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Open AccessArticle

Octahydroquinoxalin-2(1H)-One-Based Aminophosphonic Acids and Their Derivatives—Biological Activity towards Cancer Cells

1
Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
2
Department of Experimental Oncology, Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Rudolfa Weigla 12, 53-114 Wrocław, Poland
*
Author to whom correspondence should be addressed.
Materials 2020, 13(10), 2393; https://doi.org/10.3390/ma13102393
Received: 19 March 2020 / Revised: 10 May 2020 / Accepted: 19 May 2020 / Published: 22 May 2020
In the search for new antitumor agents, aminophosphonic acids and their derivatives based on octahydroquinoxalin-2(1H)-one scaffold were obtained and their cytotoxic properties and a mechanism of action were evaluated. Phosphonic acid and phosphonate moieties increased the antiproliferative activity in comparison to phenolic Mannich bases previously reported. Most of the obtained compounds revealed a strong antiproliferative effect against leukemia cell line (MV-4-11) with simultaneous low cytotoxicity against normal cell line (mouse fibroblasts-BALB/3T3). The most active compound was diphenyl-[(1R,6R)-3-oxo-2,5-diazabicyclo[4.4.0]dec-4-yl]phosphonate. Preliminary evaluation of the mechanism of action showed the proapoptotic effect associated with caspase 3/7 induction. View Full-Text
Keywords: aminophosphonate; imine; antiproliferative activity; cell cycle; mitochondrial membrane potential aminophosphonate; imine; antiproliferative activity; cell cycle; mitochondrial membrane potential
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Iwanejko, J.; Wojaczyńska, E.; Turlej, E.; Maciejewska, M.; Wietrzyk, J. Octahydroquinoxalin-2(1H)-One-Based Aminophosphonic Acids and Their Derivatives—Biological Activity towards Cancer Cells. Materials 2020, 13, 2393.

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