Agronomía

URI permanente para esta comunidadhttps://hdl.handle.net/11441/11296

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Examinando Agronomía por Materia "Absolute configuration"

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    Absolute Configuration of Falcarinol (9Z-heptadeca-1,9-diene-4,6- diyn-3-ol) from Pastinaca sativa
    (Natural Product Communications, 2013) Corell González, Mireia; Sheehyb, Eimilee; Evans, Paul; Brunton, Nigel; Valverde, Juan; Universidad de Sevilla. Departamento de Ciencias Agroforestales; Universidad de Sevilla. AGR188: Agronomía
    Falcarinol (9Z-heptadeca-1,9-diene-4,6-diyn-3-ol; 1) is a polyacetylene commonly found in several plant families. The absolute configuration of naturally occurring 1 is not clear and contradictory results have been reported in the literature. Determination of the absolute configuration of 1 from Pastinaca sativa L. was carried out. Isolation of 95% pure 1 was performed via successive fractionation and preparative-HPLC. A racemic mixture comprised of 3R-1 and 3S-1 was synthesized in order to confirm the absolute configuration of the isolated natural product using chiral HPLC. Based on a combination of chiral HPLC and specific rotation, 1 present in P. sativa was found to have a 3R absolute configuration (i.e. (3R, 9Z)-heptadeca-1,9-diene-4,6-diyn-3-ol).