Synthesis and Aldose Reductase Inhibition Effects of Novel N-Benzyl-4-Methoxyaniline Derivatives

In the current study, starting from 4-methoxyaniline, four Schiff bases were synthesized from benzaldehydes with Br and OMe. Corresponding N-benzylanilines and their derivatives were obtained from reductions (by NaBH4) and substitutions (by acyl and tosyl chlorides) of these bases, respectively. The inhibitory effects of the sixteen compounds, twelve of which were novel compounds are examined. Then, we conducted molecular docking and binary QSAR studies to determine inhibitory-enzyme interactions of compounds that show an inhibitory effect. Our results reveal that methoxyanilline-derived compounds show good biological activities. The most active compound (22) has IC50 values of 2.83 mu M. These novel AR enzyme inhibitors may open new avenues for better AR inhibitors in the future.

Automated summary

In this study, novel methoxyaniline-derived compounds were synthesized and showed good biological activities as potential androgen receptor enzyme inhibitors. Compound 22 was identified as the most active compound with an IC50 value of 2.83 μM. These findings suggest that these novel AR enzyme inhibitors may lead to the development of better AR inhibitors in the future.