Chemical composition and cytotoxic potency of essential oil from Seseli petraeum M. Bieb. (Apiaceae)

Chemical composition and cytotoxic potency of essential oil from Seseli petraeum M. Bieb. (Apiaceae)

The present study aimed to investigate the chemical composition and in vitro cytotoxic activity of the fruitessential oil of Seseli petraeum M. Bieb. growing in the Northern side of Anatolia. The Seseli petraeum essential oil wasobtained by hydrodistillation from the fruits and analyzed by GC/MS to determine its chemical composition. The majorcomponents have been determined as carotol (17.25%), γ-terpinene (10.73%), β-farnesene (8.50%), p-cymene (7.93%),germacrene-D (7.65%), and sabinene (7.31%). The cytotoxic activity of the essential oil was evaluated by MTT assay invitro on cell proliferation with MCF-7 (Human breast adenocarcinoma) and A549 (Human lung carcinoma) cells. Theresults showed that the essential oil has potent cytotoxicity against treated cancer cells, whereas it was more cytotoxicin MCF-7 cells (IC50=390.38 μg/mL). The results demonstrated that S. petraeum essential oil has a marked cytotoxic effectagainst treated cancer cells. Although this effect is likely to be caused by carotol owing to a major component of the oil,further designed studies are necessary due to the possibility of activity, and maybe it occurred due to the synergisticeffects of the oil components. The findings of this study may promote the use of the species for pharmaceutical purposes.

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  • [1] Heywood VH. Flowering Plants of the World, Oxford University Press, Oxford, 1979, pp. 219.
  • [2] Davis PH, Mill RR, Tan K. Flora of Turkey and the East Aegean Islands, Edinburgh University Press, Edinburgh, 1988, pp. 265.
  • [3] Crowden RK, Harborn JB, Heywood VH. Chemosystematics of the Umbelliferae-A General Survey. Phytochemistry. 1969; 8(10): 1963-1984. [CrossRef]
  • [4] Pimenov MG, Leonov MU. The Genera of the Umbelliferae, Whistable Litho, Whistable, Kent, 1993.
  • [5] Heywood VH, Brummit RK, Culham A, Seberg O. Flowering Plant Families of the World. Firefly Books Buffalo, New York, USA, 2007, pp. 46.
  • [6] Sayed-Ahmada B, Taloua T, Saad Z, Hijazi A, Merah O. The Apiaceae: Ethnomedicinal Family as Source for Industrial Uses. Ind Crops Prod. 2017; 109: 661. [CrossRef]
  • [7] Hedge IC, Lamond JM. Seseli L. Flora of Turkey and the East Aegean Islands. In Davis PH. (Ed). Edinburgh University Press, Edinburgh, 1972, pp. 367.
  • [8] Lyskov D, Güner ED, Samigullin T, Duman H, Pimenov M. Molecular data to elucidate the taxonomy of Seseli sect. Seseli (Apiaceae) in the east Mediterranean and southern Europe Nord J Bot. 2018; 36(9): 2. [CrossRef]
  • [9] Pimenov MG, Leonov MV. The Asian Umbelliferae biodiversity database (ASIUM) with particular reference to South-West Asian taxa. Turk J Botany. 2004, 28(1): 139-145.
  • [10] Akalin Uruşak E, Kızılarslan Ç. Fruit anatomy of some Ferulago (Apiaceae) species in Turkey. Turk J Botany. 2013; 37(3): 434-445. [CrossRef]
  • [11] Aytaç Z, Duman H. A new species and two new records from Turkey. Turk J Botany. 2013; 37(6): 1055-1060. [CrossRef]
  • [12] Dioscorides P. De Materia Medica. Codex Neapolitanus Graecus 1 of the National Library of Naples, Militos Press, Athens, 2002, pp. 215.
  • [13] Stojkovic S, Petrovic S, Kukic J, Dzamic A, Ristic M, Milenkovic M, Glamoclija J, Sokovic M, Stojkovic D. Chemical composition and antimicrobial and antioxidant activity of Seseli rigidum flower essential oil. Chem Nat Compd. 2009; 45(2): 253-255. [CrossRef]
  • [14] Duman H. Seseli L. Flora of Turkey and the East Aegean Islands. In: Guner A, Ozhatay N, Ekim T, Baser KHC, (Eds). Edinburgh University Press, Edinburgh, 2000, pp. 141.
