Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part II

• DOI: 10.1016/j.ejmech.2012.12.063
• Publication Date: 2013-03-14T01:35:59Z
• Authors: Jee Sun Yang; Doona Song; Won Jin Ko; Bunyea Kim; Bo-Kyung Kim; Song-Kyu Park; Misun Won; Kiho Lee; Kyeong Lee; Hwan Mook Kim; Gyoonhee Han
• Keywords: Molecular Structure; Cell Survival; Antineoplastic Agents; Apoptosis; 01 natural sciences; 0104 chemical sciences; 3. Good health; Quaternary Ammonium Compounds; Inhibitory Concentration 50; Structure-Activity Relationship; Models, Chemical; Cell Line, Tumor; Humans; Cell Proliferation; HeLa Cells

A series of novel aliphatic amido-quaternary ammonium salts were synthesized and evaluated for their anticancer effects involving induction of RhoB. Most of these compounds, featuring open-ring forms of aliphatic amido-quaternary ammonium salts, exhibited potent anti-proliferative activities in human cancer cell lines, including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. In further evaluation, the representative compound N,N-diethyl-N-(2-(N-methyltetradecanamido)ethyl)prop-2-en-1-aminium bromide (3b) exhibited potent pro-apoptotic activity, through RhoB activation, in HeLa cells.