Τίτλος:
Chemical and Biological Investigation of Olive Mill Waste Water - OMWW Secoiridoid Lactones
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
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. © Georg Thieme Verlag KG Stuttgart, New York.
Συγγραφείς:
Vougogiannopoulou, K.
Angelopoulou, M.T.
Pratsinis, H.
Grougnet, R.
Halabalaki, M.
Kletsas, D.
Deguin, B.
Skaltsounis, L.A.
Εκδότης:
Georg Thieme Verlag
Λέξεις-κλειδιά:
2 ( 5 ethylidene 2 oxotetrahydro 2h pyran 4 yl)acetic acid; 2 ( 5 ethylidene 2 oxotetrahydro 2h pyran 4 yl)acrylic acid; 3,4 dihydroxyphenethyl 2 ( 5 ethylidene 2 oxotetrahydro 2h pyran 4 yl)acetic acid; acetic acid derivative; dichlorofluorescein; ethyl 2 ( 5 ethylidene 2 oxotetrahydro 2h pyran 4 yl)acetic acid; hydroxytyrosol; lactone derivative; methyl 2 ( 5 ethylidene 2 oxotetrahydro 2h pyran 4 yl)acetic acid; methyl 8 methyl 3 oxo 4,4a,8,8a tetrahydro 1h,3h pyrano[ 3,4 c]pyran 5 carboxylic acid; oleuropein; olive oil; plant medicinal product; reactive oxygen metabolite; secoiridoid; trolox C; unclassified drug; 2',7'-dichlorofluorescein; 3,4-dihydroxyphenylethanol; antioxidant; fluorescein derivative; iridoid; lactone; olive oil; phenethyl alcohol; reactive oxygen metabolite; waste water, Article; biotransformation; centrifugal partition chromatography; centrifugation; chemical analysis; controlled study; cytotoxicity; drug determination; drug isolation; drug synthesis; electrospray mass spectrometry; human; human cell; olive; olive mill waste water; partition chromatography; physical chemistry; phytochemistry; skin fibroblast; ultra performance liquid chromatography; waste water; analogs and derivatives; cell line; cell survival; chemistry; drug effects; isolation and purification; metabolism; olive tree; waste water, Olea europaea; Oleaceae, Antioxidants; Cell Line; Cell Survival; Fluoresceins; Humans; Iridoids; Lactones; Olea; Olive Oil; Phenylethyl Alcohol; Reactive Oxygen Species; Waste Water
DOI:
10.1055/s-0035-1546243
