Chemical and antimicrobial characterization of essential oils obtained from aerial part, root and fruit of Ferulago longistylis Boiss., an endemic species

Abstract

The aerial part, root and fruits of Ferulago longistylis, an endemic species, were subjected for the evaluation of essential oil compositions and antimicrobial activity. The essential oils were analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). The main components of the aerial part were identified as α-pinene (18.7%), bornyl acetate (11.8%), 2,3,6-trimethyl benzaldehyde (9.3%), p-cymene (7.7%), whereas for the roots α-pinene (91.7%); and for the fruits 2,3,6-trimethyl benzaldehyde (26.5%), α-pinene (14.9%), (Z)-β-ocimene (14.1%), myrcene (7.5%), sabinene (7.3%), respectively. The essential oils were evaluated for their in vitro antimicrobial activity against a panel of some human pathogens using a broth microdilution technique resulting in relatively weak antimicrobial and antifungal activity (MIC 1.25-10 mg/mL).

Keywords

• Ferulago longistylis
• Apiaceae
• essential oil chemistry
• antimicrobial activity

References

1. Aligiannis, N., Kalpoutzakis, E., Chinou, I. B., Mitakou, S., Gikas, E., & Tsarbopoulos, A. (2001). Composition and antimicrobial activity of the essential oils of five taxa of Sideritis from Greece. Journal of Agricultural and Food Chemistry, 49(2), 811-815.
2. Başer, K. H. C., & Kırımer, N. (2014). Essential oils of Anatolian Apiaceae - A profile. Natural Volatiles & Essential Oils, 1(1), 1-50.
3. Baytop, T. (1999). Therapy with Medicinal Plants in Turkey Past and Present. Istanbul: Nobel Tıp Publications.
4. CLSI (NCCLS) M7-A7. (2006). Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; approved standard, seventh edition, Wayne, USA.
5. Demetzos, C., Perdetzoglou, D., Gazouli, M., Tan, K., & Economakis, C. (2000). Chemical analysis and antimicrobial studies on three species of Ferulago from Greece. Planta Medica, 66(06), 560-563.
6. Demirci, F., İşcan, G., Güven, K., Kırımer, N. Demirci, B., & Başer, K.H.C. (2000). Antimicrobial activities of Ferulago essential oils. Zeitschrift für Naturforschung C, 55(11-12), 886-889.
7. Doğanca, S., Ulubelen, A., & Tuzlacı, E. (1991). 1-Acetylhydroquinone 4-galactoside from Ferulago aucheri. Phytochemistry, 30(8), 2803-2805.
8. Erdurak, C. S., Coşkun, M., Demirci, B., & Başer, K. H. C. (2006). Composition of the essential oil of fruits and roots of Ferulago isaurica Peşmen and F. syriaca Boiss.(Umbelliferae) from Turkey. Flavour and Fragrance Journal, 21(1), 118-121.

9. ESO 2000, 1999. The Complete Database of Essential Oils, Boelens Aroma Chemical Information Service. The Netherlands.
10. Figueiredo, A. C., Barroso, J. G., Pedro, L. G., & Scheffer, J. J. (2008). Factors affecting secondary metabolite production in plants: volatile components and essential oils. Flavour and Fragrance journal, 23(4), 213-226.
11. Gençler Özkan, A. M., Demirci, B., Demirci, F., & Başer, K. H. C. (2008). Composition and antimicrobial activity of essential oil of Ferulago longistylis Boiss. Fruits. Journal of Essential Oil Research, 20(6), 569-573.
12. Güner, A., Aslan, S., Ekim, T., Vural, M., & Babac, M. T. (2012). Turkey Plant List (Vascular Plants). İstanbul: Nezahat Gökyiğit Botanical Garden and Flora Research Association Publication.
13. Hochmuth, D. H. (2008). MassFinder 4.0, Hochmuth Scientific Consulting, Hamburg, Germany.
14. Jiménez, B., Grande, M. C., Anaya, J., Torres, P., & Grande, M. (2000). Coumarins from Ferulago capillaris and F. brachyloba. Phytochemistry, 53(8), 1025-1031.
15. Khalighi-Sigaroodi, F., Hadjiakhoondi, A., Shahverdi, A. R., Mozaffarian, V. A., & Shafiee, A. (2005). Chemical composition and antimicrobial activity of the essential oil of Ferulago bernardii Tomk. and M. Pimen. Daru Journal of Pharmaceutical Science, 13, 100-104.
16. Khanahmadi, M., Shahrezaei, F., & Alizadeh, A. (2011). Isolation and structural elucidation of two flavonoids from Ferulago angulata (Schlecht) Boiss. Asian Journal of Research in Chemistry, 4(11), 1667-1670.
17. Kılıç, C. S., Özkan, A. M. G., Demirci, B., Coşkun, M., & Başer, K. H. C. (2010). Essential oil composition of four endemic Ferulago species growing in Turkey. Natural Product Communications, 5(12), 1951– 1954.
18. Koutsoudaki, C., Krsek, M., & Rodger, A. (2005). Chemical composition and antibacterial activity of the essential oil and the gum of Pistacia lentiscus var. chia. Journal of Agricultural and Food Chemistry, 53(20), 7681-7685.
19. Leite, A. M., Lima, E. D. O., Souza, E. L. D., Diniz, M. D. F. F. M., Trajano, V. N., & Medeiros, I. A. D. (2007). Inhibitory effect of beta-pinene, alpha-pinene and eugenol on the growth of potential infectious endocarditis causing Gram-positive bacteria. Revista Brasileira de Ciencias Farmaceuticas, 43(1), 121-126.
20. McLafferty, F. W., & Stauffer, D. B. (1989). The Wiley/NBS Registry of Mass Spectral Data, J Wiley and Sons, New York, USA.
21. Menemen, Y., Cingay, B., Çimen, A. O.,& Ertaş S., (2018). A new species of Cymbocarpum (Apiaceae) from the Central Anatolia Region of Turkey and its phylogenetic position within Tordylieae. Turkish Journal of Botany, 42(1), 91-99.
22. Özhatay, N., & Akalın, E. (2000). A new species of Ferulago W. Koch (Umbelliferae) from north-west Turkey. Botanical Journal of the Linnean Society, 133(4), 535-542.
23. Şenol, S. G., Eroğlu, V., Pelit, N. B., & Bozyel, D. (2018). Ekimia ozcan-secmenii (Apiaceae), a new species from Southwest Anatolia, Turkey. Turkish Journal of Botany, 42(4), 510-517.
24. Stamenkovic, J. G., Petrovic, G. M., Jovanovic, O. P., Ickovski, J. D., Palic, I. R., & Stojanovic, G. S. (2019). Chemical composition of the essential oils and headspace volatiles of Ferulago sylvatica (Besser) Reichenb. from Serbia. Natural Product Research, 1-4.
25. Taran, M., Ghasempour, H. R., & Shirinpour, E. (2010). Antimicrobial activity of essential oils of Ferulago angulata subsp. carduchorum. Jundishapur Journal of Microbiology, 3, 10.
26. Ultee, A., Bennik, M. H. J., & Moezelaar, R. J. A. E. M. (2002). The phenolic hydroxyl group of carvacrol is essential for action against the food-borne pathogen Bacillus cereus. Applied Environmental Microbiology, 68(4), 1561-1568.
27. Zore, G. B., Thakre, A. D., Jadhav, S., & Karuppayil, S. M. (2011). Terpenoids inhibit Candida albicans growth by affecting membrane integrity and arrest of cell cycle. Phytomedicine, 18(13), 1181-1190.