Synthesis and anabolic/androgenic evaluation of novel 9α-fluorosteroids

3β,11β-Dihydroxy-9α-fluor-5α-androstane-17-one (2), 3β-acetoxy-9α-fluor-11β-hydroxy-5α-androstane-17-one (3), 3β-acetoxy-9α-fluor-11β,17β-dihydroxy-5α-androstane (4), 3β,17β-diacetoxy-9α-fluor-11β-hydroxy-5α-androstane (5), 3β-acetoxy-9α-fluor-11β-hydroxy-5α-androstane 17β-propionate (6), 3β-acetoxy-9α-fluor-11β-hydroxy-5α-androstane 17β-enanthate (7), 3β-acetoxy-9α-fluor-11β-hydroxy-5α-androstane 17β-isobutyrate (8) were synthesized in the present study. Compounds 2 and 8 exhibited higher anabolic activity than the rest of the synthesized compounds. The structure of all these newly synthesized compounds was confirmed by analytic spectral data (mass, 1H NMR and 13C NMR).

Synthesis of fluorosteroid derivatives and their esters.Figure optionsDownload as PowerPoint slide