The Biochemical Contents and Antioxidant Activities of Four Tanacetum L. taxa

Main Article Content

İrfan Emre
Murat Kursat https://orcid.org/0000-0002-0861-4213
Mustafa Yunus Emre https://orcid.org/0000-0001-6602-8872
Okkes Yilmaz https://orcid.org/0000-0002-8276-4498

Keywords

antioxidant capacity, fatty acids, lipid-soluble vitamins, phenolics, sterols, Tanacetum L.

Abstract

The goal of the present study is to determine some of the biochemical compositions and antioxidant capacities of plant extracts in two endemic taxa for Turkey including T. cadmeum (Boiss.) Heywood subsp. orientale Grierson and T. nitens (Boiss. & Noë) Grierson together with T. polycephalum (L.) Sch.Bip subsp. argyrophyllum (K. Koch) Podlech, and T. parthenium (L.) Sch.Bip. The fatty acids were determined by using gas chromatography, while phenolics, lipid soluble vitamins and sterols were determined by using HPLC and radical scavenging activities, total phenolics, and FRAP were determined spectrophotometrically.  It was found that Tanacetum taxa have palmitic acid (C16:0), and stearic acid (C18:0) as major saturated fatty acids and linoleic acid (C18:2 n6), α-linolenic acid (C18:3 n3) and oleic acid (C18:1 n9) as principal unsaturated fatty acids. It was found that Tanacetum taxa had more total unsaturated fatty acid contents (60.24±0.3%- 70.54±0.29%) than saturated fatty acids and it was found that T. parthenium had the highest total essential fatty acid composition (58.65%±0.59%). It was also reported that the omega6/omega3 ratio of T. cadmium subsp. orientale (8.22) differed from other taxa in this study. Also, the present study showed that Tanacetum had the lowest amount of lipid soluble vitamins. On the other hand, catechin was found to be the main polyphenolic compound in this study and it was determined that T. parthenium had the highest catechin (4479.1±5.71 µg/mg) and total phenolic contents (324.91±2.01 µgGAE/mg) in this study. Rutin was only determined in two endemic taxa T. cadmeum subsp. orientale (23±0.91 µg/mg), and T. nitens (5.7±0.27 µg/mg). Also, the naringenin, vanillic acid and caffeic acid amounts of the endemic T. cadmeum subsp. orientale and T. nitens were higher than other taxa in the study. In addition, it was determined that Tanacetum taxa had a high stigmasterol content. However, T. parthenium had a higher ergosterol content (271±2.36 µg/mg). It was also found that T. parthenium has highest D2, α-tocopherol, retinol acetate, ergosterol, and stigmasterol contents among the studied taxa. In addition, the study showed that Tanacetum taxa have strong DPPH and ABTS radical scavenging activities. It was concluded that Tanacetum taxa have potent antioxidant capacity.


 

