Literature DB >> 15265972

Electrospray ionization-tandem mass spectrometry and 32P-postlabeling analyses of tamoxifen-DNA adducts in humans.

Frederick A Beland1, Mona I Churchwell, Daniel R Doerge, Daniel R Parkin, Danuta Malejka-Giganti, Alan Hewer, David H Phillips, Paul L Carmichael, Gonçalo Gamboa da Costa, M Matilde Marques.   

Abstract

BACKGROUND: Although the nonsteroidal antiestrogen tamoxifen is used as an adjuvant chemotherapeutic agent to treat hormone-dependent breast cancer and as a chemopreventive agent in women with elevated risk of breast cancer, it has also been reported to increase the risk of endometrial cancer. Reports of low levels of tamoxifen-DNA adducts in human endometrial tissue have suggested that tamoxifen induces endometrial cancer by a genotoxic mechanism. However, these findings have been controversial. We used electrospray ionization-tandem mass spectrometry (ES-MS/MS) and 32P-postlabeling analyses to investigate the presence of tamoxifen-DNA adducts in human endometrial tissue.
METHODS: Endometrial DNA from eight tamoxifen-treated women and eight untreated women was hydrolyzed to nucleosides and assayed for (E)-alpha-(deoxyguanosin-N2-yl)-tamoxifen (dG-Tam) and (E)-alpha-(deoxyguanosin-N2-yl)-N-desmethyltamoxifen (dG-desMeTam), the two major tamoxifen-DNA adducts that have been reported to be present in humans and/or experimental animals treated with tamoxifen, using on-line sample preparation coupled with high-performance liquid chromatography (HPLC) and ES-MS/MS. The same DNA samples were assayed for the presence of dG-Tam and dG-desMeTam by (32)P-postlabeling methodology, using two different DNA digestion and labeling protocols, followed by both thin-layer chromatography and HPLC.
RESULTS: We did not detect either tamoxifen-DNA adduct by HPLC-ES-MS/MS analyses (limits of detection for dG-Tam and dG-desMeTam were two adducts per 10(9) nucleotides and two adducts per 10(8) nucleotides, respectively) or by 32P-postlabeling analyses (limit of detection for both adducts was one adduct per 10(9) nucleotides) in any of the endometrial DNA samples.
CONCLUSION: The initiation of endometrial cancer by tamoxifen is probably not due to a genotoxic mechanism involving the formation of dG-Tam or dG-desMeTam.

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Year:  2004        PMID: 15265972     DOI: 10.1093/jnci/djh195

Source DB:  PubMed          Journal:  J Natl Cancer Inst        ISSN: 0027-8874            Impact factor:   13.506


  12 in total

1.  Peroxidase-mediated dealkylation of tamoxifen, detected by electrospray ionization-mass spectrometry, and activation to form DNA adducts.

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2.  Endoxifen and other metabolites of tamoxifen inhibit human hydroxysteroid sulfotransferase 2A1 (hSULT2A1).

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Journal:  Drug Metab Dispos       Date:  2014-08-25       Impact factor: 3.922

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Authors:  Marian Y Williams-Brown; Sana M Salih; Xia Xu; Timothy D Veenstra; Muhammad Saeed; Shaleen K Theiler; Concepcion R Diaz-Arrastia; Salama A Salama
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4.  Tamoxifen-DNA adduct formation in monkey and human reproductive organs.

Authors:  Elena E Hernandez-Ramon; Nicole A Sandoval; Kaarthik John; J Mark Cline; Charles E Wood; Ruth A Woodward; Miriam C Poirier
Journal:  Carcinogenesis       Date:  2014-02-05       Impact factor: 4.944

5.  Antiestrogens and the formation of DNA damage in rats: a comparison.

Authors:  Sung Yeon Kim; Naomi Suzuki; Y R Santosh Laxmi; Atsushi Umemoto; Tomonari Matsuda; Shinya Shibutani
Journal:  Chem Res Toxicol       Date:  2006-06       Impact factor: 3.739

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7.  Translesion synthesis past tamoxifen-derived DNA adducts by human DNA polymerases eta and kappa.

Authors:  Manabu Yasui; Naomi Suzuki; Y R Santosh Laxmi; Shinya Shibutani
Journal:  Biochemistry       Date:  2006-10-03       Impact factor: 3.162

8.  Tamoxifen induces expression of immune response-related genes in cultured normal human mammary epithelial cells.

Authors:  Laura J Schild-Hay; Tarek A Leil; Rao L Divi; Ofelia A Olivero; Ainsley Weston; Miriam C Poirier
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9.  Differences in metabolite-mediated toxicity of tamoxifen in rodents versus humans elucidated with DNA/microsome electro-optical arrays and nanoreactors.

Authors:  Linlin Zhao; Sadagopan Krishnan; Yun Zhang; John B Schenkman; James F Rusling
Journal:  Chem Res Toxicol       Date:  2009-02       Impact factor: 3.739

10.  Mutagenicity of tamoxifen DNA adducts in human endometrial cells and in silico prediction of p53 mutation hotspots.

Authors:  Evagelos Liapis; Keith I E McLuckie; Paul D Lewis; Peter B Farmer; Karen Brown
Journal:  Nucleic Acids Res       Date:  2008-09-19       Impact factor: 16.971

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