  • [15] Ozhatay N, Akalin E, Ozhatay E, Unlu S. Rare and endemic taxa of Apiaceae in Turkey and their conservation significance. Istanbul J Pharm. 2009; 40(1): 1-10. [CrossRef]
  • [16] Guner ED, Duman H, Pinar NM. Pollen morphology of the genus Seseli L. (Umbelliferae) in Turkey. Turk J Bot. 2011; 35(2): 175. [CrossRef]
  • [17] Guner ED, Duman H. The revision of genus Seseli (Umbelliferae) in Turkey. Turk J Bot. 2013; 37(6): 1018-1037. [CrossRef]
  • [18] Çetin O, Şeker MO, Duran A. A new subspecies of Seseli gummiferum (Apiaceae) from Ilgaz Mountain National Park, Northern Turkey. PhytoKeys. 2015; 56: 99-110. [CrossRef]
  • [19] Hu CQ, Chang JJ, Lee KH. Antitumor agents, 115. Seselidiol, a new cytotoxic polyacetylene from Seseli mairei. J Nat Prod. 1990; 53(4): 932-935. [CrossRef]
  • [20] Ilic MD, Jovanovic VPS, Mitic VD, Jovanovic OP, Mihajilov-Krstev TM, Markovic MS. Comparison of chemical composition and biological activities of Seseli rigidum fruit essential oils from Serbia. Open Chem. 2015; 13(1): 42-51. [CrossRef]
  • [21] Baytop T. Türkçe Bitki Adları Sözlüğü (Atatürk Kültür, Dil ve Tarih Yüksek Kurumu, TDKY 3578. TTK Basımevi, Ankara, 1994.
  • [22] Baytop T. Therapy with plants in Turkey (Past and Present). Nobel Medical Book House, İstanbul, 1999.
  • [23] Ozturk A, Ozturk S, Kartal S. The characteristics and uses of herbs added to herby cheeses in Van. The Herb Journal Systematic Botany. 2000; 7: 167-181.
  • [24] Ozturk S, Ercisli S. Chemical composition and in vitro antibacterial activity of Seseli libanotis. World J Microbiol Biotechnol. 2006; 22: 261-265. [CrossRef]
  • [25] Abbaskhan A, Choudhary MI, Ghayur MN, Parween Z, Shaheen F, Gilani AU, Maruyama T, Iqbal K, Tsuda Y. Biological activities of Indian Celery, Seseli diffusum (Roxb. Ex. Sm.) Sant. & Wagh. Phytother Res. 2012; (26)5: 783- 786. [CrossRef]
  • [26] Matejic SJ, Dzamic AM, Mihajilov-Krstev T, Randelovic VN, Krivosej ZD, Marin PD. Total phenolic content, flavonoid concentration, antioxidant and antimicrobial activity of methanol extract from three Seseli L. Taxa. Cent Eur J Biol. 2012; 7: 1116-1122. [CrossRef]
  • [27] Jakovljevic D, Vasic S, Stankovic M, Comic L, Topuzovic M. In vitro biological activity of secondary metabolites from Seseli rigidum Waldst. et Kit. (Apiaceae). Acta Biol Hung. 2015; 66(4): 395-405. [CrossRef]
  • [28] Stankov Jovanovic V, Smonovic S, Ilic M, Markovic M, Mitic V, Djordjevic A. Chemical composition, antimicrobial and antioxidant activities of Seseli pallasii Besser. (syn Seseli varium Trev.) essential oils. Rec Nat Prod. 2016; 10(3): 277- 286.
