EAP - Proceedings of the Estonian Academy of Sciences

PUBLISHED
SINCE 1952

proceedings
of the estonian academy of sciences

ISSN 1736-7530 (Electronic)
ISSN 1736-6046 (Print)

Open Access Journal

CiteScore: 2.4

Impact Factor (2022): 0.9

Content and composition of essential oils in some Asteraceae species; pp. 55–63

PDF | doi: 10.3176/proc.2011.1.06

Authors

Ain Raal, Helen Kaur, Anne Orav, Elmar Arak, Tiiu Kailas, Mati Müürisepp

Abstract

The content and composition of the essential oils of five Asteraceae species from Estonia were studied. The oil yields ranged from traces up to 0.2%. By using GC-FID and GC-MS methods a total of 115 compounds were identified and significant qualitative and quantitative differences were observed among the studied species. The main constituents of the essential oils of the studied Asteraceae species were as follows: Chamomilla recutita: bisabolol oxide A (39.4%), bisabolone oxide A (13.9%), (Z)-en-yne-dicycloether (11.5%), bisabolol oxide B (9.9%), α-bisabolol (5.6%), and chamazulene (4.7%); Chamomilla suaveolens: (Z)-en-yne-dicycloether (37.2%), geranyl isovalerate (22.9%), (E)-β-farnesene (15.6%); Anthemis tinctoria: α-eudesmol (10.2%), γ-cadinol (8.7%), γ-cadinene (4.0%); Matricaria perforata: (Z,Z)-matricaria ester (77.9%), (E)-β-farnesene (3.5%), matricaria ester isomer (3.5%), and matricaria lactone (3.0%); and Leucanthemum vulgare: (E)-β-farnesene (7.3%), hexadecahydrocyclobuta[1,2:3,4]dicyclooctene (5.3%), decanoic acid (4.9%), and γ-eudesmol (4.5%). The number of compounds found in all plant oils studied was 14.

References

1. Evans, W. C. Trase and Evans Pharmacognosy. 15th edn. Saunders, Edinburgh, 2000.

2. Sõukand, R. and Raal, A. How the name Arnica was borrowed into Estonian. Trames, 2008, 12, 29–39.
doi:10.3176/tr.2008.1.02

3. Raal, A. and Arak, E. Eesti etnofarmakognoosia elujõust kummelite näitel [About the vitality of Estonian ethnopharmacognosy with the example of camomile]. Mäetagused, 2006, 34, 149–184 (in Estonian).

4. Murav¢eva, D. A., Samylina, I. A., and Yakovlev, G. P. Farmakognoziya. 4th edn. Meditsina, Moscow, 2002 (in Russian).

5. Heinrich, M., Barnes, J., Gibbons, S., and Williamson, E. M. Fundamentals of Pharmacognosy and Phytotherapy. Churchill Livingstone, Edinburgh, 2004.

6. Akgul, C. and Saglikoglu, G. Antibacterial activity of crude methanolic extract and its fractions of aerial parts of Anthemis tinctoria. Indian J. Biochem. Biol., 2005, 6, 395–397.

7. Mogosan, C., Hanganu, D., Aciu, M., and Muresan, L. Evaluation of diuretic, saluretic and uricosuric actions of the tinctures and saponins from Anthemis tinctoria L. (Asteraceae) and Pulmonaria officinalis L. (Boraginaceae). Farmacia, 2005, 50, 28–34 (in Romanian).

8. Buryakova, I. V., Kurilova, A. I., Badytchik, L. I., and Zamarenov, N. A. Homeopathic agent Anaviarin-Homeoantigrippin possessing antiviral effect. Patent No RU 2311194, application No RU 2006-130539, 2007.

9. Arak, E. H., Raal, A. E., and Tammeorg, J. K. Aerial parts of Matricaria matricarioides: a substitute for Matricaria recutita flowers. Farmatsiya, 1986, 35, 19–22 (in Russian).

10. Vuorela, H., Holm, Y., Hiltunen, R., Tarvela, T., and Laitinen, A. Extraction of the volatile oil in chamomile flowerheads using supercritical carbon dioxide. Flavour Fragr. J., 1990, 5, 81–84.
doi:10.1002/ffj.2730050204

11. Zekovič, Z., Pekič, B., Lepojevič, Ž., and Petrovič, L. Chromatography in our investigations of chamomile (Matricaria chamomilla L.). Chromatographia, 1990, 39, 587–590.
doi:10.1007/BF02268284

12. Marjanovič, N., Pekič, B., Petrovič, L., Lepojevič, Ž., and Zekovič, Z. Determination of different components of chamomile essential oil (Aetheroleum chamomillae) using GC + MS. Zbor. Rad., 1992, 23, 189–195.

