Molecular modeling of singlet-oxygen binding to anthraquinones in relation to the peroxidating activity of antitumor anthraquinone drugs.
Anthraquinone derivatives are important anti-cancer drugs possessing, however, undesirable peroxidating and, in consequence, cardiotoxic properties. This results from the mediation by these compounds of the one-electron reduction processes of the oxygen molecule, which produces the highly toxic superoxide anion radical and other active oxygen species. This article summarizes the results of our studies on the molecular aspects of the mechanism of anthraquinone-mediated peroxidation which were carried out using enzymatic-assay, electrochemical, and quantum-mechanical methods.
Liwo
A
A
Department of Chemistry, University of Gdańsk, Poland.
Jeziorek
D
D
Ossowski
T
T
Dyl
D
D
Tempczyk
A
A
Tarasiuk
J
J
Nowacka
M
M
Borowski
E
E
Woźnicki
W
W
D000880:Anthraquinones / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry*; D004583:Electrons; D010100:Oxygen / Q000737:chemistry*; D010545:Peroxides / Q000737:chemistry*; D026082:Singlet Oxygen
D000880:Anthraquinones; D000970:Antineoplastic Agents; D010545:Peroxides; D026082:Singlet Oxygen; D010100:Oxygen