PMID: 7083043Feb 1, 1982Paper

The biologic activity of selenoestrogens

Canadian Journal of Biochemistry
C LongcopeE Caspi


For differential imaging of mammary tumors with estrogen receptors and without estrogen receptors we required gamma-emitting estrogen analogues. In this paper we report on the binding properties of 7 alpha-, 16 alpha-, and 17 alpha-methylselenoestrogens and 17 alpha-phenylselenoestrogens relative to the binding properties of estradiol. The selenium-containing estrogens retained the ability to displace [3H]estradiol from the estrogen receptor of rabbit uterine cytosol, although in most instances the displacement was small (3-7% compared to estradiol). The most active compounds were 16 alpha-phenylselenoestrone, 16 alpha-methylselenoestradiol, and 17 alpha-methylselenomethyl-estradiol which had relative binding of 23, 27, and 31%, respectively, compared with that of estradiol. 16 alpha-Methylselenoestradiol was able to translocate the estrogen cytosol receptor to the nucleus, in vitro, but was not able to increase the uterine weight when administered to mice in vivo.

Related Concepts

Estradiol, (16 alpha,17 beta)-Isomer
Estrogen Effect
Estrogen Nuclear Receptor

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