with the collaboration of Iranian Food Science and Technology Association (IFSTA)

Document Type : Research Article

Authors

1 Department of Food Science and Engineering, Faculty of Agriculture, University of Zanjan, Zanjan, Iran

2 Research Center of Oils and Fats, Kermanshah University of Medical Sciences, Kermanshah, Iran

Abstract

Introduction
 It is believed that edible oils and fats with high levels of unsaturated fatty acids are susceptible to oxidation. Soybean oil as one of the four important edible oils has high content of polyunsaturated fatty acids and so prone to oxidation. Generally, lipid oxidation leads to deterioration of nutritional quality and organoleptic properties of edible oils and fats as well as accelerate the development or progression of cancer, mutagenesis, carcinogenesis, aging and cardiovascular diseases through the formation of free radicals. Therefore, edible oils and fats fortification with antioxidant compounds in order to protect them against oxidation is essential. In recent years, numerous studies were carried out on exploration of natural and safe antioxidant compounds due to the consumers concerns about potential health risk of synthetic antioxidants, such as butylatedhydroxyanisole (BHA), butylatedhydroxytolene (BHT), tert-butylhydroquinone (TBHQ) and propylgallate (PG). In this regard, TBHQ as the most powerful synthetic antioxidant is prohibited as food additive in Japan, Canada and Europe. Ferulago angulata Boiss which called chavir or chavil belongs to the family of Apiacea consisting of 35–40 species that 8 species grow in Iran. It was reported that Ferulago species are used in folk medicine for their tonic, digestive, sedative, aphrodisiac properties from ancient times. Therefore, in the current study, the oxidation development of soybean oil enriched with F. angulata essential oil (EO) during accelerated storage was investigated.
 
Materials and Methods
 EO from freeze dried aerial parts of F. angulata was extracted through hydrodistillation using Clevenger type apparatus. Gas chromatography-mass spectrometry (GC-MS) was used to identify main components of the EO. Total phenolic and flavonoid content of the EO were assessed using Folin–Ciocalteu and aluminium chloride colorimetry methods, respectively. Antioxidant activity of EO was measured through 2, 2-Diphenyl-1-picrylhydrazyl (DPPH) and reducing power (RP) tests. Then, the EO of F. angulata at three concentrations, i.e. 200 ppm (SO-200), 400 ppm (SO-400), and SO-Mixture (100 ppm TBHQ + 100 ppm EO) were added to soybean oil. The synthetic antioxidant of TBHQ at the concentration of 200 ppm was added as control. The effect of EO from freeze dried aerial parts of F. angulata on oxidative stability of soybean oil stored under accelerated conditions at 65 ºC for 24 days was evaluated through acidity, peroxide (PV), p-anisidine (p-An) and TOTOX values.
 
Results and Discussion
 Extraction yield, total phenolic and flavonoid contents of EO of F. angulata were 2.5% v/w, 188 mg GAE/g and 70.90 mg QE/g respectively. Furthermore, DPPH free radical scavenging activity and RP were 55.45-13.21% and 3.61-2.72 in the concentration range of 1.6-4.6 mg/ml of EO, respectively. Based on GC-MS analysis, the EO contains 41 natural compounds, representing 96.97% of the total EO. F. angulata EO could effectively reduce the acidity, PV and p-An values. For control sample, the maximum values of acidity, PV peroxide, p-An and TOTOX were 1.52 mg KOH/g, 10.60 meq O2/kg, 12.48 and 33.68 respectively after 24 days under accelerated conditions. While these values were 0.085 mg KOH/g, 4.5 meq O2/kg, 9.16 and 18.16 respectively for the soybean oil containing the lowest concentration of EO of F. angulata.
 
Conclusion
 The results confirmed the instability of soybean oil during storage as well as the ability of EO from F. angulata for soybean oil protection against oxidation. As a result, EO from aerial parts of F. angulata could be suggested as a natural and effective antioxidant to be used instead of TBHQ as a synthetic antioxidant for soybean oil stabilization.

Keywords

Main Subjects

©2023 The author(s). This is an open access article distributed under Creative Commons Attribution 4.0 International License (CC BY 4.0), which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source.

