The Phenolic Fraction of Italian Extra Virgin Olive Oils: Elucidation Through Combined Liquid Chromatography and NMR Approaches
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Extra virgin olive oils (EVOOs) contain various bioactive compounds belonging to phenol family. These compounds are traditionally determined by liquid chromatography, despite such a method implies some issues that have to be taken into account. Therefore, our study was focused on the employment of reversed-phase high-performance liquid chromatography coupled to diode array detection and electrospray ionisation mass spectrometry (RP-HPLC-DAD/ESI-MS) and nuclear magnetic resonance (NMR) approaches, which are here compared in order to provide thorough information about the phenol profile in EVOOs. Data comparison led to matching results with some experimental divergence as expected from a challenging coupled analysis concerning dynamically unstable compounds. Specific concerns of both techniques are described shedding light on the potential advantages arising from the employment of the quick NMR and short and sensitive HPLC analysis. This is the first step toward a joined approach for the future analysis of the phenolic profile.
KeywordsExtra virgin olive oils (EVOOs) Phenols HPLC DAD ESI-MS NMR
The research was performed within the context of the project AGER2-Rif 2016-0169 “Valorizzazione dei prodotti italiani derivanti dall’oliva attraverso tecniche analitiche innovative”-“Violin”. The authors are grateful to Premio “Il Magnifico” for the supply of EVOOs investigated in this work. The authors gratefully acknowledge the Shimadzu Corporation and Merck Life Science (Merck KGaA, Darmstadt, Germany) for their continuous support.
Compliance with Ethical Standards
Conflict of Interest
Jitka Klikarová declares that she has no conflict of interest. Archimede Rotondo declares that he has no conflict of interest. Francesco Cacciola declares that he has no conflict of interest. Lenka Česlová declares that she has no conflict of interest. Paola Dugo declares that she has no conflict of interest. Luigi Mondello declares that he has no conflict of interest. Francesca Rigano declares that she has no conflict of interest.
This article does not contain any studies with human participants or animals performed by any of the authors.
Informed consent is not applicable for this study.
- Boskou D, Tsimidou M, Blekas G (2006) Polar phenolic compounds. Olive Oil Chemistry and Technology AOCS Press 2006. Chapter 5:73–92Google Scholar
- Cacciola F, Beccaria M, Oteri M, Utczas M, Giuffrida D, Cicero N, Dugo G, Dugo P, Mondello L (2016) Chemical characterization of old cabbage (Brassica oleracea L. var. acephala) seed oil by liquid chromatography and different spectroscopic detection system. Nat Prod Res 30:1646–1654CrossRefGoogle Scholar
- Cerretani L, Toschi TG, Bendini A (2009) Phenolic fraction of virgin olive oil: an overview on identified compounds and analytical methods for their determination. Funct Plant Sci Biotechnol 3:69–80Google Scholar
- Diamantakos P, Velkou A, Killday KB, Gimisis T, Melliou E, Magiatis P (2015) Oleokoronal and oleomissional: new major phenolic ingredients of extra virgin olive oil. OLIVAE- J Int Olive Council 122:22–33Google Scholar
- European Food Safety Authority (2011) Panel on dietetic products, nutrition and allergies (NDA). Scientific opinion on the substantiation of health claims related to polyphenols in olive and protection of LDL particles from oxidative damage (ID 1333, 1638, 1639, 1696, 2865), maintenance of normal blood HDL cholesterol concentrations (ID 1639), maintenance of normal blood pressure (ID 3781), “anti-inflammatory properties” (ID 1882), “contributes to the upper respiratory tract health” (ID 3468), “can help to maintain a normal function of gastrointestinal tract” (3779), and “contributes to body defences against external agents” (ID 3467) pursuant to Article 13 (1) of Regulation (EC) No 1924/2006. EFSA J, 9:2033–2058. https://efsa.onlinelibrary.wiley.com/doi/epdf/10.2903/j.efsa.2011.2033
- European Commission Regulation (2012) Establishing a list of permitted health claims made on foods, other than those referring to the reduction of disease risk and to children’s development and health, (page L 136/22). European Union Commission, Commission Regulation (EU) No 432/2012 of 16 May 2012. https://eur-lex.europa.eu/legal-content/EN/TXT/PDF/?uri=CELEX:32012R0432&from=EN
- García-Villalba R, Carrasco-Pancorbo A, Oliveras-Ferraros C, Vázquez-Martín A, Menéndez JA, Segura-Carretero A, Fernández-Gutiérrez A (2010) Characterization and quantification of phenolic compounds of extra-virgin olive oils with anticancer properties by a rapid and resolutive LC-ESI-TOF MS method. J Pharm Biomed Anal 51:416–429CrossRefGoogle Scholar
- Girelli CR, Del Coco L, Fanizzi FP (2015) 1H NMR spectroscopy and multivariate analysis as possible tool to assess cultivars, from specific geographical areas, in EVOOs. Eur J Lip Sci Technol 118:1380–1388.Google Scholar
- Jiménez-Sánchez C, Lozano-Sánchez J, Brüggemann M, Neves-Vieira M, Rodriguez-Werner M, Schmalfuß E, Winterhalter P, Segura-Carretero A, Fernández-Gutiérrez A (2017) Application and comparison of high-speed countercurrent chromatography and high-performance liquid chromatography in semi-preparative separation of decarboxymethyl oleuropein aglycone (3,4-DHPEA-EDA), a bioactive secoiridoid from extra-virgin olive oil. Eur J Lip Sci Technol 119:1500532CrossRefGoogle Scholar
- Kouka P, Priftis A, Stagos D, Angelis A, Stathopoulos P, Xinos N, Skaltsounis AL, Mamoulakis CH, Tsatsakis AM, Spandidos DA, Kouretas D (2017) Assessment of the antioxidant activity of an olive oil total polyphenolic fraction and hydroxytyrosol from a Greek Olea europea variety in endothelial cells and myoblasts. Int J Mol Med 40:703–712CrossRefGoogle Scholar
- Pérez-Trujillo M, Gómez-Caravaca AM, Segura-Carretero A, Fernández-Gutiérrez A, Parella T (2010) Separation and identification of phenolic compounds of extra virgin olive oil from Olea europaea L. by HPLC-DAD-SPE-NMR/MS. Identification of a new diastereoisomer of the aldehydic form of oleuropein aglycone. J Agric Food Chem 58:9129–9136CrossRefGoogle Scholar
- Ricciutelli M, Marconi S, Boarelli MC, Caprioli G, Sagratini G, Ballini R, Fiorini D (2017) Olive oil polyphenols: a quantitative method by high-performance liquid-chromatography-diode-array detection for their determination and the assessment of the related health claim. J Chromatogr A 1481:53–63CrossRefGoogle Scholar
- Rotondo A, Salvo A, Giuffrida D, Dugo G, Rotondo E (2011) NMR analysis of aldehydes in Sicilian extra-virgin olive oils by DPFGSE techniques. Atti Della Accademia Peloritana Dei Pericolanti Classe Di Scienze Fisiche, Matematiche E Naturali, 89, C1A8901002-(1-7).Google Scholar
- Rotondo A, Mannina L, Salvo A (2019) Multiple assignment recovered analysis (MARA) NMR for a direct food labelling: the case study of olive oils. Food Anal Meth. https://doi.org/10.1007/s12161-019-01460-4