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References

Kazemi M, Sonboli A, Maivan HZ, Osaloo K, Mozaffarian SV. Tanacetum tarighii (Asteraceae), a new species from Iran. Ann Bot Fennici 2014, 51: 419–422.
2. Ozbilgin S, Kupeli- Akkol, E., Oz, B.E. Ilhan, M., Saltan, G., Acıkara, O. B., Tekin, M., Keles H, Suntar I. In vivo activity assessment of some Tanacetum species used as traditional wound healer along with identification of the phytochemical profile by a new validated HPLC method. Iran J. Basic. Med. Sci.2018, 21:145-152 doi: 10.22038/IJBMS.2018.24258.6055.
3. Korkmaz M, Kandemir, A, Ilhan V, Yildirim Dogan N. Tanacetum erzincanense (Asteraceae), a new species from Erzincan, Turkey. Turk J. Bot. 2015, 39: 96-104.
4. Baranauskiene R, Kazernaviciute R, Pukalskine M, Mazdzierien R, Venskutonis PR. Agrorefinery of Tanacetum vulgare L. into valuable products and evaluation of their antioxidant properties and phytochemical composition. Industrial Crops and Products, 2014, 60: 113–122.
5. Ozmen E, Kizilpinar I, Ozudogru B, Dogan C, Erik S. Pollen morphology of some taxa of aromatic genus Tanacetum L. (Asteraceae) Fabad J. Pharm. Sci. 2009, 34: 1-11.
6. Orhan, IE, Tosun F, Gulpinar AR, Kartal M, Duran A, Mihoglugil F, Akalgan D. LC-MS quantification of parthenolide and cholinesterase inhibitory potential of selected Tanacetum L. (Emend. Briq.) taxa. Phytochemistry Letters 2015, 11:347-352.
7. Salamci E, Kordali S, Kotan R, Cakir A, Kaya Y. Chemical compositions, antimicrobial and herbicidal effects of essential oils isolated from Turkish Tanacetum aucheranum and Tanacetum chiliophyllum var. chiliophyllum. Biochemical Systematics and Ecology 2007, 35: 569-581.
8. Baczeka KB, Kosakowska O, Przybyla JL, Pioro-Jabruckaa E, Costac R, Mondello L, Gniewosz M, Synowich A, Weglarz Z. Antibacterial and antioxidant activity of essential oils and extracts from costmary (Tanacetum balsamita L.) and tansy (Tanacetum vulgare L.). Industrial Crops and Products 2017, 102: 154–163
9. Marzouka MM, Mohamed TA, Elkhateeb A, El-Toumy SA, Hegazy MEF. Phenolics from Tanacetum sinaicum (Fresen.) Delile ex Bremer &Humphries (Asteraceae). Biochemical Systematics and Ecology 2016, 65: 143-146.
10. Albayrak G, Nalbantsoy A, Baykan S. In vitro cytotoxic and anti-inflammatory activities of Tanacetum argenteum (Lam.) Willd. subsp. argenteum extract. Turk. J. Pharm. Sci. 2017, 14(3): 231-236.
11. Ivanescu Tuchilus C, Corciova A, Lungu C, Mihai CT, Gheldiu AM, Vlase L. Antioxidant, antimicrobial and cytotoxic activity of Tanacetum vulgare, Tanacetum corymbosum and Tanacetum macrophyllum extracts. Farmacia 2018, 66 (2): 282-288.
12. Marete EN, Jacquier C, O’Riordan D. Effects of extraction temperature on the phenolic and parthenolide contents, and colour of aqueous feverfew (Tanacetum parthenium) extracts. Food Chemistry 2009, 117: 226–231.
13. Ieto-Trujillo A, Buendía-González L, García-Morales C, Román-Guerrero A, Cruz-Sosa F, Estrada-Zúñiga ME. Phenolic compounds and parthenolide production from in vitro cultures of Tanacetum parthenium. Revista Mexicana de Ingeniería Química 16( 2): 371-383.
14. Hara, A. and Radin, N.S. 1978. Lipid extraction of tissues with a low-toxicity solvent. Anal. Biochem. 2017, 90 (1): 420-426.
15. Christie WW. Gas Chromatography and lipids. The oily press: Glaskow: UK 1990, 573-577.
16. Sanchez-Machado DI, Lopez-Hernandez J, Paseiro-Losado P. High-performance liquid chromatographic determination of a-tocopherol in macroalgae. Journal of Chromatography A 2002, 976 (1): 277–284.
17. López-Cervantes J, Sánchez-Machado DI, Ríos-Vázquez NJ. High-performance liquid chromatography method for the simultaneous quantification of retinol, α-tocopherol, and cholesterol in shrimp waste hydrolysate. Journal of Chromatography A 2006, 1105: 135–139.
