title: Chemical and Biological Investigation of Olive Mill Waste Water - OMWW Secoiridoid Lactones.
abstract: Olive mill waste water is the major byproduct of the olive oil industry containing a range of compounds related to Olea europaea and olive oil constituents. Olive mill waste water comprises an important environmental problem in olive oil producing countries, but it is also a valuable material for the isolation of high added value compounds. In this study, an attempt to investigate the secoiridoid content of olive mill waste water is described with the aid of ultrahigh-performance liquid chromatography-electrospray ionization (±)-high-resolution mass spectrometry and centrifugal partition chromatography methods. In total, seven secoiridoid lactones were isolated, four of which are new natural products. This is the first time that a conjugate of hydroxytyrosol and a secoiridoid lactone has been isolated from olive mill waste water and structurally characterized. Furthermore, the range of isolated compounds allowed for the proposal of a hypothesis for the biotransformation of olive secoiridoids during the production of olive mill waste water. Finally, the ability of the representative compounds to reduce the intracellular reactive oxygen species was assessed with the dichlorofluorescein assay in conjunction with the known antioxidant agent hydroxytyrosol.
authors.affiliation: Department of Pharmacognosy and Natural Product Chemistry, Faculty of Pharmacy, University of Athens, Panepistimiopolis Zografou, Athens, Greece.
authors.forename: Konstantina
authors.initials: K
authors.lastname: Vougogiannopoulou
authors.affiliation: Laboratory for Cell Proliferation & Ageing, Institute of Biosciences and Applications, National Centre for Scientific Research - "Demokritos", Athens, Greece.
authors.forename: Maria T
authors.initials: MT
authors.lastname: Angelopoulou
authors.affiliation: Laboratory for Cell Proliferation & Ageing, Institute of Biosciences and Applications, National Centre for Scientific Research - "Demokritos", Athens, Greece.
authors.forename: Harris
authors.initials: H
authors.lastname: Pratsinis
authors.affiliation: Laboratory of Pharmacognosy, UMR CNRS 8638 COMETE, Faculté des Sciences Pharmaceutiques et Biologiques, Université Paris Descartes, Sorbonne Paris Cité, Paris, France.
authors.forename: Raphaël
authors.initials: R
authors.lastname: Grougnet
authors.affiliation: Department of Pharmacognosy and Natural Product Chemistry, Faculty of Pharmacy, University of Athens, Panepistimiopolis Zografou, Athens, Greece.
authors.forename: Maria
authors.initials: M
authors.lastname: Halabalaki
authors.affiliation: Laboratory for Cell Proliferation & Ageing, Institute of Biosciences and Applications, National Centre for Scientific Research - "Demokritos", Athens, Greece.
authors.forename: Dimitris
authors.initials: D
authors.lastname: Kletsas
authors.affiliation: Laboratory of Pharmacognosy, UMR CNRS 8638 COMETE, Faculté des Sciences Pharmaceutiques et Biologiques, Université Paris Descartes, Sorbonne Paris Cité, Paris, France.
authors.forename: Brigitte
authors.initials: B
authors.lastname: Deguin
authors.affiliation: Department of Pharmacognosy and Natural Product Chemistry, Faculty of Pharmacy, University of Athens, Panepistimiopolis Zografou, Athens, Greece.
authors.forename: Leandros A
authors.initials: LA
authors.lastname: Skaltsounis
mesh_terms: D000975:Antioxidants / Q000737:chemistry; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D005452:Fluoresceins; D006801:Humans; D039823:Iridoids / Q000737:chemistry / Q000302:isolation & purification; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification; D031658:Olea / Q000737:chemistry*; D000069463:Olive Oil / Q000737:chemistry* / Q000302:isolation & purification; D010626:Phenylethyl Alcohol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D017382:Reactive Oxygen Species / Q000378:metabolism; D062065:Wastewater / Q000737:chemistry
chemical_list: D000975:Antioxidants; D005452:Fluoresceins; D039823:Iridoids; D007783:Lactones; D000069463:Olive Oil; D010626:Phenylethyl Alcohol; D017382:Reactive Oxygen Species; D062065:Wastewater; C005975:3,4-dihydroxyphenylethanol; C037631:2',7'-dichlorofluorescein