13. Pekič, B., Zekovič, Z., Marjanovič, N., and Petrovič, L. Chamomile flowers (Chamomillae flos) extraction by supercritical carbon dioxide. In Congress of Pharmacists of Yugoslavia. Belgrad, 1994, 354–355.

14. Pekič, B., Zekovič, Z., Petrovič, L., and Adamovič, D. Chemical investigation of tubular and ligulate chamomile flowers (Matricaria chamomilla L.). In Congress of Pharmacists of Yugoslavia. Belgrad, 1994, 352–353.

15. Reverchon, E. and Senatore, F. Supercritical carbon dioxide extraction of chamomile essential oil and its analysis by gas chromatography–mass spectrometry. J. Agric. Food Chem., 1994, 42, 154–158.
doi:10.1021/jf00037a027

16. Grgesina, D., Mandič, M. L., Karuza, L., Klapec, T., and Bočkinac, D. Chemical composition of different parts of Matricaria chamomilla. Prehrambeno-tehnološka i biotehnološka revija, 1995, 33, 111–113.

17. Orav, A., Kailas, T., and Ivask, K. Volatile constituents of Matricaria recutita L. from Estonia. Proc. Estonian Acad. Sci. Chem., 2001, 50, 39–41.

18. Pino, J. A., Bayat, F., Marbot, R., and Aguero, J. Essential oil of chamomile Chamomilla recutita (L.) Rausch from Iran. J. Essent. Oil. Res., 2002, 14, 407–408.

19. Raal, A., Arak, E., Orav, A., and Ivask, K. Comparison of the essential oil from Matricaria recutita L. of different origins. Ars Pharmaceutica, 2003, 44, 159–165.

20. Sashidhara, K. V., Verma, R. S., and Ram, P. Essential oil composition of Matricaria recutita L. from the lower region of the Himalayas. Flav. Fragr. J., 2006, 21, 274–276.
doi:10.1002/ffj.1582

21. Gosztola, B., Nemeth, E., Kozak, A., and Sarosi, S. Comparative evaluation of Hungarian chamomile (Matricaria recutita L.) populations. Acta Horticult., 2007, 749, 157–162.

22. Bucko, A., Daniel, S., and Salamon, I. The essential oil quality of chamomile, Matricaria recutita L., after its large-scale distillation. Acta Horticult., 2007, 749, 269–273.

23. Orav, A., Raal, A., and Arak, E. Content and composition of the essential oil of Chamomilla recutita (L.) Rauschert from some European countries. Nat. Prod. Res., 2010, 24, 48–55.
doi:10.1080/14786410802560690

24. Prosovskii, M. A., Oleshko, G. I., Syuzeva, Z. F., Mel¢nikova, O. A., and Evtikheeva, O. V. Utilization of Matricaria matricarioides (Less.) Porter. Farmatsiya, 1984, 33, 28–30 (in Russian).

25. Prosovskii, M. A., Rybalko, K. S., Sheichenko, V. I., Shchablinskii, A. N., and Oleshko, G. I. Chemical composition of Matricaria matricarioides. Khim. Farm. Zh+, 1985, 19, 981–984 (in Russian).

26. Oleshko, G. I. and Prosovskii, M. A. Dynamics of the contents of essential oil and its main components in Matricaria discoidea DC. Rast. Res., 1986, 22, 377–382 (in Russian).

27. Arak, E. H. and Raal, A. E. The possibility of utilization of aerial parts of Matricaria dioscoidea DC. as herbal substance. Rast. Res., 1987, 23, 584–590 (in Russian).

28. Arak, E. H., Raal, A. E., Pehk, T. I., and Mäeorg, U. J. Geranylisovalerianate, trans-beta-farnesene and herniarin as components of Matricaria discoidea. Khim. Prir. Soedin., 1988, 6, 804–806 (in Russian).

29. Orav, A., Kailas, T., and Kann, J. Volatile constituents of Matricaria matricarioides (Less.) Port. J. Essent. Oil. Res., 1999, 11, 243–245.

30. Pervyshina, G. G., Efremov, A. A., Gordienko, G. P., and Agafonova, E. A. Content of biologically active substances of Chamomilla recutita and Chamomilla suaveolens growing in Russia. Khim. Rast. Syr'ya, 2002, 3, 21–24 (in Russian).