  1. Ai-li, J., & Chang-hai, W. (2006). Antioxidant properties of natural components from Salvia plebeia on oxidative stability of ascidian oil. Process Biochemistry, 41, 1111–1116 https://doi.org/10.1016/j.procbio.2005.12.001
  2. AOCS, Official Methods and Recommended Practices of American Oil Chemists’ Society Edited by David Firestone, (1990). Washington, DC, USA.
  3. Azarbani, F., Saki, Z., Zareei, A., & Mohammadi, A. (2014). Phenolic content, antibacterial and antioxidant activities of flower, leaf and stem extracts of ferulago angulata (schlecht.) boiss. International Journal of Pharmacy and Pharmaceutical Sciences, 6(10), 123–125.
  4. Chen, X.Q., Zhang, Y., Zu, Y.G., Yang, L., Lu, Q., & Wang, W. (2014). Antioxidant effects of rosemary extracts on sunflower oil compared with synthetic antioxidants. International Journal of Food Science and Technology, 49, 385–391. https://doi.org/10.1111/ijfs.12311
  5. Darderafshi, M.J., Bahrami, G.H., Sadeghi, E., Khanahmadi, M., Mohammadi, M., & Mohammadi, R. (2014). The effect of Ferulago angulata essential oil on Staphylococcus aureus during the manufacture and preservation of Iranian white cheese. Iranian Journal of Nutrition Sciences and Food Technology, 8(4), 13-20. http://nsft.sbmu.ac.ir/article-1-1493-en.html
  6. Dobarganes, M.C., & Velasco, J. (2002). Analysis of lipid hydroperoxides. European Journal of Lipid Science and Technology, 104, 420–428. https://doi.org/10.1002/1438-9312(200207)104:7<420::AID-EJLT420>3.0.CO;2-N
  7. Dehghan, B., Esmaeilzadeh Kenari, R., & Raftani Amiri, Z. (2019). Investigate the antioxidant properties of orange peel essential oil (Citrus sinesis) on the stability of soybean oil during storage conditions. Food Technology and Nutrition, 16(3), 73-91.
  8. Doleschall, F., Kemeny, Z., Recseg, K., & Kovari, K. (2002). A new analytical method to monitor lipid peroxidation during bleaching. European Journal of Lipid Science and Technology, 104, 14–18. https://doi.org/10.1002/1438-9312(200201)104:1<14::AID-EJLT14>3.0.CO;2-J
  9. Eghbalian Rad, M., Sari, A.A., & Daraei Garmakhany, A. (2018). Thermal stability optimization of the Soybean oil affected by Thymus daenensis Celak essential oil by use of response surface methodology. Journal of Food Hygiene, 8(32), 77-107.
  10. Ghasemi Pirbalouti, A., Sedaghat, L., Hamedi, B., & Tirgir, F. (2013). Chemical composition and antioxidant activity of essential oils of three endemic medicinal plants of Iran. Bangladesh Journal of Botany, 42, 327–332. https://doi.org/10.3329/bjb.v42i2.18038
  11. Ghezelsoflo, M., & Sayyed-Alangi, S.Z. (2017). Effect of Kelussia Odoratissima Mozaffarian leaves essential oil on the oxidative stability of soybean oil. Journal of Food Research, 26(4), 681-694.
  12. Hashemi, Z., Hojjati, M., & Tahanejad, M. (2015a). Evaluation of antioxidant activity of Ferula gummosa Boiss essential oil in frying oil. Iranian Food Science and Technology Research Journal, 11(5), 631-642.
  13. Hashemi, Z., Hojjati, M., & Tahanejad, M. (2015b). Evaluation of antioxidant activity of essential oil from Citrus aurantium leaf compared with TBHQ in edible oil. Innovative Food Technologies, 2(2), 43-57.
  14. Hassanpouraghdam, M.B., Hassani, A., Vojodi, L., & Farsad-Akhtar, N. (2010). Drying method affects essential oil content and composition of basil (Ocimum basilicum). Journal of Essential Oil Bearing Plants, 13(6), 759-766. https://doi.org/10.1080/0972060X.2010.10643892
  15. Haznedaroglu, M.Z., Karabay, N.U., & Zeybek, U. (2001). Antibacterial activity of Salvia tomentosa essential oil. Fitoterapia, 72(7), 829-831. https://doi.org/10.1016/S0367-326X(01)00335-5
