Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil

Extra virgin olive oil (EVOO) phenols represent a significant part of the intake of antioxidants and bioactive compounds in the Mediterranean diet. In particular, hydroxytyrosol (HTyr), tyrosol (Tyr), and the secoiridoids oleacein and oleocanthal play central roles as anti-inflammatory, neuro-protec...

Full description

Bibliographic Details
Main Authors: Antonio Francioso, Rodolfo Federico, Anna Maggiore, Mario Fontana, Alberto Boffi, Maria D’Erme, Luciana Mosca
Format: Article
Language:English
Published: MDPI AG 2020-08-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/16/3654
_version_ 1827710426485358592
author Antonio Francioso
Rodolfo Federico
Anna Maggiore
Mario Fontana
Alberto Boffi
Maria D’Erme
Luciana Mosca
author_facet Antonio Francioso
Rodolfo Federico
Anna Maggiore
Mario Fontana
Alberto Boffi
Maria D’Erme
Luciana Mosca
author_sort Antonio Francioso
collection DOAJ
description Extra virgin olive oil (EVOO) phenols represent a significant part of the intake of antioxidants and bioactive compounds in the Mediterranean diet. In particular, hydroxytyrosol (HTyr), tyrosol (Tyr), and the secoiridoids oleacein and oleocanthal play central roles as anti-inflammatory, neuro-protective and anti-cancer agents. These compounds cannot be easily obtained via chemical synthesis, and their isolation and purification from EVOO is cumbersome. Indeed, both processes involve the use of large volumes of organic solvents, hazardous reagents and several chromatographic steps. In this work we propose a novel optimized procedure for the green extraction, isolation and purification of HTyr, Tyr, oleacein and oleocanthal directly from EVOO, by using a Natural Deep Eutectic Solvent (NaDES) as an extracting phase, coupled with preparative high-performance liquid chromatography. This purification method allows the total recovery of the four components as single pure compounds directly from EVOO, in a rapid, economic and ecologically sustainable way, which utilizes biocompatible reagents and strongly limits the use or generation of hazardous substances.
first_indexed 2024-03-10T17:38:52Z
format Article
id doaj.art-a9ee44452a7b43d2a62a946142a0a66c
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-03-10T17:38:52Z
publishDate 2020-08-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-a9ee44452a7b43d2a62a946142a0a66c2023-11-20T09:47:04ZengMDPI AGMolecules1420-30492020-08-012516365410.3390/molecules25163654Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive OilAntonio Francioso0Rodolfo Federico1Anna Maggiore2Mario Fontana3Alberto Boffi4Maria D’Erme5Luciana Mosca6Department of Biochemical Sciences, “Sapienza” University of Rome, Piazzale Aldo Moro 5, 00185 Rome, ItalyMOLIROM s.r.l, via Carlo Bartolomeo Piazza 8, 00161 Rome, ItalyDepartment of Biochemical Sciences, “Sapienza” University of Rome, Piazzale Aldo Moro 5, 00185 Rome, ItalyDepartment of Biochemical Sciences, “Sapienza” University of Rome, Piazzale Aldo Moro 5, 00185 Rome, ItalyDepartment of Biochemical Sciences, “Sapienza” University of Rome, Piazzale Aldo Moro 5, 00185 Rome, ItalyDepartment of Biochemical Sciences, “Sapienza” University of Rome, Piazzale Aldo Moro 5, 00185 Rome, ItalyDepartment of Biochemical Sciences, “Sapienza” University of Rome, Piazzale Aldo Moro 5, 00185 Rome, ItalyExtra virgin olive oil (EVOO) phenols represent a significant part of the intake of antioxidants and bioactive compounds in the Mediterranean diet. In particular, hydroxytyrosol (HTyr), tyrosol (Tyr), and the secoiridoids oleacein and oleocanthal play central roles as anti-inflammatory, neuro-protective and anti-cancer agents. These compounds cannot be easily obtained via chemical synthesis, and their isolation and purification from EVOO is cumbersome. Indeed, both processes involve the use of large volumes of organic solvents, hazardous reagents and several chromatographic steps. In this work we propose a novel optimized procedure for the green extraction, isolation and purification of HTyr, Tyr, oleacein and oleocanthal directly from EVOO, by using a Natural Deep Eutectic Solvent (NaDES) as an extracting phase, coupled with preparative high-performance liquid chromatography. This purification method allows the total recovery of the four components as single pure compounds directly from EVOO, in a rapid, economic and ecologically sustainable way, which utilizes biocompatible reagents and strongly limits the use or generation of hazardous substances.https://www.mdpi.com/1420-3049/25/16/3654extra virgin olive oiloleocanthalsecoiridoidsgreen chemistryhydoxytyrosoltyrosol
spellingShingle Antonio Francioso
Rodolfo Federico
Anna Maggiore
Mario Fontana
Alberto Boffi
Maria D’Erme
Luciana Mosca
Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil
Molecules
extra virgin olive oil
oleocanthal
secoiridoids
green chemistry
hydoxytyrosol
tyrosol
title Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil
title_full Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil
title_fullStr Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil
title_full_unstemmed Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil
title_short Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil
title_sort green route for the isolation and purification of hyrdoxytyrosol tyrosol oleacein and oleocanthal from extra virgin olive oil
topic extra virgin olive oil
oleocanthal
secoiridoids
green chemistry
hydoxytyrosol
tyrosol
url https://www.mdpi.com/1420-3049/25/16/3654
work_keys_str_mv AT antoniofrancioso greenroutefortheisolationandpurificationofhyrdoxytyrosoltyrosololeaceinandoleocanthalfromextravirginoliveoil
AT rodolfofederico greenroutefortheisolationandpurificationofhyrdoxytyrosoltyrosololeaceinandoleocanthalfromextravirginoliveoil
AT annamaggiore greenroutefortheisolationandpurificationofhyrdoxytyrosoltyrosololeaceinandoleocanthalfromextravirginoliveoil
AT mariofontana greenroutefortheisolationandpurificationofhyrdoxytyrosoltyrosololeaceinandoleocanthalfromextravirginoliveoil
AT albertoboffi greenroutefortheisolationandpurificationofhyrdoxytyrosoltyrosololeaceinandoleocanthalfromextravirginoliveoil
AT mariaderme greenroutefortheisolationandpurificationofhyrdoxytyrosoltyrosololeaceinandoleocanthalfromextravirginoliveoil
AT lucianamosca greenroutefortheisolationandpurificationofhyrdoxytyrosoltyrosololeaceinandoleocanthalfromextravirginoliveoil