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Literature summary for 1.6.5.2 extracted from

  • Bian, J.; Xu, L.; Deng, B.; Qian, X.; Fan, J.; Yang, X.; Liu, F.; Xu, X.; Guo, X.; Li, X.; Sun, H.; You, Q.; Zhang, X.
    Synthesis and evaluation of (+-)-dunnione and its ortho-quinone analogues as substrates for NAD(P)H quinone oxidoreductase 1 (NQO1) (2015), Bioorg. Med. Chem. Lett., 25, 1244-1248 .
    View publication on PubMed

Application

Application Comment Organism
medicine (+-)-dunnione and its ortho-quinone analogues act as substrates. The biological activity is favored by the presence of methyl group at the C ring and methoxy group at the A ring. The ortho-quinones exert their antitumor activity through NQO1-mediated reactive oxygen species production by redox cycling Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P15559
-
-

Source Tissue

Source Tissue Comment Organism Textmining
A-549 cell
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione + NADH + H+
-
Homo sapiens 2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diol + NAD+
-
?
8-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione + NADH + H+
-
Homo sapiens 8-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diol + NAD+
-
?
9-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione + NADH + H+
-
Homo sapiens 9-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diol + NAD+
-
?
additional information (+-)-dunnione and its ortho-quinone analogues acts as substrates. The biological activity is favored by the presence of methyl group at the C ring and methoxy group at the A ring. The ortho-quinones exert their antitumor activity through NQO1-mediated reactive oxygen species production by redox cycling Homo sapiens ?
-
?

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1900
-
2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione pH not specified in the publication, temperature not specified in the publication Homo sapiens
2400
-
9-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione pH not specified in the publication, temperature not specified in the publication Homo sapiens
3100
-
8-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione pH not specified in the publication, temperature not specified in the publication Homo sapiens