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Effect of biologically active substances on oxidative stability of flaxseed oil

Abstract

The enrichment of flaxseed oil, which is a valuable plant source of PUFA omega-3, fat-soluble vitamins and other biologically active substances (BAS), makes it possible to strengthen the therapeutic and prophylactic effect of flaxseed oil. The study of the effect of BAS additives on the oxidative stability of flaxseed oil is an important step in the process of creating products based on enriched flaxseed oil. Experiments were conducted to investigate the influence of added BAS (coenzyme Q10, β-carotene, lutein, zeaxanthin, α-tocopherol, α-tocopherol acetate, cholecalciferol, selenomethionine) on flaxseed oil oxidation stability. Kinetic data on accumulation of primary and secondary oxidation products, free fatty acids in flaxseed oil, as well as the consumption of BAS added to the oil during its storage, were obtained. Experimental results showed that the BAS could have both antioxidant and pro-oxidant properties depending on their chemical structure and concentration. Coenzyme Q10, carotenoids and selenomethionine at concentrations higher than 100, 10 and 0.5 mg/100 g respectively, accelerate significantly (p < 0.05) the oxidation of flaxseed oil. An addition of 5 mg/100 g β-carotene inhibits formation of flaxseed oil oxidation products. The co-influence of synthetic and natural oxidation inhibitors with BAS on oxidative stability of flaxseed oil was studied. The fat-soluble esters of ascorbic acid and their compositions with natural antioxidants based on beans and soybeans appeared to be effective and safe stabilizers of flaxseed oil enriched with BAS. Resulting from the studies, new oxidation–resistant functional food products based on flaxseed oil are launched into manufacturing.

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References

  • Aman R, Biehl J, Carle R, Conrad J, Beifuss U, Schieber A (2005) Application of HPLC coupled with DAD, APcI-MS and NMR to the analysis of lutein and zeaxanthin stereoisomers in thermally processed vegetables. Food Chem 92(4):753–763

    CAS  Article  Google Scholar 

  • Anguelova T, Warthesen J (2000) Degradation of lycopene, β-carotene, and α-carotene during lipid peroxidation. J Food Sci 65(1):71–75

    CAS  Article  Google Scholar 

  • Brenneisen P, Steinbrenner H, Sies H (2005) Selenium, oxidative stress, and health aspects. Mol Aspects Med 26(4–5):256–267

    CAS  Article  Google Scholar 

  • Burton GW, Ingold KU (1984) β-Carotene: an unusual type of lipid antioxidant. Science 224(4649):569–573

    CAS  Article  Google Scholar 

  • Choe E, Min DB (2006) Mechanisms and factors for edible oil oxidation. Compr Rev Food Sci Food Saf 5:169–186

    CAS  Article  Google Scholar 

  • Choong Y-M, Lin H-J, Chen C-W, Wang M-L (1999) A rapid gas chromatographic method for direct determination of free sterols in animal and vegetable fats and oils. J Food Drug Anal 7(4):279–290

    CAS  Google Scholar 

  • Connor WE (2000) Importance of n-3 fatty acids in health and disease. Am J Clin Nutr 71(1 Suppl):171S–175S

    CAS  Article  Google Scholar 

  • Cooke MS, Evans MD, Mistry N, Lunec J (2002) Role of dietary antioxidants in the prevention of in vivo oxidative DNA damage. Nutr Res Rev 15(1):19–41

    CAS  Article  Google Scholar 

  • EFSA (European Food Safety Authority) (2017) Dietary reference values for micronutrients (E15121)

  • Elisia I, Young JW, Yuan YV, Kitts DD (2013) Association between tocopherol isoform composition and lipid oxidation in selected multiple edible oils. Food Res Int 52(2):508–514

    CAS  Article  Google Scholar 

  • Ernster L, Dallner G (1995) Biochemical, physiological and medical aspects of ubiquinone function. Biochim Biophys Acta 1271(1):195–204

