Benzopyrans are selective estrogen receptor beta agonists with novel activity in models of benign prostatic hyperplasia.

Abstract

Benzopyran selective estrogen receptor beta agonist-1 (SERBA-1) shows potent, selective binding and agonist function in estrogen receptor beta (ERbeta) in vitro assays. X-ray crystal structures of SERBA-1 in ERalpha and beta help explain observed beta-selectivity of this ligand. SERBA-1 in vivo demonstrates involution of the ventral prostate in CD-1 mice (ERbeta effect), while having no effect on gonadal hormone levels (ERalpha effect) at 10x the efficacious dose, consistent with in vitro properties of this molecule.

• Authors: Bryan H Norman, Jeffrey A Dodge, Timothy I Richardson, Peter S Borromeo, Charles W Lugar, Scott A Jones, Keyue Chen, Yong Wang, Gregory L Durst, Robert J Barr, Chahrzad Montrose-Rafizadeh, Harold E Osborne, Robert M Amos, Sherry Guo, Amechand Boodhoo, Venkatesh Krishnan
• Journal: Journal of medicinal chemistry (J Med Chem) Vol. 49 Issue 21 Pg. 6155-7 (Oct 19 2006) ISSN: 0022-2623 [Print] United States
• PMID: 17034120 (Publication Type: Journal Article)

Chemical References

• Estrogen Receptor alpha
• Estrogen Receptor beta
• Estrogens
• Flavonoids
• Ligands
• SERBA-1 compound
• Selective Estrogen Receptor Modulators

Topics

• Animals
• Binding Sites
• Crystallography, X-Ray
• Estrogen Receptor alpha (chemistry)
• Estrogen Receptor beta (agonists, chemistry)
• Estrogens
• Flavonoids (chemical synthesis, chemistry, pharmacology)
• Humans
• Ligands
• Male
• Mice
• Models, Molecular
• Molecular Structure
• Prostate (drug effects, pathology)
• Prostatic Hyperplasia (drug therapy, pathology)
• Selective Estrogen Receptor Modulators (chemical synthesis, chemistry, pharmacology)
• Structure-Activity Relationship