevisiae
15-benzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide
-
Saccharomyces cerevisiae
15-benzylidene-14-deoxy-11,12-didehydroandrographolide
-
Saccharomyces cerevisiae
15-m-bromoacylbenzylidene-14-deoxy-11,12-didehydroandrographolide
-
Saccharomyces cerevisiae
15-p-chlorobenzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide strong inhibition Saccharomyces cerevisiae
3,19-(p-methanoxylphenylmethene-O-)-andrographolide
-
Saccharomyces cerevisiae
acarbose
-
Saccharomyces cerevisiae
additional information no inhibition by andrographolide, a cytotoxic agent of the plant Andrographis paniculata, which is extensively used in the traditional Chinese medicine, and no inhibition by derivatives 8,17-epoxyandrographolide, 14-deoxy-12,13-dihydroandrographolide, 14-deoxy-11,12-didehydro-15-(2,8-dimethanyl-2,7-octanedieneylidene)-andrographolide, 14-deoxy-11,12-didehydro-15-p-fluorobenzylidene andrographolide, and 14-deoxy-11,12-didehydro-15-p-chlorobenzylidene andrographolide at 0.1 mM 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-glucose
-
?

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
4.2
-
assay at Saccharomyces cerevisiae

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.006
-
15-p-chlorobenzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.011
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-p-methoxybenzylidene andrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.014
-
15-(m-bromoacylbenzylidene)-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.016
-
14-deoxy-11,12-didehydro-15-p-methoxylbenzylidene andrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.016
-
15-benzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.025
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(p-(dimethylamino)benzylidene)-andrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.028
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2,8-dimethanyl-2,7-octanedieneylidene)-andrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.036
-
14-deoxy-11,12-didehydro-3,19-dinicotinate-15-(2-furanmethanylidene)-andrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.058
-
15-benzylidene-14-deoxy-11,12-didehydroandrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.07
-
14-deoxy-15-(p-(dimethanylamino)-benzylidene)-11,12-didehydroandrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.082
-
15-(benzo[1,3]dioxole-5-methanylidene)-14-deoxy-11,12-didehydroandrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.084
-
14-deoxy-11,12-didehydro-15-trimethoxylbenzylidene andrographolide pH 4.2, 37°C Saccharomyces cerevisiae
0.1
-
14-deoxy-11,12-didehydro-15-(2-furanmethanylidene)-andrographolide pH 4.2, 37°C Saccharomyces cerevisiae