Characterization of new phenolic compounds from leaves of Olea europaea L. by high-resolution tandem mass spectrometry.

A set of minor constituents of Olea europaea L. leaves have been identified and characterized by electrospray ionization tandem mass spectrometry (ESI-MS/MS) and high-resolution measurements (HRMS). Most of them are modified hydroxytyrosol species conjugated to a hexose unit. When possible, the structures of the new phenolic compounds present in Olea europaea L. have been confirmed by matching their MS/MS spectra with those of authentic standards isolated from other plants of the oleaceae family. The knowledge of the presence of new phenolic species in Olea europaea L. could provide tools for a full understanding of the secondary metabolism of this plant in relation to the biosynthesis of the phenolic species.

[1]  A. Napoli,et al.  Secondary metabolism of olive secoiridoids. New microcomponents detected in drupes by electrospray ionization and high-resolution tandem mass spectrometry. , 2007, Rapid communications in mass spectrometry : RCM.

[2]  G. Sindona,et al.  Pro-oxidant activity of oleuropein determined in vitro by electron spin resonance spin-trapping methodology. , 2006, Journal of agricultural and food chemistry.

[3]  A. Ranalli,et al.  Factors affecting the contents of iridoid oleuropein in olive leaves (Olea europaea L.). , 2006, Journal of agricultural and food chemistry.

[4]  R. Keast,et al.  Phytochemistry: Ibuprofen-like activity in extra-virgin olive oil , 2005, Nature.

[5]  Danny R. Bedgood,et al.  Bioactivity and analysis of biophenols recovered from olive mill waste. , 2005, Journal of agricultural and food chemistry.

[6]  P. Di Meglio,et al.  Megastigmane and phenolic components from Laurus nobilis L. leaves and their inhibitory effects on nitric oxide production. , 2004, Journal of agricultural and food chemistry.

[7]  G. Togna,et al.  Olive oil isochromans inhibit human platelet reactivity. , 2003, The Journal of nutrition.

[8]  M. Fitó,et al.  Hydroxytyrosol disposition in humans. , 2003, Clinical chemistry.

[9]  F. Visioli,et al.  Antioxidant and other biological activities of phenols from olives and olive oil , 2002, Medicinal research reviews.

[10]  D. Caruso,et al.  Urinary excretion of olive oil phenols and their metabolites in humans. , 2001, Metabolism: clinical and experimental.

[11]  C. P. Lau,et al.  Antioxidative glucosides from the fruits of Ligustrum lucidum. , 2001, Chemical & pharmaceutical bulletin.

[12]  H. Bartsch,et al.  Olive-oil consumption and health: the possible role of antioxidants. , 2000, The Lancet. Oncology.

[13]  E. Perri,et al.  Characterization of cassanese olive cultivar through the identification of new trace components by ionspray tandem mass spectrometry , 1999 .

[14]  K. Robards,et al.  Critical Review. Phenolic compounds in olives , 1998 .

[15]  E. Perri,et al.  Direct Identification of Phenolic Glucosides from Olive Leaf Extracts by Atmospheric Pressure Ionization Tandem Mass Spectrometry , 1997 .

[16]  G. Montedoro,et al.  Inhibition of platelet aggregation and eicosanoid production by phenolic components of olive oil. , 1995, Thrombosis research.

[17]  M. Servili,et al.  Simple and hydrolyzable compounds in virgin olive oil. 3. Spectroscopic characterizations of the secoiridoid derivatives. , 1993 .

[18]  M. Servili,et al.  Simple and hydrolyzable phenolic compounds in virgin olive oil. 2. Initial characterization of the hydrolyzable fraction. , 1992 .

[19]  H. Grützmacher,et al.  Fourier transform ion cyclotron resonance study of ion‐molecule reactions of [M – OCH3]+ ions of methyl 2,3,4,6‐tetra‐O‐methyl‐d‐hexopyranosides with ammonia , 1991 .

[20]  G. Glish,et al.  Mass spectrometry/mass spectrometry: techniques and applications of tandem mass spectrometry , 1990 .

[21]  F. McLafferty.  Tandem mass spectrometry (MS/MS): a promising new analytical technique for specific component determination in complex mixtures , 1980 .