Prooxidant Activity of Flavonoids Copper-Dependent Strand Breaks and the Formation of 8-Hydroxy-2′-Deoxyguanosine in DNA》.pdf

Molecular Genetics and Metabolism 68, 468–472 (1999) Article ID mgme.1999.2901, available online at on Prooxidant Activity of Flavonoids: Copper-Dependent Strand Breaks and the Formation of 8-Hydroxy-2-Deoxyguanosine in DNA Masataka Yoshino, Miyako Haneda, Makoto Naruse,* and Keiko Murakami Department of Biochemistry and *Central Research Laboratories, Aichi Medical University, Nagakute, Aichi 480-1195, Japan Received May 7, 1999, and in revised form July 9, 1999 prooxidant action of flavonoids was discussed in re- The naturally occurring flavonoids caused strand lation to the DNA damage by copper-dependent re- scission of DNA in the presence of copper ion. Fla- vonoids such as myricetin, baicalein, and quercetin dox cycling of these polyphenolics. as well as ascorbic acid cleaved plasmid pBR322 DNA and calf thymus DNA potently. Addition of MATERIALS AND METHODS catalase protected DNA from the strand breaks caused by flavonoids. Treatment of calf thymus Materials DNA with these flavonoids or ascorbate plus copper produced 8-hydroxy-2-deoxyguanosine. Cuprous Double-stranded supercoiled plasmid pBR322 was ion reduced by flavonoids and ascorbic acid may obtained from Takara Biomedicals (Shiga, Japan). play a key role in the oxidative cleavage of DNA and Baicalein, quercetin, myricetin, galangin, taxifolin, the formation of base adduct. Mutagenic and carci- fisetin, acacetin, 8-hydroxy-2-deoxyguanosine, al- nogenic action of flavonoids may be explained by kaline phosphatase, calf thymus DNA, spleen exo- the prooxidant effects of the compounds