Synthesis and Biological Activity of Oxidation Products of the Antiprogestine Mifepristone

摘要

Selenium dioxide oxidation allows the selective introduction of a hydroxyl group at position 6 of the steroid skeleton of the antihormone(11Ebeta#,17#beta#)-11,(4-dimethylamino-phenyl)-17-hydroxyl-17-(1-propynyl)-estra-4,9-dien-3-one(mifepristone,RU 486) andleads in a one-step procedure to two diastereomeric oxidation products.Their structure(6#alpha#-and6#beta#-hydroxy-mifepristone) was determined by NMR spectroscopy.Teh antiprogestinic activity of the oxidation products is comparable to that of mifepristone.