Rubio-Senent Fátima, Martos Sergio, García Aránzazu, Fernández-Bolaños José G, Rodríguez-Gutiérrez Guillermo, Fernández-Bolaños Juan
Instituto de la Grasa, Consejo Superior de Investigaciones Científicas (CSIC) , Ctra Utrera km 1, Campus Universitario Pablo de Olavide, Edificio 46, Seville 41013, Spain.
Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla , Profesor García González 1, Seville 41012, Spain.
J Agric Food Chem. 2015 Feb 4;63(4):1151-1159. doi: 10.1021/jf5057716. Epub 2015 Jan 23.
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.
从两相橄榄渣（alperujo）的乙酸乙酯提取物中分离出一种裂环环烯醚萜衍生物。该化合物的结构被完全表征为反式-(E)-3-(1-氧代丁-2-烯-2-基)戊二酸。展示了包括一维和二维核磁共振、质谱、红外分析和紫外光谱在内的光谱数据。尽管该化合物很可能是由橄榄苦苷（或裂环烯醚萜苷）裂环环烯醚萜骨架通过橄榄酸二醛形式的氧化和脱羧作用分解产生的，且这种转化因用乙酸乙酯萃取酚类物质而增强，但此前尚未对其来源进行研究。此外，还评估了反式-(E)-3-(1-氧代丁-2-烯-2-基)戊二酸及其提取物对两种植物病原微生物丁香假单胞菌和根癌土壤杆菌的杀菌活性。
