11β-aryl steroids in the androstene series. The role of the 11β-region in steroid progesterone receptor interaction

Article abstract of DOI:10.1016/0040-4020(95)00983-3

The syntheses of 11β-arylandrost-4-en-3-one 24 and the corresponding 9β,19-cyclo derivative 8 are described. Steric interaction between C-19 and the aryl residue effects conformational changes of the steroid ring system that result in reduced affinity for the progesterone receptor. The conformation of 11β-arylandrostenes is discussed in comparison with known antiprogestational steroids.