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Literature summary for 1.13.11.33 extracted from

  • Gundersen, L.L.; Malterud, K.E.; Negussie, A.H.; Rise, F.; Teklu, S.; Ostby, O.B.
    Indolizines as novel potent inhibitors of 15-lipoxygenase (2003), Bioorg. Med. Chem., 11, 5409-5415.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
1,2,3-triphenylindolizine-7-carbonitrile IC50: 0.028 mM Glycine max
1-(1,3-dibenzyloxy-2-propyloxy)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1-(1-Hydroxy-1-phenyl-ethyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.017 mM Glycine max
1-(1-hydroxyethyl)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.026 mM Glycine max
1-(2-furyl)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.024 mM Glycine max
1-(2-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
1-(2-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.029 mM Glycine max
1-(3-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1-(3-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
1-(4-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1-(4-fluorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.035 mM Glycine max
1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.037mM Oryctolagus cuniculus
1-(4-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.032 mM Glycine max
1-(4-methylphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.037 mM Glycine max
1-(Cyclohexyl-hydroxy-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1-(Hydroxy-p-tolyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.022 mM Glycine max
1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.035 mM Glycine max
1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.048 mM Oryctolagus cuniculus
1-(hydroxymethyl)-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.026 mM Glycine max
1-(hydroxymethyl)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.034 mM Oryctolagus cuniculus
1-(Methoxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.021 mM Glycine max
1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.031 mM Glycine max
1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.075 mM Oryctolagus cuniculus
1-acetyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1-acetyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.044 mM Oryctolagus cuniculus
1-benzoyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1-benzoyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.043 mM Oryctolagus cuniculus
1-benzyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.027 mM Glycine max
1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.027 mM Glycine max
1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.039 mM Oryctolagus cuniculus
1-formyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.029 mM Glycine max
1-formyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.061 mM Oryctolagus cuniculus
1-methoxy-2,3-diphenylindolizine-7-carbonitrile IC50: 0.033 mM Glycine max
1-methoxy-2,3-diphenylindolizine-7-carbonitrile IC50: 0.077 mM Oryctolagus cuniculus
1-methyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.027 mM Glycine max
1-methyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.046 mM Oryctolagus cuniculus
1-phenylmethoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1-[(4-Chloro-phenyl)-hydroxy-methyl]-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1-[Hydroxy-(4-methoxy-phenyl)-methyl]-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.017 mM Glycine max
2,3-diphenyl-1-(2-thienyl)indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
2,3-diphenyl-1-(3-thienyl)indolizine-7-carbonitrile IC50: 0.019 mM Glycine max
2,3-diphenylindolizine-7-carbonitrile IC50: 0.03 mM Glycine max
2,3-diphenylindolizine-7-carbonitrile IC50: 0.051 mM Oryctolagus cuniculus
5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.032 mM Glycine max
5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.059 mM Oryctolagus cuniculus
5-ethoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.028 mM Glycine max
5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.029 mM Glycine max
5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.059 mM Oryctolagus cuniculus
6,7-diphenylpyrrolo[1,2-b]pyridazin-5-yl trifluoromethanesulfonate IC50: 0.043 mM Glycine max
7-cyano-2,3-diphenylindolizin-1-yl 2-methoxybenzoate IC50: 0.03 mM Glycine max
7-cyano-2,3-diphenylindolizin-1-yl 3-methoxybenzoate IC50: 0.028 mM Glycine max
7-cyano-2,3-diphenylindolizin-1-yl 4-methoxybenzoate IC50: 0.028 mM Glycine max
7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate IC50: 0.046 mM Glycine max
7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate IC50: 0.059 mM Oryctolagus cuniculus
Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester IC50: 0.017 mM Glycine max
Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester IC50: 0.028 mM Oryctolagus cuniculus
toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester IC50: 0.017mM Glycine max
toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester IC50: 0.025 mM Oryctolagus cuniculus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Oryctolagus cuniculus the enzyme may be involved in the development of atherosclerosis ?
-
?
additional information Glycine max the enzyme may be involved in the development of atherosclerosis ?
-
?

Organism

Organism UniProt Comment Textmining
Glycine max
-
-
-
Oryctolagus cuniculus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
reticulocyte
-
Oryctolagus cuniculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
linoleic acid + O2
-
Oryctolagus cuniculus ?
-
?
linoleic acid + O2
-
Glycine max ?
-
?
additional information the enzyme may be involved in the development of atherosclerosis Oryctolagus cuniculus ?
-
?
additional information the enzyme may be involved in the development of atherosclerosis Glycine max ?
-
?

Synonyms

Synonyms Comment Organism
15-lipoxygenase
-
Oryctolagus cuniculus
15-lipoxygenase
-
Glycine max
15-LO
-
Oryctolagus cuniculus
15-LO
-
Glycine max

