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synthesis of hydroxytyrosyl alkyl ethers from olive oil waste waters合成hydroxytyrosyl烷基醚从橄榄油浪费水.pdf

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synthesis of hydroxytyrosyl alkyl ethers from olive oil waste waters合成hydroxytyrosyl烷基醚从橄榄油浪费水

Molecules 2009, 14, 1762-1772; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Communication Synthesis of Hydroxytyrosyl Alkyl Ethers from Olive Oil Waste Waters Andrés Madrona 1, Gema Pereira-Caro 2, Raquel Mateos 2, Guillermo Rodríguez 3, Mariana Trujillo 1, Juan Fernández-Bolaños 3 and José L. Espartero 1,* 1 Dpto. Química Orgánica y Farmacéutica, Facultad de Farmacia, C/ Prof. García González, 2, Universidad de Sevilla, 41012-Sevilla, Spain 2 Centro Venta del Llano (IFAPA), 23620-Mengíbar (Jaén), Spain; E-mail: mariar.mateos@juntadeandalucia.es (R.M.) 3 Instituto de la Grasa (CSIC), Avda. Padre García Tejero, 4, 41012-Sevilla, Spain; E-mail: jfbg@cica.es (J.F-B.) * Author to whom correspondence should be addressed; E-mail: jles@us.es; Fax: +34 954 556737. Received: 24 April 2009; in revised form: 6 May 2009 / Accepted: 8 May 2009 / Published: 11 May 2009 Abstract: The preparation of a new type of derivatives of the naturally occurring antioxidant hydroxytyrosol is reported. Hydroxytyrosyl alkyl ethers were obtained in high yield by a three-step procedure starting from hydroxytyrosol isolated from olive oil waste waters. Preliminary results obtained by the Rancimat method have shown that these derivatives retain the high protective capacity of free hydroxytyrosol. Keywords: Ethers; hydroxytyrosol; natural products; antioxidants; olive oil; waste waters 1. Introduction In the production of Virgin Olive Oil (VOO) 80% of the olive fruit is discarded [1].