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

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 an...

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Autores principales: Rudzińska, M., Grygier, A., Olejnik, A., Kowalska, K., Kmiecik, D., Chojnacka, A., Gładkowski, W., Grudniewska, A., Przybylski, R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10695919/
https://www.ncbi.nlm.nih.gov/pubmed/38049600
http://dx.doi.org/10.1038/s41598-023-48444-3
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author Rudzińska, M.
Grygier, A.
Olejnik, A.
Kowalska, K.
Kmiecik, D.
Chojnacka, A.
Gładkowski, W.
Grudniewska, A.
Przybylski, R.
author_facet Rudzińska, M.
Grygier, A.
Olejnik, A.
Kowalska, K.
Kmiecik, D.
Chojnacka, A.
Gładkowski, W.
Grudniewska, A.
Przybylski, R.
author_sort Rudzińska, M.
collection PubMed
description 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 pubmed-106959192023-12-06 Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes Rudzińska, M. Grygier, A. Olejnik, A. Kowalska, K. Kmiecik, D. Chojnacka, A. Gładkowski, W. Grudniewska, A. Przybylski, R. Sci Rep Article 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. Nature Publishing Group UK 2023-12-04 /pmc/articles/PMC10695919/ /pubmed/38049600 http://dx.doi.org/10.1038/s41598-023-48444-3 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Rudzińska, M.
Grygier, A.
Olejnik, A.
Kowalska, K.
Kmiecik, D.
Chojnacka, A.
Gładkowski, W.
Grudniewska, A.
Przybylski, R.
Heating and storage of structured acylglycerols with succinyl-linked stigmasterol residue does not cause negative chemical or biological changes
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
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10695919/
https://www.ncbi.nlm.nih.gov/pubmed/38049600
http://dx.doi.org/10.1038/s41598-023-48444-3
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