THE SYNTHESIS AND CYTOTOXIC ACTIVITY OF N-UNSUBSTITUTED 3-ARYL-4-(TRIFLUOROMETHYL)-4H-SPIRO[CHROMENO[3,4-c]PYRROLIDINE-1,11'-INDENO[1,2-b]QUINOXALINES]

Abstract

A method for a regio- and stereoselective synthesis of N-unsubstituted 3-aryl-4-(trifluoromethyl)-4H-spiro[chromeno[3,4-c]pyrrolidine-1,11'-indeno[1,2-b]quinoxalines] in 52–85% yields based on the three-component reaction of 3-nitro-2-trifluoromethyl-2H-chromenes with azomethine ylides generated in situ from benzylamines and indeno[1,2-b]quinoxalin-11-one by heating under reflux in CH₂Cl₂ for 2 h in the presence of 0.1 equiv of pyrrolidine was developed. The resulting compounds exhibited moderate cytotoxic activity against HeLa human cervical carcinoma cells in th/e concentration range of 10^–5–10^–4 M.

Authors: Savelii V. Barkovskii, Maria V. Ulitko, Alexey Yu. Barkov, Ivan А. Kochnev, Nikolay S. Zimnitskiy, Vladislav Yu. Korotaev1*, Vyacheslav Ya. Sosnovskikh, Roman А. Stepanyuk, Timur I. Madzhidov*