Antihormonal properties of some new A-homo-B, 19-dinor steroids of the androstane series

Article abstract of DOI:10.1016/0039-128X(92)90101-E

On solvolysis of Westphalen-type steroids with a leaving group in the position 6β (e.g., 2), products of elimination (followed by rearrangement and fragmentation of the steroid skeleton) were prepared (e.g., 4 and 5).These products were subsequently converted to suitable analogs of the compound, which has been reported to promote hair growth (1).Compounds 11 to 13 exhibited strong antiandrogenic activity in vivo; however, this activity could not be interpreted either in terms of inhibition of 5α-reductase or by strong binding to an androgen receptor.Keywords: steroids with modified skeleton; androgen receptors; antiandrogens; 5α-reductase inhibitor; testosterone; dihydotestosterone