Synthesis of Mimics of Steroid A Ring as Potential Enzyme Inhibitors

The study reviewed strategies for treating hormone-dependent prostate diseases, focusing on inhibitors of enzymes involved in androgen biosynthesis, particularly 5α-reductase (5αR). The researchers identified that mimicking the steroid A-ring, specifically the carbon-carbon double bond and ketone moiety, was crucial for potential inhibitors. They synthesized a range of esters and amides of 4-substituted cinnamic acid, which showed promise as 5αR inhibitors due to their structural characteristics. Although the synthesis of esters was successful, producing amides, especially with methylamine, was challenging but achievable with extensive purification. The evaluation of these compounds against 5αR was planned but not completed due to time constraints.