Composition, Enantiomeric Distribution, and Antibacterial Activity of the Essential Oil of Achillea ligustica All. from Corsica

Jean-Jacques Filippi,*†‡ Don-Antoine Lanfranchi,§ Soizic Prado,# Nicolas Baldovini,† and Uwe J. Meierhenrich†
LCMBA, UMR CNRS 6001, Universit de Nice-Sophia Antipolis, Parc Valrose, F-06108 Nice Cedex 2, France; Bioanorganische Chemie 130, Universitt Hohenheim, Garbenstrasse 30, D-70593 Stuttgart, Germany; Laboratoire de Strochimie, ECPM, 25 rue Becquerel, F-67008 Strasbourg Cedex 2, France; and Unit de Gntique Molculaire Bactrienne, Unit de Chimie Organique, Institut Pasteur, 28 rue du Docteur Roux, F-75724 Paris Cedex 15, France
J. Agric. Food Chem., 2006, 54 (17), pp 6308–6313
DOI: 10.1021/jf060752y
Publication Date (Web): July 27, 2006
Copyright © 2006 American Chemical Society
*

 Address correspondence to this author at the Universität Hohenheim, Bioanorganische Chemie 130, D-70593 Stuttgart, Germany (e-mail jfilippi@uni-hohenheim.de or jfilippi@unice.fr).

,
†

 Université de Nice-Sophia Antipolis.

,
‡

 Universität Hohenheim.

,
§

 Laboratoire de Stéréochimie, ECPM.

,
#

 Institut Pasteur.

Abstract

The essential oil of Achillea ligustica from Corsica was investigated by gas chromatography (GC) and gas chromatography−mass spectrometry (GC-MS). A total of 82 compounds representing 94.0% of the oil were tentatively identified. The main constituents were the camphane derivatives, representing >30% (camphor, 21.3%; borneol, 6.2%; bornyl acetate, 3.5%) of the whole oil, and santolina alcohol (19.3%). The enantiomeric distribution of 8 chiral constituents was determined by GC-MS using two enantioselective stationary phases (DIME-β-CD and Lipodex-E). Racemic santolina alcohol, required for optimization of the enantioselective GC conditions, was prepared by an original two-step synthesis from 2,5-dimethylhexa-2,4-diene. The whole essential oil was tested for its antibacterial activity against a wide range of bacteria using a paper disk method. The results show a promising activity against Streptomyces species.

Keywords: Achillea ligustica; essential oil composition; enantioselective analysis; antibacterial properties; santolina alcohol

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History

  • Published In Issue August 23, 2006
  • Received for review March 17, 2006. Revised manuscript received June 14, 2006. Accepted June 18, 2006. J.J.F. is grateful for an ATER position at the University of Nice-Sophia Antipolis (UNSA) and an enantioselective GC-MS system funded by the Deutsche Forschungsgemeinschaft. This work was presented as an oral communication at the 36th International Symposium on Essential Oils, Sept 4−7, 2005 (Budapest, Hungary).

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