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Literature summary for 1.18.1.2 extracted from

  • Nemeikaite-Ceniene, A.; Sarlauskas, J.; Miseviciene, L.; Maroziene, A.; Jonusiene, V.; Lesanavicius, M.; Cenas, N.
    Aerobic cytotoxicity of aromatic N-oxides the role of NAD(P)H quinone oxidoreductase (NQO1) (2020), Int. J. Mol. Sci., 21, 8754 .
    View publication on PubMedView publication on EuropePMC

Organism

Organism UniProt Comment Textmining
Plasmodium falciparum C6KT68
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
+ NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
1,4-dioxo-2-(trifluoromethyl)-1lambda5,4lambda5-quinoxaline + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
1,4-dioxo-7-(trifluoromethoxy)-1lambda5,2,4lambda5-benzotriazin-3-amine + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
1-oxo-1lambda5,2,4-benzotriazine + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
3-amino-1,4-dioxo-1lambda5,4lambda5-quinoxaline-2-carbonitrile + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
methyl (1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)carbamate + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
N-(1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)-1,1,1-trifluoromethanesulfonamide + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
N-(1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)acetamide + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
N-(1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)methanesulfonamide + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
N-(1-oxo-1lambda5,2,4-benzotriazin-3-yl)acetamide + NADPH + H+
-
Plasmodium falciparum ? + NADP+
-
?
tirapazamine + NADPH + H+
-
Plasmodium falciparum 1,2,4-benzotriazin-3-amine + 1-oxo-1lambda5,2,4-benzotriazin-3-amine + NADP+
-
?

General Information

General Information Comment Organism
drug target the cytotoxicity of heteroaromatic N-oxides in murine hepatoma MH22a and human colon carcinoma HCT-116 cells increases with the geometric average of their reactivity towards NADPH:cytochrome P-450 reductase and Plasmodium falciparum ferredoxin:NADP+ oxidoreductase, and with their reactivity towards rat NQO1 Plasmodium falciparum

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.6
-
N-(1-oxo-1lambda5,2,4-benzotriazin-3-yl)acetamide pH 7.4, 25°C Plasmodium falciparum
4.3
-
1-oxo-1lambda5,2,4-benzotriazine pH 7.4, 25°C Plasmodium falciparum
7.9
-
N-(1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)methanesulfonamide pH 7.4, 25°C Plasmodium falciparum
8.9
-
1,4-dioxo-2-(trifluoromethyl)-1lambda5,4lambda5-quinoxaline pH 7.4, 25°C Plasmodium falciparum
18
-
3-amino-1,4-dioxo-1lambda5,4lambda5-quinoxaline-2-carbonitrile pH 7.4, 25°C Plasmodium falciparum
26
-
N-(1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)-1,1,1-trifluoromethanesulfonamide pH 7.4, 25°C Plasmodium falciparum
38
-
1,4-dioxo-7-(trifluoromethoxy)-1lambda5,2,4lambda5-benzotriazin-3-amine pH 7.4, 25°C Plasmodium falciparum
48
-
methyl (1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)carbamate pH 7.4, 25°C Plasmodium falciparum
62
-
N-(1,4-dioxo-1lambda5,2,4lambda5-benzotriazin-3-yl)acetamide pH 7.4, 25°C Plasmodium falciparum