Cytotoxic Activity of Piperazin-2-One-Based Structures: Cyclic Imines, Lactams, Aminophosphonates, and Their Derivatives
Jakub Iwanejko,
Mahzeiar Samadaei,
Matthias Pinter,
Daniel Senfter,
Sibylle Madlener,
Andrzej Kochel,
Nataliya Rohr-Udilova,
Elżbieta Wojaczyńska
Affiliations
Jakub Iwanejko
Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
Mahzeiar Samadaei
Division of Gastroenterology and Hepatology, Department of Internal Medicine III, Medical University of Vienna, AKH Vienna Währinger Gürtel 18-20, 1090 Vienna, Austria
Matthias Pinter
Division of Gastroenterology and Hepatology, Department of Internal Medicine III, Medical University of Vienna, AKH Vienna Währinger Gürtel 18-20, 1090 Vienna, Austria
Daniel Senfter
Department of Pediatrics and Adolescent Medicine, Molecular Neuro-Oncology, Medical University of Vienna, AKH Vienna Währinger Gürtel 18-20, 1090 Vienna, Austria
Sibylle Madlener
Department of Pediatrics and Adolescent Medicine, Molecular Neuro-Oncology, Medical University of Vienna, AKH Vienna Währinger Gürtel 18-20, 1090 Vienna, Austria
Andrzej Kochel
Faculty of Chemistry, University of Wrocław, 14 F. Joliot-Curie St., 50-383 Wrocław, Poland
Nataliya Rohr-Udilova
Division of Gastroenterology and Hepatology, Department of Internal Medicine III, Medical University of Vienna, AKH Vienna Währinger Gürtel 18-20, 1090 Vienna, Austria
Elżbieta Wojaczyńska
Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
N-Heterocycles are considered as desirable scaffolds for the development of novel lead compounds for anticancer drug research. Among them, phosphorus-containing amino-derivatives play a crucial role. A series of imines and products of their further reactions with P-nucleophiles were obtained starting from vicinal bisamines. Reaction of ethylenediamine and α-carbonyl esters yielded in novel unexpected products, which structures were confirmed by crystallographic measurements. The cytotoxic activity evaluation was done on a variety of cell lines including HUH7, AKH12, DAOY, UW228-2, D283, D425, and U251. Human umbilical vein endothelial cells (HUVECs) were used as control. Two of the tested compounds, bearing TADDOL-derived, and trifluoromethyl substituents showed a significant effect on cell viability, though comparable to nonmalignant cells.
