Related Experiment Video
Updated: Oct 13, 2026

Free Radicals in Chemical Biology: from Chemical Behavior to Biomarker Development
Published on: April 15, 2013
Radical-mediated modification of deoxyguanine and deoxyribose by luteoskyrin and related anthraquinones
S Akuzawa1, H Yamaguchi, T Masuda
1Department of Toxicology and Microbial Chemistry, Faculty of Pharmaceutical Sciences, Science University of Tokyo, Japan.
Abstract:
When cultured Reuber hepatoma H4-II-E and fibroblast Balb/3T3 cells were exposed to various concentrations of 5 derivatives of anthraquinones, luteoskyrin, a bis-anthraquinoid hepatocarcinogenic mycotoxin, exhibited the highest cytotoxicity to these cell lines. The content of 8-hydroxydeoxyguanine residues in the DNA of H4-II-E cells was dose- and time-dependently increased by luteoskyrin. The tumorigenic anthraquinones such as rugulosin and danthron also slightly elevated the level of this modified DNA base, while no such modification was observed with chrysophanol and emodin. Detailed experiments with luteoskyrin have demonstrated the formation of 8-hydroxydeoxyguanine and the degradation of deoxyribose into thiobarbituric acid-reactive products in the presence of ascorbic acid. These findings suggest the possible involvement of anthraquinone-derived hydroxy radicals for the modification of DNA base and deoxyribose.
More Related Videos
09:33Formation of Covalent DNA Adducts by Enzymatically Activated Carcinogens and Drugs In Vitro and Their Determination by 32P-postlabeling
Published on: March 20, 2018
12:15Quantification of three DNA Lesions by Mass Spectrometry and Assessment of Their Levels in Tissues of Mice Exposed to Ambient Fine Particulate Matter
Published on: May 29, 2019
Related Concept Videos
Nucleotide Excision Repair
Oxidation of Phenols to Quinones
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
Radical Formation: Elimination
Radical Reactivity: Overview
Radical Reactivity: Nucleophilic Radicals
Nucleotide Excision Repair
Cells are regularly exposed to mutagens—factors in the environment that can damage DNA and generate mutations. UV radiation is one of the most common mutagens and is estimated to introduce a significant number of changes in DNA. These include bends or kinks in the structure, which can block DNA replication or transcription. If these errors are not fixed, the damage can cause mutations, which in turn can result in cancer or disease depending on which sequences are...