Synthesis and 5α-Reductase Inhibitory Activity of C21 Steroids Having 1,4-Diene or 4,6-Diene 20-Ones and 4-Azasteroid 20-Oximes

    December 2011 in “ Molecules
    Sujeong Kim, Yong‐ung Kim, Eunsook Ma
    TLDR Three specific 4-azasteroid-2-oximes showed strong enzyme inhibition, but less than finasteride.
    The study synthesized and evaluated the 5α-reductase inhibitory activity of various C21 steroids and 4-azasteroid derivatives. While all synthesized compounds were less active than finasteride, three 4-azasteroid-2-oximes (compounds 4, 6, and 8) demonstrated notable inhibitory activity with IC50 values of 26, 10, and 11 nM, respectively, outperforming their corresponding 4-azasteroid 20-ones. In contrast, derivatives with 3β-hydroxy, 3β-acetoxy, and epoxy substitutions showed no inhibition of the enzyme.
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