Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils

Gülsen Tel-çayan; Mehmet Emin Duru

Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils

Abstract

The chemical characterization and antioxidant activities of essential oils of Eryngium pseudothoriifolium Contandr. & Quézel and E. thorifolium Boiss., endemic plant species from Turkey, were investigated. The essential oils obtained by hydro-distillation were analyzed by GC/FID and GC/MS. Thirty and twenty-three compounds representing 99.5% and 99.7% were identified in E. pseudothoriifolium and E. thorifolium essential oils, respectively. The main component of E. pseudothoriifolium oil was falcarinol (84.8%) whereas those of E. thorifolium were α-pinene (31.9%), caryophyllene oxide (21.6%) and hexahydrofarnesylacetone (11.1%). The antioxidant capacities of the essential oils were tested by several methods including β-carotene-linoleic acid, radical scavenging (DPPH and ABTS) and reducing power (CUPRAC) assays. The essential oil of E. pseudothoriifolium with the high amount of falcarinol exhibited the best antioxidant activity in all assays. The results of the present study supported the possible uses of Eryngium essential oils as a valuable source of natural antioxidant in food and pharmaceutical industries.

Keywords

References

[1] Ebadollahi A. Plant essential oils from Apiaceae family as alternatives to conventional insecticides. Ecol Balkan. 2013; 5: 149-172.
[2] Cianfaglione K, Blomme EE, Quassinti L, Bramucci M, Lupidi G, Dall’Acqua S, Maggi F. Cytotoxic essential oils from Eryngium campestre and Eryngium amethystinum (Apiaceae) growing in central Italy. Chem Biodivers. 2017; 14: e1700096. [CrossRef]
[3] Wörz A. On the distribution and relationships of the South-West Asian species of Eryngium L. (Apiaceae–Saniculoideae). Turk J Botany. 2004; 28: 85–92.
[4] Medbouhi A, Merad N, Khadir A, Bendahou M, Djabou N, Costa, J, Muselli A. Chemical composition and biological investigations of Eryngium triquetrum essential oil from Algeria. Chem Biodivers. 2018; 15: e1700343. [CrossRef]
[5] Davis PH. Flora of Turkey and the East Aegean Islands, In: Güner A, Özhatay N, Ekim T, Baser KHC. (Eds). Edinburgh University Press, Edinburgh, 2000, Vol. 11, pp. 136–138.
[6] Sezik E, Yesilada E, Tabata M, Honda G, Takaishi Y, Fujita T, Tanaka T, Takeda Y. Traditional medicine in Turkey VIII. Folk medicine in East Anatolia; Erzurum, Erzincan, Agri, Kars, Igdir provinces. Economic Bot. 1997; 51: 195–211. [CrossRef]
[7] Yesilada E, Sezik A. Survey on the traditional medicine in Turkey: semi-quantitative evaluation of the results, In: Singh VK, Govil JN, Hashmi S, Singh G. (Eds.). Recent Progress in Medicinal Plants. Vol. VII. Ethnomedicine and Pharmacognosy-II. Studium Press, LLC, Houston, Texas, 2003, pp. 389–412.
[8] Küpeli E, Kartal M, Aslan S, Yesilada E. Comparative evaluation of the anti-inflammatory and antinociceptive activity of Turkish Eryngium species. J Ethnopharmacol. 2006; 107: 32–37. [CrossRef]

