Bicyclo[4.4.0]decane Oxygenated Sesquiterpenes from Eryngium maritimum Essential Oil

Abstract

Investigation of the essential oil of the aerial parts of Eryngium maritimum L. from Corsica led to the isolation of one known sesquiterpene (1) and three new oxygenated sesquiterpenes with a muurolane or cadinane skeleton (2–4). Structure assignments of 4βH-muurol-9-en-15-al (1), 4βH-cadin-9-en-15-al (2), 4βH-muurol-9-en-15-ol (3) and 4βH-cadin-9-en-15-ol (4) were carried out by GC/MS (EI and CI) and comprehensive 1D and 2D NMR spectroscopy. Antibacterial activity of Eryngium maritimum L. oil and column chromatography fractions have been investigated for the first time. The oxygenated fraction, which contains the four sesquiterpenes, was efficient against Listeria monocytogenes and Echerichia coli.

Key words

Eryngium maritimum L. - Apiaceae - essential oil - novel oxygenated sesquiterpenes - 2D NMR - antibacterial activity - bicyclo[4.4.0]decane

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