  • [29] Goncalves MJ, Tavares AC, Cavaleiro C, Cruz MT, Lopes MC, Canhoto J, Salgueiro L. Composition, antifungal activity and cytotoxicity of the essential oils of Seseli tortuosum L. and Seseli montanum subsp. peixotoanum (Samp.). M. Lainz from Portugal. Ind Crops Prod. 2012; 39: 204. [CrossRef]
  • [30] Khan S, Shehzad O, Cheng MS, Li RJ, Kim YS. Pharmacological mechanism underlying anti-inflammatory properties of two structurally divergent coumarins through the inhibition of pro-inflammatory enzymes and cytokines. J Inflamm Res. 2015; 12: 47. [CrossRef]
  • [31] Chun J, Tosun A, Kim YS. Anti-inflammatory effect of corymbocoumarin from Seseli gummiferum subsp. corymbosum through suppression of NF-κB signaling pathway and induction of HO-1 expression in LPS-stimulated RAW 264.7 cells. Int Immun. 2016; 31: 207-215. [CrossRef]
  • [32] Tosun A, Chun J, Jerkovic I, Marijanovic Z, Fenu MA, Aslan SS, Tuberoso CIG, Kim YS. Chemical profiles and antiinflammatory activity of the essential oils from Seseli gummiferum and Seseli corymbosum subsp. corymbosum. Nat Prod Comm. 2016; 11(10): 1523-1526. [CrossRef]
  • [33] Bhalla Y, Gupta VK, Jaitak V. Anticancer activity of essential oils: A review. J Sci Food Agric. 2013; 93(15): 3643-3653. [CrossRef]
  • [34] Blowman K, Magalhaes M, Lemos MFL, Cabral C, Pires IM. Anticancer properties of essential oils and other natural products. J Evid Based Complementary Altern Med. 2018; 7: 1-12. [CrossRef]
  • [35] Andrade MA, Braga MA, Cesar PHS, Trento MVC, Esposito MA, Silva LF, Marcussi S. Anticancer properties of essential oils: An overview. Curr Cancer Drug Targets. 2018; 18(10): 957-966. [CrossRef]
  • [36] Aras A, Iqbal MJ, Naqvi SK, Gercek YC, Boztas K, Gasparri ML, Shatynska-Mytsyk I, Fayyaz S, Farooqi AA. Anticancer activity of essential oils: targeting of protein networks in cancer cells. Asian Pac J Cancer Prev. 2014; 15(19): 8047-8050. [CrossRef]
  • [37] Kupeli E, Tosun A, Yesilada E. Anti-inflammatory and antinociceptive activities of Seseli L. species (Apiaceae) growing in Turkey. J Ethnopharmacol. 2006; 104(3): 310-314. [CrossRef]
  • [38] Tosun A, Kurkcuoglu M, Dogan E, Duman H, Baser KHC. Essential oil composition of Seseli petraeum M. Bieb. and Seseli andronakii Woron. growing in Turkey. Flavour Fragr J. 2006; 21: 257-259. [CrossRef]
  • [39] Milosavljevic S, Tesevic V, Vuckovic I, Jadranin M, Vajs V, Sokovic M, Janackovic P, Jovanovic A. Composition and antifungal activity of the essential oil of Seseli annuum wild-growing in Serbia. Fitoterapia. 2007; 78(4): 319-322. [CrossRef]
  • [40] Tkachev AV, Korolyuk EA, König W, Kuleshova YV, Letchamo W. Chemical screening of volatile oil-bearing flora of Siberia VIII.: Variations in chemical composition of the essential oil of wild-growing Seseli buchtormense (Fisch. ex Sprengel) W. Koch from different altitudes of Altai Region. J Essent Oil Res. 2006; 18(1): 100-103. [CrossRef]
  • [41] Baser KHC, Ozek T, Kurkcuoglu M, Aytac Z. Essential oil of Seseli campestre Besser. J Essent Oil Res. 2000; 12(1): 105- 107. [CrossRef]
  • [42] Kaya A, Demirci B, Baser KHC. Composition of the essential oil of Seseli campestre Besser. growing in the Northwest Anatolia. Turk J Pharm Sci. 2010; (7)2: 161-166.
