title: 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.
abstract: The phenolic fraction of a monovarietal extra virgin olive oil (EVOO) from Olea europaea L. var. Cornezuelo was studied by the hyphenated HPLC-DAD-SPE-NMR/MS techniques. This survey led to the identification of 25 main compounds. One was identified as a new diastereoisomer of the aldehydic form of oleuropein aglycone (AOA) and characterized by 1D and 2D NMR techniques. The relative configuration of this new AOA was determined as 5R*,8S*,9S* on the basis of the results obtained from the combination of NOE experiments and Monte Carlo conformational search calculations. Assuming, as for the described diastereoisomers, that the new AOA comes from the natural oleuropein aglycone (OA), the absolute configuration was proposed as 5S,8R,9R.
authors: Servei de Ressonància Magnètica Nuclear (SeRMN), Universitat Autònoma de Barcelona (UAB), 08193 Bellaterra, Spain. miriam.perez@uab.cat
authors: Míriam
authors: M
authors: Pérez-Trujillo
authors: Ana María
authors: AM
authors: Gómez-Caravaca
authors: Antonio
authors: A
authors: Segura-Carretero
authors: Alberto
authors: A
authors: Fernández-Gutiérrez
authors: Teodor
authors: T
authors: Parella
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D057888:Iridoid Glucosides; D039823:Iridoids; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D031658:Olea / Q000737:chemistry*; D000069463:Olive Oil; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification*; D010938:Plant Oils / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry*; D052616:Solid Phase Extraction
chemical_list: D000447:Aldehydes; D057888:Iridoid Glucosides; D039823:Iridoids; D000069463:Olive Oil; D010636:Phenols; D010938:Plant Oils; D011714:Pyrans; C002769:oleuropein