Journal Article

Identification of tamoxifen-DNA adducts formed by 4-hydroxytamoxifen quinone methide.

M M Marques and F A Beland

in Carcinogenesis

Volume 18, issue 10, pages 1949-1954
Published in print October 1997 | ISSN: 0143-3334
Published online October 1997 | e-ISSN: 1460-2180 | DOI: http://dx.doi.org/10.1093/carcin/18.10.1949
Identification of tamoxifen-DNA adducts formed by 4-hydroxytamoxifen quinone methide.

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Tamoxifen is a liver carcinogen in rats and has been shown to increase the risk of endometrial cancer in women. Recent reports of DNA adducts in leucocyte and endometrial samples from women treated with tamoxifen indicate that it may be genotoxic to humans. One of the proposed pathways for the metabolic activation of tamoxifen involves oxidation to 4-hydroxytamoxifen, which may be further oxidized to an electrophilic quinone methide. In the present study we show that 4-hydroxytamoxifen quinone methide reacts with DNA to form covalent adducts. The major products, which result from 1,8-addition of the exocyclic nitrogen of deoxyguanosine to the conjugated system of 4-hydroxytamoxifen quinone methide, are characterized as (E)- and (Z)-alpha-(deoxyguanosin-N2-yl)-4-hydroxytamoxifen.

Journal Article.  0 words. 

Subjects: Clinical Cytogenetics and Molecular Genetics

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