TY - JOUR
T1 - 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]
AU - Barkovskii, Savelii V.
AU - Ulitko, Maria V.
AU - Barkov, Alexey Yu.
AU - Kochnev, Ivan А.
AU - Zimnitskiy, Nikolay S.
AU - Korotaev, Vladislav Yu.
AU - Sosnovskikh, Vyacheslav Ya.
AU - Stepanyuk, Roman А.
AU - Madzhidov, Timur I.
N1 - This work was supported financially by the Russian Foundation for Basic Research (project no. 20-03-00716) within the framework of the State assignment of the Ministry of Science and Higher Education of the Russian Federation (project FEUZ-2020-0052). The authors are grateful to the staff of the Center for Collective Use “Spectroscopy and Analysis of Organic Compounds” of the Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences for help in conducting physicochemical studies.
PY - 2022/9/1
Y1 - 2022/9/1
N2 - 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 the concentration range of 10(-5)-10(-4) M.
AB - 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 the concentration range of 10(-5)-10(-4) M.
UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=000864239000006
UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85143667826
U2 - 10.1007/s10593-022-03113-7
DO - 10.1007/s10593-022-03113-7
M3 - Article
VL - 58
SP - 462
EP - 472
JO - Chemistry of Heterocyclic Compounds
JF - Chemistry of Heterocyclic Compounds
SN - 0009-3122
IS - 8-9
ER -