18. Zu YG, Li CY, Fu YJ, Zhao J. Simultaneous determination of catechin, rutin, quercetin kaempferol and isorhamnetin in the extract of sea buckthorn (Hippophae rhamnoides L.) leaves by RP-HPLC with DAD. Journal of Pharmaceutical and Biomedical Analysis 2006, 41: 714–719.
19. Liyana-Pathiranan CM. and Shahidi F. Antioxidant activity of commercial soft and hard wheat (Triticum aestivum L.) as affected by gastric pH conditions. Journal of Agricultural and Food Chemistry 2005), 53: 2433–2440.
20. Ree R, Pellegrini N, Proteggente A, Pannala A, Yang M, Rice-Evans C. Free Radic. Biol. Med. 1999, 26: 1231–1237.
21. Skottie E, Anastasaki E, Kanello G, Polissiou M, Tarantilis PA. Total phenolic content, antioxidant activity and toxicity of aqueous extracts from selected Greek medicinal and aromatic plants. Industrial Crops and Products 2014, 53: 46–54.
22. Singleton VL, Orthofer R, Lamuela-Raventos RM. Analysis of total phenols and other oxidation substrates and antioxidants by means of Folin-Ciocalteu reagent. Methods Enzymol. 1999, 299: 152–178.
23. Robya HH, Sarhana MA, Selima KA, Khalel KI. Evaluation of antioxidant activity, total phenols and phenolic compounds in thyme (Thymus vulgaris L.), sage (Salvia officinalis L.), and marjoram (Origanum majorana L.) extracts. Industrial Crops and Products 2013, 43: 827–831.
24. Benzie IF, Strain JJ. The ferric reducing ability of plasma (FRAP) measure of “antioxidant power”: the FRAP assay. Biochem. 1996, 239: 70-76.
25. Rezaei F, Jamei R, Heidari R. Evaluation of the phytochemical and antioxidant potential of aerial parts of Iranian Tanacetum parthenium. Pharmaceutical Sciences 2017, 23: 136-142.
26. Ayaz FA, Inceer H, Hayırlıoglu-Ayaz S, Aksu-Kalmuk N. Achene fatty acid composition in the tribe Anthemideae (Asteraceae). Romanian Biotechnological Letters 2016, 21 (3): 11576-11584.
27. Tonguc M, Erbas S. Evaluation of fatty acid compositions and some seed characters of common wild plant species of Turkey. Turk. J. Agric. For. 2012, 36: 673-679.
28. Arslan Y, Tarıkahya Hacıoglu B. Seed fatty acid compositions and chemotaxonomy of wild safflower (Carthamus L., Asteraceae) species in Turkey. Turkish Journal of Agricultural and Foresty 2018, 42 (1): 45-54.
29. Ozcan M, Ayaz FA, Ozogul Y, Glew R, Ozogul F. Fatty acid composition of achenes of Cirsium taxa (Asteraceae, Carduoideae) from Turkey. Zeitschrift für Naturforschung C 2017, 71 (3-4): 45-54.
30. Konukoglu D. Properties, functions of omega-3 and omega-6 fatty acids and relationship between essential fatty acids and cardiovasculer diseases. Turk Aile Hek. Derg. 2008, 12 (3): 121-129. doi:10.2399/tahd.08.121.
31. Kaur N, Chugh V. & Gupta A K. Essential fatty acids as functional components of foods- a review. Journal of Food Science and Technology 2014, 51(10): 2289–2303. https://doi.org/10.1007/s13197-012-0677-0.
32. Ayaz FA, Ozcan M, Kurt A, Karayigit B, Ozogul Y, Glew R, Ozogul F. Fatty acid composition and antioxidant capacity of cypselas in Centaureas L. taxa (Asteraceae, Cardueae) from NE Anatolia. South African Journal of Botany 2017, 112: 474-482
33. Beyzi E, Büyükkılıç Beyzi S, Karaman K. Sterol profile of some medicinal and aromatic plant oils: effect of silyl derivatization process. European Journal of Science and Technology 2019, 17: 360-365.
34. Berger A, Jones P J, Abumweis SS Plant sterols: factors affecting their efficacy and safety as functional food ingredients. Lipids in Health and Disease 2004, 3:5. https://doi.org/10.1186/1476-511X-3-5
35. Vanmierlo T, Weingärtner O, Van der Pol S, Husche C, Kerksiek A, Friedrichs S, Sijbrands E, Steinbusch H, Grimm M, Hartmann T, Laufs U, Böhm M, de Vries HE, Mulder M, Lütjohann D. Dietary intake of plant sterols stably increases plant sterol levels in the murine brain. Journal of Lipid Research 2012, 53(4): 726–735. https://doi.org/10.1194/jlr.M017244
36. Piironen V, Lindsay DG, Miettinen TA, Toivo J, Lampi AM. Plant sterols. Biosynthesis, biological function and their importance to human nutrition. Journal of the Science of Food and Agriculture 2000, 80: 939-966.
