Preparation and antioxidant activity of tyrosol and hydroxytyrosol esters
A series of lipophilic esters of tyrosol and hydroxytyrosol, two naturally occurring phenols with interesting biological properties, have been prepared by an enzymatic synthesis and saponification procedure, using lipase from Candida antarctica as the catalyst. Their antioxidant activities were eval...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2017-10-01
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| Series: | Journal of Functional Foods |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1756464617303596 |
| _version_ | 1818723664765386752 |
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| author | Da-Yong Zhou Yuan-Xin Sun Fereidoon Shahidi |
| author_facet | Da-Yong Zhou Yuan-Xin Sun Fereidoon Shahidi |
| author_sort | Da-Yong Zhou |
| collection | DOAJ |
| description | A series of lipophilic esters of tyrosol and hydroxytyrosol, two naturally occurring phenols with interesting biological properties, have been prepared by an enzymatic synthesis and saponification procedure, using lipase from Candida antarctica as the catalyst. Their antioxidant activities were evaluated by the 2,2-diphenyl-1-picrylhydrazyl (DPPH), human low-density lipoprotein (LDL) oxidation, and DNA strand scission assays. All methods used for evaluating antioxidant activity revealed that tyrosol and its derivatives were less active than hydroxytyrosol and its analogues due to the influence of the catechol structure of the latter. For hydroxytyrosol, the introduction of the lipid moiety decreased its antioxidant activity. Meanwhile, an unsaturation-dependent antioxidant trend was observed for tyrosol and hydroxytyrosol esters in DNA strand scission assay, and for tyrosol esters in DPPH procedure. However, in LDL oxidation assay, possible oxidation of the polyunsaturated fatty acid moiety of tyrosol esters should also be considered. |
| first_indexed | 2024-12-17T21:14:07Z |
| format | Article |
| id | doaj.art-9e13719308654b6db90d0c4b36ec06a1 |
| institution | Directory Open Access Journal |
| issn | 1756-4646 |
| language | English |
| last_indexed | 2024-12-17T21:14:07Z |
| publishDate | 2017-10-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Functional Foods |
| spelling | doaj.art-9e13719308654b6db90d0c4b36ec06a12022-12-21T21:32:23ZengElsevierJournal of Functional Foods1756-46462017-10-01376673Preparation and antioxidant activity of tyrosol and hydroxytyrosol estersDa-Yong Zhou0Yuan-Xin Sun1Fereidoon Shahidi2Department of Biochemistry, Memorial University of Newfoundland, St. John's, NL A1B 3X9, Canada; School of Food Science and Technology, Dalian Polytechnic University; National Engineering Research Center of Seafood, Dalian 116034, PR ChinaDepartment of Biochemistry, Memorial University of Newfoundland, St. John's, NL A1B 3X9, CanadaDepartment of Biochemistry, Memorial University of Newfoundland, St. John's, NL A1B 3X9, Canada; Corresponding author.A series of lipophilic esters of tyrosol and hydroxytyrosol, two naturally occurring phenols with interesting biological properties, have been prepared by an enzymatic synthesis and saponification procedure, using lipase from Candida antarctica as the catalyst. Their antioxidant activities were evaluated by the 2,2-diphenyl-1-picrylhydrazyl (DPPH), human low-density lipoprotein (LDL) oxidation, and DNA strand scission assays. All methods used for evaluating antioxidant activity revealed that tyrosol and its derivatives were less active than hydroxytyrosol and its analogues due to the influence of the catechol structure of the latter. For hydroxytyrosol, the introduction of the lipid moiety decreased its antioxidant activity. Meanwhile, an unsaturation-dependent antioxidant trend was observed for tyrosol and hydroxytyrosol esters in DNA strand scission assay, and for tyrosol esters in DPPH procedure. However, in LDL oxidation assay, possible oxidation of the polyunsaturated fatty acid moiety of tyrosol esters should also be considered.http://www.sciencedirect.com/science/article/pii/S1756464617303596TyrosolHydroxytyrosolEstersPUFAAntioxidant |
| spellingShingle | Da-Yong Zhou Yuan-Xin Sun Fereidoon Shahidi Preparation and antioxidant activity of tyrosol and hydroxytyrosol esters Journal of Functional Foods Tyrosol Hydroxytyrosol Esters PUFA Antioxidant |
| title | Preparation and antioxidant activity of tyrosol and hydroxytyrosol esters |
| title_full | Preparation and antioxidant activity of tyrosol and hydroxytyrosol esters |
| title_fullStr | Preparation and antioxidant activity of tyrosol and hydroxytyrosol esters |
| title_full_unstemmed | Preparation and antioxidant activity of tyrosol and hydroxytyrosol esters |
| title_short | Preparation and antioxidant activity of tyrosol and hydroxytyrosol esters |
| title_sort | preparation and antioxidant activity of tyrosol and hydroxytyrosol esters |
| topic | Tyrosol Hydroxytyrosol Esters PUFA Antioxidant |
| url | http://www.sciencedirect.com/science/article/pii/S1756464617303596 |
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