Synthesis and Biological Evaluation of Novel Phosphatidylcholine Analogues Containing Monoterpene Acids as Potent Antiproliferative Agents

The synthesis of novel phosphatidylcholines with geranic and citronellic acids in sn-1 and sn-2 positions is described. The structured phospholipids were obtained in high yields (59-87%) and evaluated in vitro for their cytotoxic activity against several cancer cell lines of different origin: MV4-11...

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Veröffentlicht in:	PloS one 2016-06, Vol.11 (6), p.e0157278
Hauptverfasser:	Gliszczyńska, Anna, Niezgoda, Natalia, Gładkowski, Witold, Czarnecka, Marta, Świtalska, Marta, Wietrzyk, Joanna
Format:	Artikel
Sprache:	eng
Schlagworte:	A549 Cells Acids Animals Antineoplastic Agents - chemical synthesis Antineoplastic Agents - pharmacology Antiproliferatives Biology and Life Sciences Cadmium Cancer Cell division Cell Line, Tumor Cell Proliferation - drug effects Chemistry Chloride Chromatography Cytotoxicity Fibroblasts Hep G2 Cells Humans Immunology Inhibitory Concentration 50 Lecithin Life sciences Lipids MCF-7 Cells Medicine and Health Sciences Metabolism Metabolites Mice Monoterpenes - chemistry NIH 3T3 Cells Organ Specificity Palmitic acid Palmitic Acid - chemistry Phosphatidylcholine Phosphatidylcholines - chemical synthesis Phosphatidylcholines - pharmacology Phospholipids Physical Sciences Research and analysis methods Structure-Activity Relationship Synthesis Terpenes - chemistry Tumor cell lines
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Zusammenfassung:	The synthesis of novel phosphatidylcholines with geranic and citronellic acids in sn-1 and sn-2 positions is described. The structured phospholipids were obtained in high yields (59-87%) and evaluated in vitro for their cytotoxic activity against several cancer cell lines of different origin: MV4-11, A-549, MCF-7, LOVO, LOVO/DX, HepG2 and also towards non-cancer cell line BALB/3T3 (normal mice fibroblasts). The phosphatidylcholines modified with monoterpene acid showed a significantly higher antiproliferative activity than free monoterpene acids. The highest activity was observed for the terpene-phospholipids containing the isoprenoid acids in sn-1 position of phosphatidylcholine and palmitic acid in sn-2.
ISSN:	1932-6203 1932-6203
DOI:	10.1371/journal.pone.0157278