Methyl and bromo derivatives of estradiol are agonistic ligands for the estrogen receptor of MCF-7 breast cancer cells.

Abstract

The binding affinity and relative estrogenic potency of 2-bromo-, 4-bromo-, 2-methyl- and 4-methylestradiol was evaluated in MCF-7 breast cancer cells. The relative binding affinities compared to estradiol were 47% for 2-methyl-, 25% for 4-methyl-, 37% for 4-bromo- and 17% for 2-bromoestradiol. However, both 2- and 4-methyl- as well as 2- and 4-bromoestradiol were able (a) to translocate the cytosolic estrogen receptor into the nucleus and (b) to induce the progesterone receptor in a concentration dependent manner. Finally, all ring-A substituted estrogens used in this study induced the pS2 mRNA as demonstrated by Northern-blotting. From these findings we conclude that 2-bromo-, 4-bromo-, 2-methyl- and 4-methylestradiol are agonistic ligands for the estrogen receptor in MCF-7 breast cancer cells.

• Authors: G Vollmer, W Wünsche, N Schütze, B Feit, R Knuppen
• Journal: The Journal of steroid biochemistry and molecular biology (J Steroid Biochem Mol Biol) Vol. 39 Issue 3 Pg. 359-66 (Sep 1991) ISSN: 0960-0760 [Print] England
• PMID: 1911426 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• RNA, Messenger
• Receptors, Estrogen
• Receptors, Progesterone
• 2-methylestradiol
• Estradiol
• 4-methylestradiol

Topics

• Blotting, Northern
• Breast Neoplasms
• Down-Regulation
• Estradiol (analogs & derivatives, metabolism)
• Humans
• RNA, Messenger (analysis, biosynthesis)
• Receptors, Estrogen (metabolism)
• Receptors, Progesterone (metabolism)
• Substrate Specificity
• Tumor Cells, Cultured