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

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.

A novel series of aliphatic amido-quaternary ammonium salts with open-form diamine moiety were synthesized and evaluated in vitro on various cancer cell lines. The results suggest that these synthesized compounds are promising anticancer drug candidates featuring its apoptosis-promoting effect through RhoB mediated pathway.Figure optionsDownload as PowerPoint slideHighlights
► Novel 25 aliphatic amido-quaternary ammonium salts were synthesized.
► Open-ring diamine moiety was introduced to the newly synthesized compounds.
► 8 compounds showed potent antitumor activities on several human cancer cell lines.
► Open-ring diamine moiety contributes enhancing growth inhibitory activity.
► Compound 3b (ethane-1,2-diamine derivative) showed the highest antitumor activity.