31. Lopes, D. and Kolodziejczyk, P. P. Essential oil composition of pineapple-weed (Matricaria discoidea DC.) grown in Canada. J. Essent. Oil Bear. Pl., 2005, 8, 178–182.

32. Ma, C.-M., Winsor, L., and Daneshtalab, M. Quantification of spiroether isomers and herniarin of different parts of Matricaria matricarioides and flowers of Chamaemelum nobile. Phytochem. Anal., 2006, 18, 42–49.
doi:10.1002/pca.950

33. Orav, A., Sepp, J., Kailas, T., Müürisepp, M., Arak, E., and Raal, A. Composition of essential oil of aerial parts of Chamomilla suaveolens from Estonia. Nat. Prod. Commun., 2010, 5, 133–136.

34. Bar, B. and Schultze, W. Composition of the essential oil of the flower heads of Matricaria perforate. Planta Med., 1996, 62, 332–335.
doi:10.1055/s-2006-957896

35. Hollá, M., Svajdlenka, E., Vaverkova, S., Zibrunova, B., Jozef, T., and Harvranek, E. Composition of the oil from the flowerheads of Anthemis tinctoria L. cultivated in Slovak Republic. J. Essent. Oil Res., 2000, 12, 714–716.

36. Sagareishvili, T. G. Essential oil of Leucanthemum vulgare. Chem. Nat. Compd., 2002, 38, 295–296.
doi:10.1023/A:1020452632431

37. Saroglou, V., Dorizas, N., Kypriotakis, Z., and Skaltsa, H. D. Analysis of the essential oil composition of eight Anthemis species from Greece. J. Chromatogr., 2006, 1104, 313–322.
doi:10.1016/j.chroma.2005.11.087

38. Vaverková, S., Hollá, M., Mikolásová, M., Habán, M., Otepka, P., and Vozár, I. Qualitative properties and content of essential oil in the flowerheads of Anthemis tinctoria L. Acta Hort. (ISHS), 2007, 749, 283–287.

39. European Pharmacopeia. 5th edn. Council of Europe, Strasbourg, 2005.

40. Davies, N. W. Gas chromatographic retention indices of monoterpenes and sesquiterpenes on methyl silicone and Carbowax 20M phases. J. Chromatogr., 1990, 503, 1–25.
doi:10.1016/S0021-9673(01)81487-4

41. Zenkevich, I. G. Analytical parameters of components of essential oils for their GC and GC-MS identification. Mono- and sesquiterpenes. Rastitel. Res., 1996, 32, 48–58.

42. Zenkevich, I. G. Analytical parameters of components of essential oils for their GC and GC-MS identification. Oxygen containing derivatives of mono- and sesquiterpenes hydrocarbons. Rastitel. Res., 1997, 33, 16–28.

43. Zenkevich, I. G. Analytical parameters of components of essential oils for their GC and GC-MS identification. Acetates of terpenic alcohols. Rastitel. Res., 1999, 35, 30–37.

44. Orav, A., Arak, E., and Raal, A. Phytochemical analysis of the essential oil of Achillea millefolium L. from various European countries. Nat. Prod. Res., 2006, 20, 1082–1088.
doi:10.1080/14786410500510849

45. Raal, A., Orav, A., and Arak, E. Composition of the essential oil of Salvia officinalis L. from various European countries. Nat. Prod. Res., 2007, 21, 406–411.
doi:10.1080/14786410500528478

46. Raal, A., Arak, E., Orav, A., Kailas, T., and Müürisepp, M. Composition of the essential oil of Levisticum officinale W.D.J. Koch from some European countries. J. Essent. Oil Res., 2008, 20, 318–322.

47. Paaver, U., Orav, A., Arak, E., Mäeorg, U., and Raal, A. Phytochemical analysis of the essential oil of Thymus serpyllum L. growing wild in Estonia. Nat. Prod. Res., 2008, 22, 108–115.
doi:10.1080/14786410601035118

48. Orav, A., Raal, A., and Arak, E. Essential oil composition of Pimpinella anisum L. fruits from various European countries. Nat. Prod. Res., 2008, 22, 227–232.
doi:10.1080/14786410701424667

49. Raal, A., Arak, E., Orav, A., Kailas, T., and Müürisepp, M. Variation in the composition of the essential oil of commercial Valeriana officinalis L. roots from different countries. J. Essent. Oil Res., 2008, 20, 524–529.

50. U.S.S.R. Pharmacopoeia. 10th edn. Meditsina, Moscow, 1968 (in Russian).

Back to Issue