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Carcinogenesis Advance Access published online on May 13, 2004
Carcinogenesis, doi:10.1093/carcin/bgh183
© 2004 by Oxford University Press
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Received February 23, 2004
Revised April 12, 2004
Accepted May 1, 2004

CARCINOGENESIS

Resveratrol inhibits TCDD-induced expression of CYP1A1 and CYP1B1 and catechol estrogen-mediated oxidative DNA damage in cultured human mammary epithelial cells

Zhi-Hua Chen 1, Yeon-Jin Hurh 1, Hye-Kyung Na 1, Jung-Hwan Kim 1, Young-Jin Chun 2, Dong-Hyun Kim 3, Kyung-Sun Kang 4, Myung-Haing Cho 4, Young-Joon Surh 1*

1 College of Pharmacy, Seoul National University, Seoul 151-742, South Korea
2 College of Pharmacy, Chung-Ang University, Seoul 156-756, South Korea
3 Korea Institute of Science and Technology, Seoul 136-791, South Korea
4 College of Veterinary Medicine, Seoul National University, Seoul 151-742, South Korea

* To whom correspondence should be addressed. E-mail: surh{at}plaza.snu.ac.kr.


  Abstract

Resveratrol (3,5,4'-trihydroxystilbene), a naturally occurring phytoalexin present in grapes and other foods, has been reported to possess chemopreventive effects as revealed by its striking inhibition of diverse cellular events associated with tumor initiation, promotion and progression. In our present study, 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), when treated to the cultured human mammary epithelial (MCF-10A) cells, induced the expression of cytochrome P450 1A1 (CYP1A1) and 1B1 (CYP1B1) that are responsible for oxidation of 17{beta}-estradiol to produce catechol estrogens. Resveratrol strongly inhibited the TCDD-induced aryl hydrocarbon receptor (AhR) DNA binding activity, the expression of CYP1A1 and CYP1B1 and their catalytic activities in MCF-10A cells. It also reduced the formation of 2-hydroxyestradiol (2-OHE2) and 4-hydroxyestradiol (4-OHE2) from 17{beta}-estradiol by recombinant human CYP1A1 and CYP1B1, respectively. Furthermore, resveratrol significantly attenuated the intracellular reactive oxygen species (ROS) formation and oxidative DNA damage as well as the cytotoxicity induced by the catechol estrogens. Our data suggest that CYP1A1- and CYP1B1-catalyzed catechol estrogen formation might play a key role in TCDD-induced oxidative damage, and resveratrol can act as a potential chemopreventive against dioxin-induced human mammary carcinogenesis by blocking the metabolic formation of the catechol estrogens and scavenging the ROS generated during their redox cycling.


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