title: Isolation and Characterization of a Secoiridoid Derivative from Two-Phase Olive Waste (Alperujo).
abstract: A secoiridoid derivative was isolated from the ethyl acetate extract of two-phase olive waste (alperujo). The structure of this compound was fully characterized as s-trans-(E)-3-(1-oxobut-2-en-2-yl)glutaric acid. The spectroscopic data, including one- and two-dimensional nuclear magnetic resonance, mass spectrometry, infrared analysis, and ultraviolet spectrum, were showed. The origin of this compound has not been previously studied, although it most likely results from the breakdown of the oleuropein (or ligstroside) secoiridoid skeleton via oxidation and decarboxylation of the dialdehydic form of elenolic acid, with this transformation being enhanced by extraction of phenolics with ethyl acetate. In addition, the bactericidal activity of (E)-3-(1-oxobut-2-en-2-yl)glutaric acid and extracts containing it was evaluated against two phytopatoghenic microorganisms Pseudomonas syringae and Agrobacterium tumefaciens.
authors.affiliation: Instituto de la Grasa, Consejo Superior de Investigaciones Científicas (CSIC) , Ctra Utrera km 1, Campus Universitario Pablo de Olavide, Edificio 46, Seville 41013, Spain.
authors.forename: Fátima
authors.initials: F
authors.lastname: Rubio-Senent
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla , Profesor García González 1, Seville 41012, Spain.
authors.forename: Sergio
authors.initials: S
authors.lastname: Martos
authors.affiliation: Instituto de la Grasa, Consejo Superior de Investigaciones Científicas (CSIC) , Ctra Utrera km 1, Campus Universitario Pablo de Olavide, Edificio 46, Seville 41013, Spain.
authors.forename: Aránzazu
authors.initials: A
authors.lastname: García
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla , Profesor García González 1, Seville 41012, Spain.
authors.forename: José G
authors.initials: JG
authors.lastname: Fernández-Bolaños
authors.affiliation: Instituto de la Grasa, Consejo Superior de Investigaciones Científicas (CSIC) , Ctra Utrera km 1, Campus Universitario Pablo de Olavide, Edificio 46, Seville 41013, Spain.
authors.forename: Guillermo
authors.initials: G
authors.lastname: Rodríguez-Gutiérrez
authors.affiliation: Instituto de la Grasa, Consejo Superior de Investigaciones Científicas (CSIC) , Ctra Utrera km 1, Campus Universitario Pablo de Olavide, Edificio 46, Seville 41013, Spain.
authors.forename: Juan
authors.initials: J
authors.lastname: Fernández-Bolaños
keywords: alperujo; antimicrobial activity; elenolic acid; ethyl acetate extract; glutaric acid derivatives