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.017
-
IC50: 0.017 mM Glycine max Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester
0.017
-
IC50: 0.017 mM Glycine max 1-(1-Hydroxy-1-phenyl-ethyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.017
-
IC50: 0.017 mM Glycine max 1-[Hydroxy-(4-methoxy-phenyl)-methyl]-2,3-diphenyl-indolizine-7-carbonitrile
0.017
-
IC50: 0.017mM Glycine max toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester
0.019
-
IC50: 0.019 mM Glycine max 2,3-diphenyl-1-(3-thienyl)indolizine-7-carbonitrile
0.02
-
IC50: 0.02 mM Glycine max 1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.02
-
IC50: 0.02 mM Glycine max 1-(3-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.02
-
IC50: 0.02 mM Glycine max 1-(2-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.02
-
IC50: 0.02 mM Glycine max 2,3-diphenyl-1-(2-thienyl)indolizine-7-carbonitrile
0.021
-
IC50: 0.021 mM Glycine max 1-(Methoxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.022
-
IC50: 0.022 mM Glycine max 1-(Hydroxy-p-tolyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.023
-
IC50: 0.023 mM Glycine max 1-acetyl-2,3-diphenylindolizine-7-carbonitrile
0.023
-
IC50: 0.023 mM Glycine max 1-benzoyl-2,3-diphenylindolizine-7-carbonitrile
0.023
-
IC50: 0.023 mM Glycine max 1-[(4-Chloro-phenyl)-hydroxy-methyl]-2,3-diphenyl-indolizine-7-carbonitrile
0.023
-
IC50: 0.023 mM Glycine max 1-(Cyclohexyl-hydroxy-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.024
-
IC50: 0.024 mM Glycine max 1-(2-furyl)-2,3-diphenylindolizine-7-carbonitrile
0.025
-
IC50: 0.025 mM Oryctolagus cuniculus toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester
0.026
-
IC50: 0.026 mM Glycine max 1-(1-hydroxyethyl)-2,3-diphenylindolizine-7-carbonitrile
0.026
-
IC50: 0.026 mM Glycine max 1-(hydroxymethyl)-2,3-diphenyl-7-indolizinecarbonitrile
0.027
-
IC50: 0.027 mM Glycine max 1-methyl-2,3-diphenylindolizine-7-carbonitrile
0.027
-
IC50: 0.027 mM Glycine max 1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.027
-
IC50: 0.027 mM Glycine max 1-benzyl-2,3-diphenylindolizine-7-carbonitrile
0.028
-
IC50: 0.028 mM Oryctolagus cuniculus Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester
0.028
-
IC50: 0.028 mM Glycine max 1,2,3-triphenylindolizine-7-carbonitrile
0.028
-
IC50: 0.028 mM Glycine max 5-ethoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine
0.028
-
IC50: 0.028 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl 4-methoxybenzoate
0.028
-
IC50: 0.028 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl 3-methoxybenzoate
0.029
-
IC50: 0.029 mM Glycine max 1-formyl-2,3-diphenylindolizine-7-carbonitrile
0.029
-
IC50: 0.029 mM Glycine max 5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine
0.029
-
IC50: 0.029 mM Glycine max 1-(2-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.03
-
IC50: 0.03 mM Glycine max 2,3-diphenylindolizine-7-carbonitrile
0.03
-
IC50: 0.03 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl 2-methoxybenzoate
0.031
-
IC50: 0.031 mM Glycine max 1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile
0.031
-
IC50: 0.031 mM Glycine max 1-phenylmethoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.031
-
IC50: 0.031 mM Glycine max 1-(4-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.031
-
IC50: 0.031 mM Glycine max 1-(3-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.031
-
IC50: 0.031 mM Glycine max 1-(1,3-dibenzyloxy-2-propyloxy)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.032
-
IC50: 0.032 mM Glycine max 5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine
0.032
-
IC50: 0.032 mM Glycine max 1-(4-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.033
-
IC50: 0.033 mM Glycine max 1-methoxy-2,3-diphenylindolizine-7-carbonitrile
0.034
-
IC50: 0.034 mM Oryctolagus cuniculus 1-(hydroxymethyl)-2,3-diphenylindolizine-7-carbonitrile
0.035
-
IC50: 0.035 mM Glycine max 1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.035
-
IC50: 0.035 mM Glycine max 1-(4-fluorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.037
-
IC50: 0.037 mM Glycine max 1-(4-methylphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.037
-
IC50: 0.037mM Oryctolagus cuniculus 1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.039
-
IC50: 0.039 mM Oryctolagus cuniculus 1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile
0.043
-
IC50: 0.043 mM Oryctolagus cuniculus 1-benzoyl-2,3-diphenylindolizine-7-carbonitrile
0.043
-
IC50: 0.043 mM Glycine max 6,7-diphenylpyrrolo[1,2-b]pyridazin-5-yl trifluoromethanesulfonate
0.044
-
IC50: 0.044 mM Oryctolagus cuniculus 1-acetyl-2,3-diphenylindolizine-7-carbonitrile
0.046
-
IC50: 0.046 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate
0.046
-
IC50: 0.046 mM Oryctolagus cuniculus 1-methyl-2,3-diphenylindolizine-7-carbonitrile
0.048
-
IC50: 0.048 mM Oryctolagus cuniculus 1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
0.051
-
IC50: 0.051 mM Oryctolagus cuniculus 2,3-diphenylindolizine-7-carbonitrile
0.059
-
IC50: 0.059 mM Oryctolagus cuniculus 7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate
0.059
-
IC50: 0.059 mM Oryctolagus cuniculus 5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine
0.059
-
IC50: 0.059 mM Oryctolagus cuniculus 5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine
0.061
-
IC50: 0.061 mM Oryctolagus cuniculus 1-formyl-2,3-diphenylindolizine-7-carbonitrile
0.075
-
IC50: 0.075 mM Oryctolagus cuniculus 1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile
0.077
-
IC50: 0.077 mM Oryctolagus cuniculus 1-methoxy-2,3-diphenylindolizine-7-carbonitrile