Protein Information

Name NADH dehydrogenase
Synonyms B14.5b; NADH dehydrogenase; CI B14.5b; Complex I B14.5b; HLC 2; HLC2; NADH dehydrogenase [ubiquinone] 1 subunit C2; NADH ubiquinone oxidoreductase subunit B14.5b…

Compound Information

Name anthraquinone
CAS 9,10-anthracenedione

Reference List

PubMed Abstract RScore(About this table)
12688675 Pawlowska J, Tarasiuk J, Wolf CR, Paine MJ, Borowski E: Differential ability of cytostatics from anthraquinone group to generate free radicals in three enzymatic systems: NADH dehydrogenase, NADPH cytochrome P450 reductase, and xanthine oxidase. Oncol Res. 2003;13(5):245-52.

In our previous studies we have shown that the NADH dehydrogenase catalyzed electron transfer phenomenon is correlated with the affinity of anthraquinone drugs to the enzyme.
88(1,1,2,3) Details
10335267 Tarasiuk J, Tkaczyk-Gobis K, Stefanska B, Dzieduszycka M, Priebe W, Martelli S, Borowski E: The role of structural factors of anthraquinone compounds and their quinone-modified analogues in NADH dehydrogenase-catalysed oxygen radical formation. Anticancer Drug Des. 1998 Dec;13(8):923-39.
84(1,1,1,4) Details
9296455 Gille L, Nohl H: Analyses of the molecular mechanism of adriamycin-induced cardiotoxicity. Free Radic Biol Med. 1997;23(5):775-82.

The key and possibly initiating role of the exogenous NADH dehydrogenase of cardiac mitochondria in this reaction pathway provides a rationale to explain the selective cardiotoxic potency of the cytostatic anthraquinone glycosides.
9(0,0,1,4) Details
2546562 Tarasiuk J, Garnier-Suillerot A, Borowski E: Lack of competition between cytochrome c and anthraquinone type drugs for the reductive sites of NADH dehydrogenase. Biochem Pharmacol. 1989 Jul 15;38(14):2285-9.
6(0,0,1,1) Details
7945727 Jeziorek D, Dyl D, Liwo A, Ossowski T, Woznicki W: Enthalpy of oxygen addition to anthraquinone derivatives determines their ability to mediate NADH oxidation. Anticancer Drug Des. 1994 Oct;9(5):435-48.

Significant stabilization of hydroperoxides was estimated in weakly polar media (epsilon = 4) which can simulate the quinone-reducing center of the mitochondrial NADH dehydrogenase.
1(0,0,0,1) Details
18966468 Das S, Saha A, Mandal PC: Studies on the formation of Cu (II) and Ni (II) complexes of l,2-dihydroxy-9,10-anthraquinone and lack of stimulated superoxide formation by the complexes. Talanta. 1996 Jan;43(1):95-102.

0(0,0,0,0) Details
2983753 Beraldo H, Garnier-Suillerot A, Tosi L, Lavelle F: Iron (III)-adriamycin and Iron (III)-daunorubicin complexes: physicochemical characteristics, interaction with DNA, and antitumor activity. Biochemistry. 1985 Jan 15;24(2):284-9.


In these formulas, HAd and HDr stand for adriamycin and daunorubicin in which the 1,4-dihydroxy-anthraquinone moiety is half-deprotonated.
0(0,0,0,0) Details