[9] Marčetić MD, Petrović SD, Milenković MT, Niketić MS. Composition, antimicrobial and antioxidant activity of the extracts of Eryngium palmatum Pančić and Vis. (Apiaceae). Cent Eur J Biol. 2014; 9: 149–155. [CrossRef]
[10] Bouzergoune F, Ciavatta ML, Bitam F, Carbone M, Aberkane MC, Gavagnin, M. Phytochemical study of Eryngium triquetrum: isolation of polyacetylenes and lignans. Planta Med. 2016; 82: 1438–1445. [CrossRef]
[11] Ural IO, Kayalar H, Durmuskahya C, Cavus I, Ozbilgin A. In vivo antimalarial activity of methanol and water extracts of Eryngium thorifolium Boiss (Apiaceae Family) against P. berghei in infected mice. Trop J Pharm Res. 2014; 13: 1313–1317. [CrossRef]
[12] Benmerache A, Magid AA, Berrehal D, Kabouche A, Voutquenne-Nazabadioko L, Messaili S, Abedini A, Harakat D, Kabouche Z. Chemical composition, antibacterial, antioxidant and tyrosinase inhibitory activities of glycosides from aerial parts of Eryngium tricuspidatum L. Phytochem Lett. 2016; 18: 23–28. [CrossRef]
[13] Çelik A, Aydınlık N, Arslan I. Phytochemical constituents and inhibitory activity towards methicillin-resistant Staphylococcus aureus strains of Eryngium species (Apiaceae). Chem Biodivers. 2011; 8: 454–459. [CrossRef]
[14] Usluer Ö, Duru ME, Harmandar M, Varol Ö. Muğla’ya Endemik İki Eryngium Türünün Kimyasal Bileşimleri. XIX. Ulusal Kimya Kongresi, Kuşadası, 2005; OKP157.
[15] Sefidkon F, Dabiri M, Alamshahi A. Chemical composition of the essential oil of Eryngium billardieri F. Delaroche from Iran. J Essent Oil Res. 2004; 16: 42–43. [CrossRef]
[16] Klein-Junior LC, Passos CS, Tasso de Souza TJ, Gobbi de Bitencourt F, Salton J, Bordignon SAL, Henriques AT. The monoamine oxidase inhibitory activity of essential oils obtained from Eryngium species and their chemical composition. Pharm Biol. 2016; 54: 1071–1076. [CrossRef]
[17] Sumitha KV, Prajitha V, Sandhya VN, Anjana S, Thoppil JE. Potential larvicidal principles in Eryngium foetidum L. (Apiaceae), an omnipresent weed, effective against Aedes albopictus skuse. J Essent Oil Bear Pl. 2014; 17: 1279–1286. [CrossRef]
[18] Merghache D, Boucherit-Otmani Z, Merghache S, Chikhi I, Selles C, Boucherit K. Chemical composition, antibacterial, antifungal and antioxidant activities of Algerian Eryngium tricuspidatum L. essential oil. Nat Prod Res. 2014; 28: 795–807. [CrossRef]
[19] Maggio A, Bruno M, Formisano C, Rigano D, Senatore F. Chemical composition of the essential oils of three species of Apiaceae growing wild in Sicily: Bonannia graeca, Eryngium maritimum and Opopanax chironium. Nat Prod Commun. 2013; 8: 841–844.
[20] Capetanos C, Saroglou V, Marin PD, Simic A, Skaltsa HD. Essential oil analysis of two endemic Eryngium species from Serbia. J Serb Chem Soc. 2007; 72: 961–965. [CrossRef]
[21] Ayoub N, Al-Azizi M, Konig W, Kubeczka K-H. Essential oils and a novel polyacetylene from Eryngium yuccifolium Michaux. (Apiaceae). Flavour Fragr J. 2006; 21: 864–868. [CrossRef]
[22] Thomas PS, Essien EE, Ntuk SJ, Choudhary MI. Eryngium foetidum L. essential oils: chemical composition and antioxidant capacity. Medicines. 2017; 4: 24–31. [CrossRef]
[23] Landoulsi A, Roumy V, Duhal N, Skhiri FH, Riviere C, Sahpaz S, Neut C, Benhamida J, Hennebelle T. Chemical composition and antimicrobial activity of the essential oil from aerial parts and roots of Eryngium barrelieri Boiss. and Eryngium glomeratum Lam. from Tunisia. Chem Biodivers. 2016; 13: 1720–1729. [CrossRef]
[24] Dehghanzadeh N, Ketabchi S, Alizadeh A. Essential oil composition and antibacterial activity of Eryngium caeruleum grown wild in Iran. J Essent Oil Bear Pl. 2014; 17: 486–492. [CrossRef]
[25] Cavaleiro C, Goncalves MJ, Serra D, Santoro G, Tomi F, Bighelli A, Salgueiro L, Casanova J. Composition of a volatile extract of Eryngium duriaei subsp. juresianum (M. Lainz) M. Lainz, signalised by the antifungal activity. J Pharm Biomed Anal. 2011; 54: 619–622. [CrossRef]
[26] Pala-Paul J, Copeland LM, Brophy JJ, Goldsack RJ. Essential oil composition of Eryngium paludosum (Moore et Betche) P.W. Michael: an endemic species from eastern Australia. J Essent Oil Res. 2008; 20: 416–419. [CrossRef]
[27] Pala-Paul J, Copeland LM, Brophy JJ, Goldsack RJ. Essential oil composition of Eryngium rosulatum P.W. Michael ined.: A new undescribed species from eastern Australia. Biochem Syst Ecol. 2006; 34: 796–801. [CrossRef]
[28] Abd-Elmonem AR, Shehab NG. Study of the volatile oil of Eryngium campestre l. growing in Egypt. Bull Fac Pharm Cairo Univ. 2008; 44: 3379–3388.
[29] Morteza-Semnani K. Essential oil composition of Eryngium bungei Boiss. J Essent Oil Res. 2005; 17: 485–486. [CrossRef]
[30] Afoulous S, Ferhout H, Raoelison EG, Valentin A, Moukarzel B, Couderc F, Bouajila J. Chemical composition and anticancer, antiinflammatory, antioxidant and antimalarial activities of leaves essential oil of Cedrelopsis grevei. Food Chem Toxicol. 2013; 56: 352–362. [CrossRef]
[31] Lajnef HB, Ferioli F, Pasini F, Politowicz J, Khaldi A, D’Antuono LF, Caboni MF, Nasri N. Chemical composition and antioxidant activity of the volatile fraction extracted from air-dried fruits of Tunisian Eryngium maritimum L. ecotypes. J Sci Food Agr. 2018; 98: 635–643. [CrossRef]
[32] Adams RP. Identification of essential oil components by Gas Chromatography/Mass Spectrometry, Allured Publ. Corp, Carol Stream, IL, 2007.
[33] Tel G, Apaydın M, Duru ME, Öztürk M. Antioxidant and cholinesterase inhibition activities of three Tricholoma species with total phenolic and flavonoid contents: The edible mushrooms from Anatolia. Food Anal Method. 2012; 5: 495–504. [CrossRef]
[34] Blois MS. Antioxidant determinations by the use of a stable free radical. Nature. 1958; 181: 1199–1200. [CrossRef]
[35] Re R, Pellegrini N, Proteggente A, Pannala A, Yang M, Rice-Evans C. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic Biol Med. 1999; 26: 1231–1237. [CrossRef]
[36] Apak R, Guclu K, Ozyurek M, Karademir SE, Ercag E. The cupric ion reducing antioxidant capacity and polyphenolic content of some herbal teas. Int J Food Sci Nutr. 2006; 57: 292–304. [CrossRef]

