Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines
A series of regioisomers of the hydroxystearic acid (<b>HSA</b>) 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...
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MDPI AG
2022-04-01
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| Цуврал: | Molecules |
| Нөхцлүүд: | |
| Онлайн хандалт: | https://www.mdpi.com/1420-3049/27/8/2396 |
| _version_ | 1827627441650139136 |
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| author | Natalia Calonghi Carla Boga Patrizia Nitti Dario Telese Silvia Bordoni Giovanna Farruggia Fioretta Asaro Martina Grandi Chiara Zalambani Gabriele Micheletti |
| author_facet | Natalia Calonghi Carla Boga Patrizia Nitti Dario Telese Silvia Bordoni Giovanna Farruggia Fioretta Asaro Martina Grandi Chiara Zalambani Gabriele Micheletti |
| author_sort | Natalia Calonghi |
| collection | DOAJ |
| description | A series of regioisomers of the hydroxystearic acid (<b>HSA</b>) 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. <b>10-HSA</b> and <b>11-HSA</b> showed a very weak effect. <b>8-HSA</b> did not show inhibitory activity in all cell lines. The biological role of <b>7-HSA</b> and <b>9-HSA</b> is widely recognized, while little is known about the effects of <b>5-HSA</b>. Therefore, the biological effects of <b>5-HSA</b> 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. <b>5-HSA</b> not only reduces cell proliferation but also induces changes in cell displacement, directionality, and speed. It is important to characterize the biological effects of <b>5-HSA</b>, 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. |
| first_indexed | 2024-03-09T13:14:17Z |
| format | Article |
| id | doaj.art-2139b35fbb8545b19483341ee5dcf215 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T13:14:17Z |
| publishDate | 2022-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-2139b35fbb8545b19483341ee5dcf2152023-11-30T21:37:14ZengMDPI AGMolecules1420-30492022-04-01278239610.3390/molecules27082396Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell LinesNatalia Calonghi0Carla Boga1Patrizia Nitti2Dario Telese3Silvia Bordoni4Giovanna Farruggia5Fioretta Asaro6Martina Grandi7Chiara Zalambani8Gabriele Micheletti9Department of Pharmacy and Biotechnology, University of Bologna, Via San Donato 15, 40127 Bologna, ItalyDepartment of Industrial Chemistry ‘Toso Montanari’, Alma Mater Studiorum Università di Bologna, Viale del Risorgimento 4, 40136 Bologna, ItalyDepartment of Chemical and Pharmaceutical Sciences, University of Trieste, Via L. Giorgieri 1, 34127 Trieste, ItalyDepartment of Industrial Chemistry ‘Toso Montanari’, Alma Mater Studiorum Università di Bologna, Viale del Risorgimento 4, 40136 Bologna, ItalyDepartment of Industrial Chemistry ‘Toso Montanari’, Alma Mater Studiorum Università di Bologna, Viale del Risorgimento 4, 40136 Bologna, ItalyDepartment of Pharmacy and Biotechnology, University of Bologna, Via San Donato 15, 40127 Bologna, ItalyDepartment of Chemical and Pharmaceutical Sciences, University of Trieste, Via L. Giorgieri 1, 34127 Trieste, ItalyDepartment of Pharmacy and Biotechnology, University of Bologna, Via San Donato 15, 40127 Bologna, ItalyDepartment of Pharmacy and Biotechnology, University of Bologna, Via San Donato 15, 40127 Bologna, ItalyDepartment of Industrial Chemistry ‘Toso Montanari’, Alma Mater Studiorum Università di Bologna, Viale del Risorgimento 4, 40136 Bologna, ItalyA series of regioisomers of the hydroxystearic acid (<b>HSA</b>) 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. <b>10-HSA</b> and <b>11-HSA</b> showed a very weak effect. <b>8-HSA</b> did not show inhibitory activity in all cell lines. The biological role of <b>7-HSA</b> and <b>9-HSA</b> is widely recognized, while little is known about the effects of <b>5-HSA</b>. Therefore, the biological effects of <b>5-HSA</b> 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. <b>5-HSA</b> not only reduces cell proliferation but also induces changes in cell displacement, directionality, and speed. It is important to characterize the biological effects of <b>5-HSA</b>, 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.https://www.mdpi.com/1420-3049/27/8/2396hydroxystearic acidscancerquantum phase imagingptychography |
| spellingShingle | Natalia Calonghi Carla Boga Patrizia Nitti Dario Telese Silvia Bordoni Giovanna Farruggia Fioretta Asaro Martina Grandi Chiara Zalambani Gabriele Micheletti Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines Molecules hydroxystearic acids cancer quantum phase imaging ptychography |
| title | Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines |
| title_full | Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines |
| title_fullStr | Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines |
| title_full_unstemmed | Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines |
| title_short | Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines |
| title_sort | effects of regioisomerism on the antiproliferative activity of hydroxystearic acids on human cancer cell lines |
| topic | hydroxystearic acids cancer quantum phase imaging ptychography |
| url | https://www.mdpi.com/1420-3049/27/8/2396 |
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