37. Azizuddin, Choudhary MI. Compounds isolated from Tanacetum polycephalum Turkish Journal of Chemistry 2008, 32(2): 201-204.
38. Ismail M, Jamal S, Ul-Haq N, Hussain S, Hussain S. Comparative phytochemical profile of some medicinal plants from Gilgit-Baltistan. Progress in Nutrition 2020, 22 (2): 449-455.
39. Pourreza N. Phenolic compounds as potential antioxidant. Jundishapur Journal of Natural Pharmaceutical Products 2013, 8(4): 149–150. https://doi.org/10.17795/jjnpp-15380.
40. Kahkönen MP, Hopia AI, Vurela HJ, Rauha JP, Pihlaja K, Kujala TS, Heinonen M. Antioxidant Activity of Plant Extracts Containing Phenolic Compounds. J. Agric. Food Chem. 1999, 47: 3954−3962.
41. Lopez-Velez M, Martinez-Martinez F, Valle-Ribes D. The study of phenolic compounds as natural antioxidants in wine. Critical Reviews in Food Science and Nutrition 2003, 43(3):233–244.
42. Bae, J, Kim N, Shin Y, Kim SY, Kim YJ. Activity of catechins and their applications. Biomedical Dermatology 2020, 4 (8):1-10.
43. Michel J, Abd Rani NZ, Husain K. A review on the potential use of medicinal plants from Asteraceae and Lamiaceae plant family in cardiovascular diseases. Front. Pharmacol. 2020, 11: pp. 1-26. | https://doi.org/10.3389/fphar.2020.00852.
44. Gecibesler IH, Kocak A, Demirtas I. Biological activities, phenolic profiles and essential oil components of Tanacetum cilicicum (Boiss.) Grierson. Natural Product Research 2016, 30:24: 2850-2855 DOI: 10.1080/14786419.2016.1163692.
45. Zengin G, Sieniawska E, Senkardes I, Picot-Allain MCN, Sinan KI, Mahomoodally MF. Antioxidant abilities, key enzyme inhibitory potential and phytochemical profile of Tanacetum poteriifolium Grierson. Industrial Crops&Products 2019, 140: 111629.
46. Savci A, Alan Y, Kocpinar EF, Kurşat M, Topdemir S, Karatas M, Çakmak B. The phenolic contents and biologically acitivities of Tanacetum kotschyi (Boiss.) Grierson ve Tanacetum tomentellum (Boiss.) Grierson. The Journal of Science (Sulleyman Demirel University) 2019, 14: 112-126.
47. Esmaeili MA, Ali E, Mahdi S, Noushabadi A. Antioxidant and protective properties of six Tanacetum species against hydrogen peroxide-induced oxidative stress in K562 cell line: A comparative study. Food Chemistry 2010, 121(1): 148-155.
48. Erdogan MK. and Baydas G. In vitro antioxidant activities of various solvent extracts from Tanacetum balsamita L. subsp. balsamita. Journal of Tr. Nature and Science 2015, 4(2):49-54.
49. Emerencianoa VP, Militao JSLT, Camposa, CC, Romoffc P, Kapland MAC, Zambond M, Brant AJC. Flavonoids as chemotaxonomic markers for Asteraceae. Biochemical Systematics and Ecology 2001, 29: 947–957.
50. Sytar O, Hemmerich I, Zivcak M, Rauh C, Brestic M. Comparative analysis of bioactive phenoliccompounds composition from 26 medicinal plants. Saudi Journal of Biological Sciences 2018, 25: 631-641.
51. Arituluk ZC, Cankaya IT, Gencler I, Ozkan AM. Antioxidant activity, total phenolic and flavonoid contents of some Tanacetum L. (Asteraceae) taxa growing in Turkey. FABAD J. Pharm. Sci. 2016, 41:17-25.
52. Yur S, Tekin M, Goger F, Baser KHC, Ozek T, Ozek G. Composition and potential of Tanacetum haussknechtii Bornm. Grierson as antioxidant and inhibitor of acetylcholinesterase, tyrosinase, and α-amylase enzymes. International Journal of Food Properties 2017, 20(3): S2359-S2378 doi: 10.1080/10942912.2017.1370600
53. Prashanth S, Pooja S, Suchetha Priya KN, Vidya V. Radical scavenging and antioxidant activities of ethanolic and aqueous extract from the leaves of feverfew (Tanacetum parthenium L.) and a synthetic compound parthenolide. Journal of Pharmacognosy and Phytochemistry 2015, 4(1):223-227.
54. Tepe B, Sokmen A. Screening of the antioxidative properties and total phenolic contents of three endemic Tanacetum subspecies from Turkish flora. Bioresource Technology 2007, 98: 3076–3079.