Chemical Composition and Intraspecific Variability of the Essential Oils of Five Populations of Hypericum triquetrifolium Turra Growing in North Tunisia
Corresponding Author
Zyed Rouis
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)Search for more papers by this authorAmeur Elaissi
Pharmacognosy Laboratory, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia.
Search for more papers by this authorNabil Ben Salem Abid
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)
Search for more papers by this authorMohamed Ali Lassoued
Laboratory of Galenic Pharmacy, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia.
Search for more papers by this authorPier Luigi Cioni
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, I-56126 Pisa
Search for more papers by this authorGuido Flamini
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, I-56126 Pisa
Search for more papers by this authorMahjoub Aouni
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)
Search for more papers by this authorCorresponding Author
Zyed Rouis
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)Search for more papers by this authorAmeur Elaissi
Pharmacognosy Laboratory, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia.
Search for more papers by this authorNabil Ben Salem Abid
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)
Search for more papers by this authorMohamed Ali Lassoued
Laboratory of Galenic Pharmacy, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia.
Search for more papers by this authorPier Luigi Cioni
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, I-56126 Pisa
Search for more papers by this authorGuido Flamini
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, I-56126 Pisa
Search for more papers by this authorMahjoub Aouni
Laboratory of Transmissible Diseases and Biological Active Substances, Faculty of Pharmacy, University of Monastir, Avenue Avicenne, 5000, Monastir, Tunisia, (phone: +216-97-568817; fax: +216-73-465754)
Search for more papers by this authorAbstract
The chemical composition of the essential oils of five populations of Hypericum triquetrifolium Turra from Tunisia and their intraspecific variability were analyzed in detail by GC/MS. One hundred seventy-four compounds were identified, representing averages of 87.9 to 98.7% of the oil composition. The components are represented here by homologous series of monoterpene hydrocarbons, oxygenated monoterpenes, sesquiterpenes hydrocarbons, oxygenated sesquiterpenes, non-terpenic hydrocarbons, and others. Sesquiterpene hydrocarbons were the most abundant chemical compounds. Multivariate chemometric techniques, such as cluster analysis (CA) and principal-component analysis (PCA), were used to characterize the samples according to the geographical origin. By statistical analysis, the analyzed populations were classified into four chemotype groups.
Graphical Abstract
References
- 1 N. K. B. Robson, ‘Studies in the genus Hypericum L. (Guttiferae), 4(1). Section 7. Hypericum sensu latu (Part 1)’, Bull. Nat. Hist. Mus. Lond. 2001, 31, 37–88.
- 2 C. Mathis, G. Ourisson, Phytochemistry 1964, 133.
- 3 L. A. Décostered, K. Hostettmann, H. Stoeckli-Evans, J. D. Msonthi, Helv. Chim. Acta 1987, 70, 1694.
- 4 D. Ciccarelli, A. C. Andereucci, A. M. Pagni, Ann. Bot. 2001, 88, 637.
- 5 M. Couladis, P. Baziou, P. V. Petrakis, C. Harvala, Flavour Fragrance J. 2001, 16, 204.
- 6 T. Nogueira, M. J. Marcelo-Curto, A. C. Figueiredo, J. G. Barroso, L. G. Pedro, P. Rubiolo, C. Bicchi, Biochem. Syst. Ecol. 2008, 36, 40.
- 7 G. Sagratini, M. Ricciutelli, S. Vittori, N. Öztürk, Y. Öztürk, F. Maggi, Fitoterapia 2008, 79, 210.
- 8 D. F. Birt, M. P. Widrlechner, K. D. P. Hammer, M. L. Hillwig, J. Wei, G. A. Kraus, P. A. Murphy, J.-A. McCoy, E. S. Wurtele, J. D. Neighbors, D. F. Wiemer, W. J. Maury, J. P. Price, Pharm. Biol. 2009, 47, 774.
- 9 Z. Saddiqe, I. Naeem, A. Maimoona, J. Ethnopharm. 2010, 131, 511.
- 10 M. Couladis, P. Baziou, E. Verykokidou, A. Loukis, Phytother. Res. 2002, 16, 769.
- 11 P. Quezel, A. Santa, ‘Nouvelle Flore de l'Algérie et Des Régions Désertiques Méridionales’, Edition du Centre National de La Recherche Scientifique, Paris, 1963, p. 681.
- 12 G. Pottier-Alapetite, ‘Flore de la Tunisie’, Publication Scientifiques Tunisiennes, 1979, p. 506.
- 13 A. E. Khalifa, J. Ethnopharm. 2001, 76, 49.
- 14 I. Schwob, J.-M. Bessière, J. Viano, C. R. Biol. 2002, 7, 781.
- 15 J. Bammi, A. Douira, Acta Bot. Malacitana 2004, 29, 23.
- 16 M. Vilà, J. L. Maron, L. Marco, Oecologia 2004, 142, 474.
- 17 F. Maggi, G. Ferretti, N. Pocceschi, L. Menghini, M. Ricciutelli, Fitoterapia 2004, 75, 702.
- 18 Z. Toker, G. Kızıl, H. C. Özen, O. M. Kızıl, S. Ertekin, Fitoterapia 2006, 77, 57.
- 19 T. Atallah, S. Hajj, M. Mehanna, N. Aoun, T. Darwish, H. Rizk, Leban. Sci. J. 2008, 9, 17.
- 20 A. Tastad, A. K. Salkin, N. Battikha, A. W. Jasra, M. Louhaichi, Pak. J. Agric. Sci. 2010, 47, 89.
- 21 S. Apaydin, U. Zeybek, I. Ince, G. Elgin, C. Karamenderes, B. Ozturk, I. Tuglular, J. Ethnopharmacol. 1999, 67, 307.
- 22 F. Conforti, G. A. Statti, R. Tundis, F. Menichini, P. Houghton, Fitoterapia 2002, 73, 479.
- 23 G. Meral, N. U. Karabay, Turk. Electron. J. Biotechnol. 2002, 6.
- 24 C. Robles, S. Garzino, Phytochemistry 2000, 53, 71.
- 25 A. Bertoli, F. Menichini, M. Mazzetti, G. Spinelli, I. Morelli, Flavour Fragrance J. 2003, 18, 91.
- 26 ‘NIST 98’, Mass spectral library (NIST/EPA/NIH), National Institute of Standards and Technology, Gaithersburg, 1998.
- 27 R. P. Adams, ‘Identification of Essential oils components by Gas Chromatography/Mass Spectroscopy’, Allured Publishing, Carol Stream, IL, 1995.
- 28 E. Stenhagen, S. Abrahamsson, F. W. McLafferty, ‘Registry of Mass Spectral Data’, J. Wiley & Sons, New York, 1974.
- 29 Y. Massada, ‘Analysis of Essential Oils by Gas Chromatography and Mass Spectrometry’, J. Wiley & Sons, New York, 1976.
- 30 W. Jennings, T. Shibamoto, ‘Qualitative Analysis of Flavor and Fragrance Volatiles by Glass Capillary Chromatography’, Academic Press, New York, 1980.
- 31 A. A. Swigar, R. M. Silverstein, ‘Monoterpenes’, Aldrich Chem. Compd. Milwaukee, 1981.
- 32 N. W. Davies, J. Chromatogr., A 1990, 503, 1.