Details

Primary Language

English

Subjects

Pharmaceutical Analytical Chemistry

Journal Section

Research Article

Authors

Gülsen Tel-çayan ^*
Türkiye

Mehmet Emin Duru
Türkiye

Publication Date

June 27, 2025

Submission Date

April 5, 2019

Acceptance Date

August 10, 2019

Published in Issue

Year 2019 Volume: 23 Number: 6

IZ

https://izlik.org/JA53CN72PS

Cite

RIS / Bibtex

APA

Tel-çayan, G., & Duru, M. E. (2025). Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils. Journal of Research in Pharmacy, 23(6), 1106-1114. https://izlik.org/JA53CN72PS

AMA

1.Tel-çayan G, Duru ME. Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils. J. Res. Pharm. 2025;23(6):1106-1114. https://izlik.org/JA53CN72PS

Chicago

Tel-çayan, Gülsen, and Mehmet Emin Duru. 2025. “Chemical Characterization and Antioxidant Activity of Eryngium Pseudothoriifolium and E. Thorifolium Essential Oils”. Journal of Research in Pharmacy 23 (6): 1106-14. https://izlik.org/JA53CN72PS.

EndNote

Tel-çayan G, Duru ME (July 1, 2025) Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils. Journal of Research in Pharmacy 23 6 1106–1114.

IEEE

[1]G. Tel-çayan and M. E. Duru, “Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils”, J. Res. Pharm., vol. 23, no. 6, pp. 1106–1114, July 2025, [Online]. Available: https://izlik.org/JA53CN72PS

ISNAD

Tel-çayan, Gülsen - Duru, Mehmet Emin. “Chemical Characterization and Antioxidant Activity of Eryngium Pseudothoriifolium and E. Thorifolium Essential Oils”. Journal of Research in Pharmacy 23/6 (July 1, 2025): 1106-1114. https://izlik.org/JA53CN72PS.

JAMA

1.Tel-çayan G, Duru ME. Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils. J. Res. Pharm. 2025;23:1106–1114.

MLA

Tel-çayan, Gülsen, and Mehmet Emin Duru. “Chemical Characterization and Antioxidant Activity of Eryngium Pseudothoriifolium and E. Thorifolium Essential Oils”. Journal of Research in Pharmacy, vol. 23, no. 6, July 2025, pp. 1106-14, https://izlik.org/JA53CN72PS.

Vancouver

1.Gülsen Tel-çayan, Mehmet Emin Duru. Chemical characterization and antioxidant activity of Eryngium pseudothoriifolium and E. thorifolium essential oils. J. Res. Pharm. [Internet]. 2025 Jul. 1;23(6):1106-14. Available from: https://izlik.org/JA53CN72PS