Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives
International audience Hydrosoluble sesame oil fatty acid transesters having enhanced antioxidant activities were synthesizedin a two-step process. The key step involved the biocatalyzed (lipase from Candida antarctica)acylation of sesame oil methanolic ester with either vanillyl (VNA) or piperonyl...
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Online Access: | https://amu.hal.science/hal-01142289 https://doi.org/10.1021/jf9010627 |
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ftunivaixmarseil:oai:HAL:hal-01142289v1 2024-05-12T07:53:47+00:00 Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives Alencar, Juliana Gosset, Gaelle Robin, Maxime Pique, Valérie Culcasi, Marcel Mercier, Anne Pietri, Sylvia Institut de Chimie Radicalaire (ICR) Aix Marseille Université (AMU)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS) 2009-08-04 https://amu.hal.science/hal-01142289 https://doi.org/10.1021/jf9010627 en eng HAL CCSD American Chemical Society info:eu-repo/semantics/altIdentifier/doi/10.1021/jf9010627 hal-01142289 https://amu.hal.science/hal-01142289 doi:10.1021/jf9010627 ISSN: 0021-8561 EISSN: 1520-5118 Journal of Agricultural and Food Chemistry https://amu.hal.science/hal-01142289 Journal of Agricultural and Food Chemistry, 2009, 57, pp.7311-7323. ⟨10.1021/jf9010627⟩ DEPMPO 3T3 fibroblasts UV irradiation spray-dried emulsions antioxidant capacity ESR spin trapping Sesame oil enzymatic transesterification vanillyl alcohol [CHIM]Chemical Sciences info:eu-repo/semantics/article Journal articles 2009 ftunivaixmarseil https://doi.org/10.1021/jf9010627 2024-04-18T00:39:07Z International audience Hydrosoluble sesame oil fatty acid transesters having enhanced antioxidant activities were synthesizedin a two-step process. The key step involved the biocatalyzed (lipase from Candida antarctica)acylation of sesame oil methanolic ester with either vanillyl (VNA) or piperonyl benzylic alcohols, or5-hydroxymethyl resorcinol (5-HMR). These substrates were selected to introduce phenolic orsesamol structurally related frameworks. The VNA and 5-HMR-derived transesters were obtainedwith 20-40% yields and retained the starting proportions of sesame oil linoleic, oleic, and saturatedacids, these fatty acids also being the only constituents of the nonesterified fraction. The VNAderivedtransester showed the best antioxidant capacity in standard assays and was processed asthe unique lipid phase of spray-dried emulsions containing a high level of linoleic acid phenolic ester.These emulsions provided a high degree of protection to UV-irradiated fibroblasts, through thepotential synergy between VNA antioxidant action and replenishment of damaged membranes byunsaturated fatty acids. Article in Journal/Newspaper Antarc* Antarctica Aix-Marseille Université: HAL Journal of Agricultural and Food Chemistry 57 16 7311 7323 |
institution |
Open Polar |
collection |
Aix-Marseille Université: HAL |
op_collection_id |
ftunivaixmarseil |
language |
English |
topic |
DEPMPO 3T3 fibroblasts UV irradiation spray-dried emulsions antioxidant capacity ESR spin trapping Sesame oil enzymatic transesterification vanillyl alcohol [CHIM]Chemical Sciences |
spellingShingle |
DEPMPO 3T3 fibroblasts UV irradiation spray-dried emulsions antioxidant capacity ESR spin trapping Sesame oil enzymatic transesterification vanillyl alcohol [CHIM]Chemical Sciences Alencar, Juliana Gosset, Gaelle Robin, Maxime Pique, Valérie Culcasi, Marcel Mercier, Anne Pietri, Sylvia Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives |
topic_facet |
DEPMPO 3T3 fibroblasts UV irradiation spray-dried emulsions antioxidant capacity ESR spin trapping Sesame oil enzymatic transesterification vanillyl alcohol [CHIM]Chemical Sciences |
description |
International audience Hydrosoluble sesame oil fatty acid transesters having enhanced antioxidant activities were synthesizedin a two-step process. The key step involved the biocatalyzed (lipase from Candida antarctica)acylation of sesame oil methanolic ester with either vanillyl (VNA) or piperonyl benzylic alcohols, or5-hydroxymethyl resorcinol (5-HMR). These substrates were selected to introduce phenolic orsesamol structurally related frameworks. The VNA and 5-HMR-derived transesters were obtainedwith 20-40% yields and retained the starting proportions of sesame oil linoleic, oleic, and saturatedacids, these fatty acids also being the only constituents of the nonesterified fraction. The VNAderivedtransester showed the best antioxidant capacity in standard assays and was processed asthe unique lipid phase of spray-dried emulsions containing a high level of linoleic acid phenolic ester.These emulsions provided a high degree of protection to UV-irradiated fibroblasts, through thepotential synergy between VNA antioxidant action and replenishment of damaged membranes byunsaturated fatty acids. |
author2 |
Institut de Chimie Radicalaire (ICR) Aix Marseille Université (AMU)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS) |
format |
Article in Journal/Newspaper |
author |
Alencar, Juliana Gosset, Gaelle Robin, Maxime Pique, Valérie Culcasi, Marcel Mercier, Anne Pietri, Sylvia |
author_facet |
Alencar, Juliana Gosset, Gaelle Robin, Maxime Pique, Valérie Culcasi, Marcel Mercier, Anne Pietri, Sylvia |
author_sort |
Alencar, Juliana |
title |
Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives |
title_short |
Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives |
title_full |
Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives |
title_fullStr |
Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives |
title_full_unstemmed |
Improving the Stability and Antioxidant Properties of Sesame Oil: Water-Soluble Spray-Dried Emulsions from New Transesterified Phenolic Derivatives |
title_sort |
improving the stability and antioxidant properties of sesame oil: water-soluble spray-dried emulsions from new transesterified phenolic derivatives |
publisher |
HAL CCSD |
publishDate |
2009 |
url |
https://amu.hal.science/hal-01142289 https://doi.org/10.1021/jf9010627 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
ISSN: 0021-8561 EISSN: 1520-5118 Journal of Agricultural and Food Chemistry https://amu.hal.science/hal-01142289 Journal of Agricultural and Food Chemistry, 2009, 57, pp.7311-7323. ⟨10.1021/jf9010627⟩ |
op_relation |
info:eu-repo/semantics/altIdentifier/doi/10.1021/jf9010627 hal-01142289 https://amu.hal.science/hal-01142289 doi:10.1021/jf9010627 |
op_doi |
https://doi.org/10.1021/jf9010627 |
container_title |
Journal of Agricultural and Food Chemistry |
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57 |
container_issue |
16 |
container_start_page |
7311 |
op_container_end_page |
7323 |
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1798844617450323968 |