Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes

Abstract Four structured acylglycerols with stigmasterol bonded by a succinyl linker were investigated and their stability were analyzed. Samples were heated to 60 °C and kept at that temperature to simulate storage, and to 180 °C to simulate frying conditions. The degradation of the synthesized com...

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Main Authors: M. Rudzińska, A. Grygier, A. Olejnik, K. Kowalska, D. Kmiecik, A. Chojnacka, W. Gładkowski, A. Grudniewska, R. Przybylski
Format: Article
Language:English
Published: Nature Portfolio 2023-12-01
Series:Scientific Reports
Online Access:https://doi.org/10.1038/s41598-023-48444-3
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author M. Rudzińska
A. Grygier
A. Olejnik
K. Kowalska
D. Kmiecik
A. Chojnacka
W. Gładkowski
A. Grudniewska
R. Przybylski
author_facet M. Rudzińska
A. Grygier
A. Olejnik
K. Kowalska
D. Kmiecik
A. Chojnacka
W. Gładkowski
A. Grudniewska
R. Przybylski
author_sort M. Rudzińska
collection DOAJ
description Abstract Four structured acylglycerols with stigmasterol bonded by a succinyl linker were investigated and their stability were analyzed. Samples were heated to 60 °C and kept at that temperature to simulate storage, and to 180 °C to simulate frying conditions. The degradation of the synthesized compounds and formed derivatives was determined, and their cytotoxicity and genotoxicity on normal human cells from the digestive system was determined. Holding at 180 °C resulted in greater degradation of the compounds than holding at 60 °C. The most stable compound in each sample proved to be one with oleic acid in its structure—1,3-dioleoyl-2-stigmasterylsuccinoyl-sn-glycerol (DO2SSt) at 60 °C and 1,2-dioleoyl-3-stigmasterylsuccinoyl-sn-glycerol (DO3SSt) at 180 °C. These results indicate that the type of fatty acid in the molecule is more important than its position in the glycerol structure. None of the diacylmonostigmasterylsuccinoyl-sn-glycerols (DASStGs) before or after heating exhibited cytotoxic or genotoxic potential to small intestine and colon mucosa cells.
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spelling doaj.art-1f315d30a23e4ef18abb066e2bf5e43d2023-12-10T12:19:25ZengNature PortfolioScientific Reports2045-23222023-12-0113111210.1038/s41598-023-48444-3Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changesM. Rudzińska0A. Grygier1A. Olejnik2K. Kowalska3D. Kmiecik4A. Chojnacka5W. Gładkowski6A. Grudniewska7R. Przybylski8Faculty of Food Science and Nutrition, Poznań University of Life SciencesFaculty of Food Science and Nutrition, Poznań University of Life SciencesFaculty of Food Science and Nutrition, Poznań University of Life SciencesFaculty of Food Science and Nutrition, Poznań University of Life SciencesFaculty of Food Science and Nutrition, Poznań University of Life SciencesDepartment of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life SciencesDepartment of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life SciencesDepartment of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life SciencesDepartment of Chemistry and Biochemistry, University of LethbridgeAbstract Four structured acylglycerols with stigmasterol bonded by a succinyl linker were investigated and their stability were analyzed. Samples were heated to 60 °C and kept at that temperature to simulate storage, and to 180 °C to simulate frying conditions. The degradation of the synthesized compounds and formed derivatives was determined, and their cytotoxicity and genotoxicity on normal human cells from the digestive system was determined. Holding at 180 °C resulted in greater degradation of the compounds than holding at 60 °C. The most stable compound in each sample proved to be one with oleic acid in its structure—1,3-dioleoyl-2-stigmasterylsuccinoyl-sn-glycerol (DO2SSt) at 60 °C and 1,2-dioleoyl-3-stigmasterylsuccinoyl-sn-glycerol (DO3SSt) at 180 °C. These results indicate that the type of fatty acid in the molecule is more important than its position in the glycerol structure. None of the diacylmonostigmasterylsuccinoyl-sn-glycerols (DASStGs) before or after heating exhibited cytotoxic or genotoxic potential to small intestine and colon mucosa cells.https://doi.org/10.1038/s41598-023-48444-3
spellingShingle M. Rudzińska
A. Grygier
A. Olejnik
K. Kowalska
D. Kmiecik
A. Chojnacka
W. Gładkowski
A. Grudniewska
R. Przybylski
Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes
Scientific Reports
title Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes
title_full Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes
title_fullStr Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes
title_full_unstemmed Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes
title_short Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes
title_sort heating and storage of structured acylglycerols with succinyl linked stigmasterol residue does not cause negative chemical or biological changes
url https://doi.org/10.1038/s41598-023-48444-3
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