Synthesis and Antitumor Activity of Aminopropoxy Derivatives of Betulin, Erythrodiol, and Uvaol

Aminopropoxy derivatives of betulin, erythrodiol, uvaol, and oleantriol have been synthesized by the cyanoethylation of the hydroxyl groups of triterpenoids with the subsequent reduction of cyanoethyl fragments. It has been found that 3 beta,28-di-O-[3-(aminopropoxy)]lupa-20(29)-ene and 3 beta-O-hydroxy-28-O-[3-(aminopropoxy)]olean-12-ene possess high in vitro antitumor activity toward a wide range of human tumor cell lines. It has been shown that the aminopropoxy fragment is a novel promising pharmacophore group in the synthesis of anticancer agents based on triterpenoids.