42199-10-0Relevant academic research and scientific papers
The A-CD analogue of 16β,17α-estriol is a potent and highly selective estrogen receptor β agonist
Sauvee, Claire,Schaefer, Anja,Sunden, Henrik,Ma, Jian-Nong,Gustavsson, Anna-Lena,Burstein, Ethan S.,Olsson, Roger
, p. 1439 - 1442 (2013/11/19)
Selective estrogen receptor β (ERβ) agonists display neuroprotective properties in animal models and hold promise in the treatment of neurodegenerative diseases. In our quest to design, synthesize and evaluate potent and safe ERβ agonists, we focused on m
A-CD estrogens. I. substituent effects, hormone potency, and receptor subtype selectivity in a new family of flexible estrogenic compounds
Wright, James S.,Shadnia, Hooman,Anderson, James M.,Durst, Tony,Asim, Muhammad,El-Salfiti, Mohamed,Choueiri, Christine,Pratt, M. A. Christine,Ruddy, Samantha C.,Lau, Rosanna,Carlson, Kathryn E.,Katzenellenbogen, John A.,Obrien, Peter J.,Wan, Luke
experimental part, p. 433 - 448 (2011/04/15)
Long-term use of estrogen supplements by women leads to an increased risk of breast and uterine cancers. Possible mechanisms include metabolism of estradiol and compounds related to tumor-initiating quinones, and ligand-induced activation of the estrogen receptors ERα and ERβ which can cause cancer cell proliferation, depending on the ratio of receptors present. One therapeutic goal would be to create a spectrum of compounds of variable potency for ERα and ERβ, which are resistant to quinone formation, and to determine an optimum point in this spectrum. We describe the synthesis, modeling, binding affinities, hormone potency, and a measure of quinone formation for a new family of A-CD estrogens, where the A-C bond is formed by ring coupling. Some substituents on the A-ring increase hormone potency, and one compound is much less quinone-forming than estradiol. These compounds span a wide range of receptor subtype selectivities and may be useful in hormone replacement therapy.
