- Antioxidant and Biological Activities of Hydroxytyrosol and Homovanillic Alcohol Obtained from Olive Mill Wastewaters of Extra-Virgin Olive Oil Production
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Some constituents of the Mediterranean diet, such as extra-virgin olive oil (EVOO) contain substances such as hydroxytyrosol (HT) and its metabolite homovanillic alcohol (HA). HT has aroused much interest due to its antioxidant activity as a radical scavenger, whereas only a few studies have been made on the HA molecule. Both chemical synthesis and extraction techniques have been developed to obtain these molecules, with each method having its advantages and drawbacks. In this study, we report the use of tyrosol from olive mill wastewaters as a starting molecule to synthesize HT and HA, using a sustainable procedure characterized by high efficiency and low cost. The effects of HT and HA were evaluated on two cell lines, THP-1 human leukemic monocytes and L-6 myoblasts from rat skeletal muscle, after treating the cells with a radical generator. Both HT and HA efficiently inhibited ROS production. In particular, HT inhibited the proliferation of the THP-1 leukemic monocytes, while HA protected L-6 myoblasts from cytotoxicity.
- Ricelli, Alessandra,Gionfra, Fabio,Percario, Zulema,De Angelis, Martina,Primitivo, Ludovica,Bonfantini, Veronica,Antonioletti, Roberto,Bullitta, Simonetta Maria,Saso, Luciano,Incerpi, Sandra,Pedersen, Jens Zacho
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p. 15428 - 15439
(2021/01/09)
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- Simple and efficient synthesis of benzofuran derivatives from tyrosol
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A convenient strategy for the preparation of compounds bearing the benzofuran skeleton starting from tyrosol, a phenol largely present in olive oil production waste, with no biological importance, is reported. A bromination/methoxylation sequence, already described for the synthetic transformation of naturally occurring compounds, was exploited. Depending on the solvent used for the methoxylation reaction together with the presence of a 4-phenol moiety respect to the side chain, benzodihydrofurans or a benzofurans derivative can be obtained.
- Bovicelli, Paolo,Bottaro, Fabrizio,Sappino, Carla,Tomei, Michela,Nardi, Valentina,Proietti Silvestri, Ilaria,Macchi, Beatrice,Frezza, Caterina,Righi, Giuliana
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p. 242 - 248
(2016/03/09)
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- Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products
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Background: The peracetylation is a simple chemical modification that can be used to enhance the bioavailability of hydrophilic products and to obtain safe and stable pro-drugs. Results: A totally green, solvent-free and catalyst-free microwave (MW)-assisted method for peracetylation of natural products such as oleuropein, alpha-hederin, quercetin and rutin is presented. By simply tuning the MW heating program, polyols with chemical diverse -OH groups or thermolabile functionalities can be peracetylated to improve the biological activity without degradation of the natural starting molecules. An evaluation of the process greenness was performed. Conclusion: The method is potentially universally applicable for green acetylation of hydrophilic biological molecules, potentially easily scalable for industrial applications, including pharmaceutical, cosmetic and food industry.
- Oliverio, Manuela,Costanzo, Paola,Nardi, Monica,Calandruccio, Carla,Salerno, Raffaele,Procopio, Antonio
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supporting information
p. 2222 - 2233
(2016/11/17)
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- Radical-scavenging polyphenols: New strategies for their synthesis
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New strategies for the synthesis of polyphenols, compounds with antioxidant properties contained in every kind of plants, are discussed. Syntheses of different classes of polyphenols, namely ubiquinones, present in many natural systems in which electron-transfer mechanisms are involved, hydroxytyrosol, one of the main components of the phenol fraction in olives, and flavonoids, widespread in the plant kingdom, were approached by simple and environmentally sustainable methods.
- Bovicelli, Paolo
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p. 1703 - 1710
(2008/03/11)
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- Expedient synthesis of hydroxytyrosol and its esters
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An efficient and friendly method for obtaining hydroxytyrosol from tyrosol, a component of olive waste, is reported. Hydroxytyrosol also may be obtained in the form of enzymatically convertible precursors (e.g., hydroxytyrosyl acetate), thus increasing the stability of the active principle. Copyright Taylor & Francis Group, LLC.
- Bovicelli, Paolo,Antonioletti, Roberto,Mancini, Silvia,Causio, Stefano,Borioni, Giorgio,Ammendola, Sergio,Barontini, Maurizio
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p. 4245 - 4252
(2008/03/13)
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