  • [43] Bader A, Caponi C, Cioni PL, Flamini G, Morelli I. Acorenone in the essential oil of flowering aerial parts of Seseli tortuosum L. Flavour Fragr J. 2003; 18: 57-58. [CrossRef]
  • [44] Habibi Z, Masoudi S, Rustaiyan A. Chemical composition of the essential oil of Seseli tortuosum L. ssp. Kiabii Akhani. from Iran. J Essent Oil Res. 2003; 15: 412-413. [CrossRef]
  • [45] Surucic R, Kundakovic T, Lakusic B, Drakul D, Milovanovic SR, Kovacevic N. Variations in chemical composition, vasorelaxant and angiotensin I converting enzyme inhibitory activities of essential oil from aerial parts of Seseli pallasii Besser (Apiaceae). Chem Biodivers. 2017; 14(15): 1-12. [CrossRef]
  • [46] Marcetic MD, Lakusic BS, Lakusic DV, Kovacevic NN. Variability of the root essential oils of Seseli rigidum Waldst. & Kit. (Apiaceae) from different populations in Serbia. Chem Biodivers. 2013; 10(9): 1653-1666. [CrossRef]
  • [47] Marcetic M, Kovacevic N, Lakusic D, Lakusic B. Habitat-related variation in composition of the essential oil of Seseli rigidum Waldst. & Kit. (Apiaceae). Phytochemistry. 2017; 135: 80-82. [CrossRef]
  • [48] Aziz ZAA, Ahmad A, Setapar SHM, Karakucuk A, Azim MM, Lokhat D, Rafatullah M, Ganash M, Kamal MA, Ashraf GM. Essential oils: Extraction techniques, pharmaceutical and therapeutic potential - A Review. Current Drug Metab. 2018; 9 (13): 1100-1110. [CrossRef]
  • [49] Bakkali F, Averbeck S, Averbeck D, Idaomar M. Biological effects of essential oils--a review. Food Chem Toxicol. 2008; 46(2): 446-475. [CrossRef]
  • [50] Galindo LA, Pultrini AM, Costa M. Biological effects of Ocimum gratissimum L. are due to synergic action among multiple compounds present in essential oil. J Nat Med. 2010; 64(4): 436-441. [CrossRef]
  • [51] Bassolé IHN, Juliani HR. Essential oils in combination and their antimicrobial properties. Molecules. 2012; 17: 3989- 4006. [CrossRef]
  • [52] Chizzola R. Chemodiversity of essential oils in Seseli libanotis (L.) W.D.J.Koch (Apiaceae) in Central Europe. Chem Biodivers. 2019; 16(6): e1900059.
  • [53] Abu-Izneid T, Rauf A, Shariati MA, Khalil AA, Imran M, Rebezov M, Uddin MS, Mahomoodally MF, Rengasamy KRR. Sesquiterpenes and their derivatives-natural anticancer compounds: An update. Pharmacol Res. 2020; 161: 105165.
  • [54] Taleb RI, Najm P, Shebaby W, Boulos JC, Demirdjian S, Hariri E, El-Sibai M, Daher C, Mroueh M. β-2-himachalen-6- ol: A novel anticancer sesquiterpene unique to the Lebanese wild carrot. J Ethnopharmacol. 2016; 190: 59-67.
  • [55] Sieniawska E, Swiatek Ł, Rajtar B, Kozioła E, Polz-Dacewicz M, Skalicka-Wo´zniak K. Carrot seed essential oil— Source of carotol and cytotoxicity study. Ind Crops Prod. 2016; 92: 109–115.
  • [56] Bonikowski R, Kula J, Bujacz A, Bonikowska AW, Zakłos-Szyda M, Wysocki S. Hydroindene-derived chiral synthons from carotol and their cytotoxicity. Tetrahedron: Asymmetry. 2012; 23: 1038–1045.
  • [57] NIST, National Institute of Standards and Technology (2018). Retrieved from http://webbook.nist.gov/chemistry/name-ser.html .
  • [58] Sánchez-Bravo P, Noguera-Artiaga L, Carbonell-Barrachina AA, Sendra E. Fermented beverage obtained from hydroSOStainable pistachios. J Food Sci 2020; 85(10): 3601-3610. [CrossRef]
  • [59] Clemente-Villalba J, Ariza D, García-Garví JM, Sánchez-Bravo P, Noguera-Artiaga L, Issa-Issa H, Hernández F, Carbonell-Barrachina AA. Characterization and potential use of Diplotaxis erucoides as food ingredient for a sustainable modern cuisine and comparison with commercial mustards and wasabis. Eur Food Res Technol 2020; 246:1429-1438. [CrossRef]
  • [60] Cardile V, Russo A, Formisano C, Rigano D, Senatore F, Apostolides Arnold N, Piozzi F. Essential oils of Salvia bracteata and Salvia rubifolia from Lebanon: Chemical composition, antimicrobial activity and inhibitory effect on human melanoma cells. J Ethnopharmacol. 2009; 126(2): 265-272. [CrossRef]
Journal of research in pharmacy (online)-Cover
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: Marmara Üniversitesi
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