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Title Synthesis of Lipophilic Esters of Tyrosol, Homovanillyl Alcohol and Hydroxytyrosol
ID_Doc 22115
Authors Bernini, R; Carastro, I; Santoni, F; Clemente, M
Title Synthesis of Lipophilic Esters of Tyrosol, Homovanillyl Alcohol and Hydroxytyrosol
Year 2019
Published Antioxidants, 8.0, 6
DOI 10.3390/antiox8060174
Abstract Low-molecular weight phenols such as tyrosol, homovanillyl alcohol and hydroxytyrosol are valuable compounds that exhibit a high number of health-promoting effects such as antioxidant, anti-inflammatory and anticancer activity. Despite these remarkable properties, their applications such as dietary supplements and stabilizers of foods and cosmetics in non-aqueous media are limited for the hydrophilic character. With the aim to overcome this limitation, the paper describes a simple and low-cost procedure for the synthesis of lipophilic esters of tyrosol, homovanillyl alcohol and hydroxytyrosol. The reactions were carried out under mild and green chemistry conditions, at room temperature, solubilizing the phenolic compounds in dimethyl carbonate, an eco-friendly solvent, and adding a little excess of the appropriate C2-C18 acyl chloride. The final products were isolated in good yields. Finally, according to the circular economy strategy, the procedure was applied to hydroxytyrosol-enriched extracts obtained by Olea europaea by-products to prepare a panel of lipophilic extracts that are useful for applications where solubility in lipid media is required.
Author Keywords tyrosol; homovanillyl alcohol; hydroxytyrosol; dimethyl carbonate; lipophilic alkyl esters; hydroxytyrosol-enriched extracts; Olea europaea; green chemistry; circular economy
Index Keywords Index Keywords
Document Type Other
Open Access Open Access
Source Science Citation Index Expanded (SCI-EXPANDED)
EID WOS:000475288200026
WoS Category Biochemistry & Molecular Biology; Chemistry, Medicinal; Food Science & Technology
Research Area Biochemistry & Molecular Biology; Pharmacology & Pharmacy; Food Science & Technology
PDF https://www.mdpi.com/2076-3921/8/6/174/pdf?version=1560486226
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