  16. Hemmati, A., Ganjloo, A., Varmira, K., & Bimakr, M. (2021). Influence of different drying methods on extraction yield, chemical compositions, total phenolic and flavonoid contents and antioxidant activity of essential oil from aerial parts of Ferulago angulata FSCT, 18(117), 119-132. http://fsct.modares.ac.ir/article-7-51504-en.html
  17. Hosseini, N., Salehi Arjmand, H., Malekirad, A.A., & Akramian, M. (2011). Variation in the essential oil content and composition of flowers of Ferulago angulata (Schlecht.) Bioss. populations growing wild in Iran: In 42nd International Symposium on Essential Oils.
  18. Iqbal, S., & Bhanger, M.I. (2007). Stabilization of sunflower oil by garlic extract during accelerated storage. Food Chemistry, 100, 246-254. https://doi.org/10.1016/j.foodchem.2005.09.049
  19. Jeong, S., Kim, S., Kim, D., Jo, S., Nam, K., Ahn, D., & Lee, S. (2004). Effect of heat treatment on the antioxidant activity of extracts of citrus Food Chemistry, 52, 3389–3393. https://doi.org/10.1021/jf049899k
  20. Kanner, J., Gorelik, S., Roman, S., & Kohen, R. (2012). Protection by polyphenols of post prandial human plasma and low density lipoprotein modification: The stomach as a bioreactor. Journal of Agricultural and Food Chemistry, 60(36), 8790–8796. https://doi.org/10.1021/jf300193g
  21. Keshvari Fard, F., Mokhtarian, M., & Tavakolipour, H. (2020). Evaluation of the effects of peppermint essential oil (Mentha piperita) on oxidative stability of soybean oil. Journal of Food Processing and Preservation, 12(1), 81-94. https://doi.org/10.22069/EJFPP.2020.14431.1463
  22. KozÅ‚owska, M., & GruczyÅ„ska, E. (2018). Comparison of the oxidative stability of soybean and sunflower oils enriched with herbal plant extracts. Chemical Papers, 72, 2607–2615. https://doi.org/10.1007/s11696-018-0516-5
  23. Mazaheri Kalahrodi, M., Bassiri, A., & Jalali, H. (2014). Evaluation of antioxidant properties of essential oil of fennel (Foeniculum vulgare) and its effect on the oxidative stability of soybean oil. Iranian Journal of Biosystem Engineering, 45(2), 131-139. https://doi.org/10.22059/IJBSE.2014.52641
  24. Moghaddam, M., Mehdizadeh, L., Mirzaei Najafgholi, H.,& Ghasemi Pirbalouti, A. (2018). Chemical composition, antibacterial and antifungal activities of seed essential oil of Ferulago angulata. International Journal of Food Properties, 21(1), 158–170. https://doi.org/10.1080/10942912.2018.1437626
  25. Mohammadi, A., & Arabshahi-Delouee, S. (2017). Evaluation of active components and antioxidant activity of essential oil of Boswellia serrata. JFST, 14(63), 107-117. http://fsct.modares.ac.ir/article-7-100-en.html
  26. Mozafarian, V. (1983). The family of umbelliferae in Iran, key and distribution. Research Institute and Ranglands, Tehran, Iran, 35, 387.
  27. Mozafarian (2008). Encyclopedia of Iranian plants. Tehran, Iran: Farhang Moaser Publisher.
  28. Mollaei, S., Sedighi, F., Habibi, B., Hazrati, S., & Asgharian, P. (2019). Extraction of essential oils of Ferulago angulata with microwave-assisted hydrodistillation. Industrial Crops and Products, 137, 43–51. https://doi.org/10.1016/j.indcrop.2019.05.015
  29. Nasiri Takami, S.T. (2015). The antioxidant effect of mentha pulegium extracts on the stability of canola oil during storage conditions. Journal of Applied Environment and Biological Science, 4(11), 112-117.
  30. Nyam, K.L., Wong, M.M., Long, K., & Tan, C.P. (2013). Oxidative stability of sunflower oil supplemented with kenaf seed extract, roselle seed extract and roselle extract, respectively under accelerated storage. International Food Research Journal, 20(2), 695–701.
  31. O’Keefe, S.F., & Pike, O.A. (2010). Fat characterization In: S.S.Nielsen. (Ed.), Food Analysis (4th). New York, NY, USA: Springer Science and Business Media.
  32. Oyaizu, M. (1986). Studies on product of browning reaction prepared from glucose amine. The Japanese Journal of Nutrition and Dietetics, 44(6), 307–315.
