Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines.

Abstract

A series of regioisomers of the hydroxystearic acid (HSA) was prepared, and the effect of the position of the hydroxyl group along the chain on a panel of human cancer cell lines was investigated. Among the various regioisomers, those carrying the hydroxyl at positions 5, 7, and 9 had growth inhibitor activity against various human tumor cell lines, including CaCo-2, HT29, HeLa, MCF7, PC3, and NLF cells. 10-HSA and 11-HSA showed a very weak effect. 8-HSA did not show inhibitory activity in all cell lines. The biological role of 7-HSA and 9-HSA is widely recognized, while little is known about the effects of 5-HSA. Therefore, the biological effects of 5-HSA in HeLa, HT29, MCF7, and NLF cell lines were investigated using the Livecyte's ptychography technology, which allows correlating changes in proliferation, motility, and morphology as a function of treatment at the same time. 5-HSA not only reduces cell proliferation but also induces changes in cell displacement, directionality, and speed. It is important to characterize the biological effects of 5-HSA, this molecule being an important component of fatty acyl esters of hydroxy fatty acids (FAHFA), a class of endogenous mammalian lipids with noticeable anti-diabetic and anti-inflammatory effects.

• Authors: Natalia Calonghi, Carla Boga, Patrizia Nitti, Dario Telese, Silvia Bordoni, Giovanna Farruggia, Fioretta Asaro, Martina Grandi, Chiara Zalambani, Gabriele Micheletti
• Journal: Molecules (Basel, Switzerland) (Molecules) Vol. 27 Issue 8 (Apr 07 2022) ISSN: 1420-3049 [Electronic] Switzerland
• PMID: 35458594 (Publication Type: Journal Article)

Chemical References

• Esters
• Fatty Acids

Topics

• Animals
• Caco-2 Cells
• Cell Line, Tumor
• Cell Proliferation
• Esters (pharmacology)
• Fatty Acids (pharmacology)
• Humans
• Mammals
• Neoplasms