  33. Pedraza-Chaverri, J., Cárdenas-Rodríguez, N., Orozco-Ibarra, M., & Pérez-Rojas, J.M. (2008). Medicinal properties of mangosteen (Garcinia mangostana). Food and Chemical Toxicology, 46, 3227–3239. https://doi.org/10.1016/j.fct.2008.07.024
  34. Pizarro, C., Esteban-Díez, I., Rodríguez-Tecedor, S., & González-Sáiz, J.M. (2013). Determination of the peroxide value in extra virgin olive oils through the application of the stepwise orthogonalization of predictors to mid-infrared spectra. Food Control, 34, 158–167. https://doi.org/10.1016/j.foodcont.2013.03.025
  35. Ghasempour, H.R., Shirinpour, E., & Heidari, H. (2007). Analysis by gas chromatography-mass spectrometry of essential oil from seeds and aerial parts of Ferulago angulata (Schlecht.) Boiss gathered in Nevakoh and Shahoo, Zagross Mountain, West of Iran. Pakistan Journal of Biological Sciences, 10(5), 814-817. https://doi.org/3923/pjbs.2007.814.817
  36. Sadeghi, E., Mahtabani, A., Etminan, A., & Karami, F. (2016). Stabilization of soybean oil during accelerated storage by essential oil of ferulago angulata Journal of Food Science and Technology, 53(2), 1199–1204. https://doi.org/10.1007/s13197-015-2078-7
  37. Samadloiy, H.R., Azizi, M.H., & Barzegar, M. (2008). Physico-chemical quality of seeds of pomegranate cultivars (Punica granatum) grown in Iran and antioxidative activity of their phenolic component, Journal of Food Scientist Technology, 45, 190-192.
  38. Shahbazi, Y., Shavisi, N., Karami, N., & Kakaei, S. (2015). Chemical composition and in Vitro antibacterial activity of Ferulago angulata (Schlecht.) Boiss essential oil. Pharmaceutical Sciences, 21, 6-11. https://doi.org/10.15171/PS.2015.10
  39. Siddhuraju, P., & Becker, K. (2003). Antioxidant properties of various solvent extracts of total phenolic constituents from three different agroclimatic origins of Drum sticktree (Moringa oleifera) leaves. Food Chemistry, 51, 4113–4117. https://doi.org/10.1021/jf020444+
  40. Singleton, V.L., & Rossi, J.A. (1965). Colorimetry of total phenolics with phosphomolybdic–phosphotungestic acid reagent. American Journal of Enology and Viticulture, 16, 144–158. https://doi.org/10.5344/ajev.1965.16.3.144
  41. Song, H.S., Ukeda, H., & Sawamura, M. (2001). Antioxidative activities of Citrus peel essential oils and their components against linoleic acid oxidation. Food Science and Technoogy. Research, 7, 50–56. https://doi.org/10.3136/fstr.7.50
  42. Taran, M., Ghasempour, H.R., & Shirinpour, E. (2010). Antimicrobial activity of essential oils of ferulago angulata Carduchorum. Jundishapur Journal of Microbiology, 3(1), 10-14.
  43. Xie, J.H., Shen, M.Y., Xie, M., Nie, S., Chen, Y., & Li, C. (2012). Ultrasonic-assisted extraction, antimicrobial and antioxidant activities of Cyclocarya paliurus (Batal.) Iljinskaja polysaccharides. Carbohydrate Polymers, 89, 177–184. https://doi.org/10.1016/j.carbpol.2012.02.068
  44. Yim, H.S., Chye, F.Y., Liow, M.L., & Ho, C.W. (2013). Antioxidant potential of Pleurotus porrigens extract and application in sunflower oil during accelerated storage. Chiang Mai Journal of Science, 40(1), 34-48.
  45. Ying, Z., Lei, Y., Yuangang, Z., Xiaoqiang, C., Fuji, W., & Fang, L. (2010). Oxidative stability of sunflower oil supplemented with carnosic acid compared with synthetic antioxidants during accelerated storage. Food Chemistry, 118, 656–662. https://doi.org/10.1016/j.foodchem.2009.05.038
  46. Zhishen, J., Mengcheng, T., & Jianming, W. (1999). The determination of flavonoid contents in mulberry and their scavenging effects on superoxide radicals. Food Chemistry, 64, 555-559. https://doi.org/1016/S0308-8146(98)00102-2

 

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