    Article  Google Scholar 

  • Halliwell B, Gutteridge JMC (2007) Free radicals in biology and medicine. Univesity Press, Oxford

    Google Scholar 

  • Henry LK, Catignani GL, Schwartz SJ (1998) The influence of carotenoids and tocopherols on the stability of safflower seed oil during heat-catalyzed oxidation. J Am Oil Chem Soc 75(10):1399–1402

    CAS  Article  Google Scholar 

  • Holick MF (2004) Vitamin D: importance in the prevention of cancers, type 1 diabetes, heart disease, and osteoporosis. Am J Clin Nutr 79(3):362–371

    CAS  Article  Google Scholar 

  • Iannone A, Rota C, Bergamini S, Tomasi A, Canfield LM (1998) Antioxidant activity of carotenoids: an electron-spin resonance study on β-carotene and lutein interaction with free radicals generated in a chemical system. J Biochem Mol Toxicol 12(5):299–304

    CAS  Article  Google Scholar 

  • ISO 6886 (2016) Animal and vegetable fats and oils. Determination of oxidative stability (accelerated oxidation test). International Standards Organization, Geneva, Switzerland

  • ISO 12966–2 (2011) Animal and vegetable fats and oils–gas chromatography of fatty acid methyl esters—part 2: preparation of methyl esters of fatty acids. International Standards Organization, Geneva

    Google Scholar 

  • ISO 3960 (2007) Animal and vegetable fats and oils. Determination of peroxide value—iodometric (visual) endpoint determination. International Standards Organization, Geneva, Switzerland

    Google Scholar 

  • ISO 3961 (2013) Animal and vegetable fats and oils. Determination of iodine value. International Standards Organization, Geneva

    Google Scholar 

  • ISO 660 (2009) Animal and vegetable fats and oils. Determination of acid value and acidity. International Standards Organization, Geneva

    Google Scholar 

  • ISO 6885 (2006) Animal and vegetable fats and oils. Determination of anisidine value. International Standards Organization, Geneva

    Google Scholar 

  • ISO 9936, Cor.1 (2008) Animal and vegetable fats and oils. Determination of tocopherol and tocotrienol contents by high performance liquid chromatography. International Standards Organization, Geneva

    Google Scholar 

  • Kamal-Eldin A, Appelqvist L-A (1996) The chemistry and antioxidant properties of tocopherols and tocotrienols. Lipids 31(7):671–701

    CAS  Article  Google Scholar 

  • Lee JH, Ozcelik B, Min DB (2003) Electron donation mechanisms of β-carotene as a free radical scavenger. J Food Sci 68(3):861–865

    CAS  Article  Google Scholar 

  • Niki E (1996) α-Tocopherol. In: Cadenas E, Pacher L (eds) Handbook of antioxidants. Marcel Dekker Inc., New York, pp 3–25

    Google Scholar 

  • Palozza P, Krinsky NI (1992) β-Carotene and α-tocopherol are synergistic antioxidants. Arch Biochem Biophys 297(1):184–187

    CAS  Article  Google Scholar 

  • Pan A, Chen M, Chowdhury R, Wu JH, Sun Q, Campos H et al (2012) α-Linolenic acid and risk of cardiovascular disease: a systematic review and meta-analysis. Am J Clin Nutr 96(6):1262–1273

    CAS  Article  Google Scholar 

  • Qu J, Kaufman Y, Washington I (2009) Coenzyme Q10 in the human retina. Invest Ophthalmol Vis Sci 50(4):1814–1818

    Article  Google Scholar 

  • Quinn PJ, Fabisiak JP, Kagan VE (1999) Expansion of antioxidant function of vitamin E by coenzyme Q. BioFactors 9(2–4):149–154

    CAS  Article  Google Scholar 

  • Sarmiento A, Diaz-Castro J, Pulido-Moran M, Kajarabille N, Guisado RJ, Ochoa J (2016) Coenzyme Q10 supplementation and exercise in healthy humans: a systematic review. Curr Drug Metab 17(4):345–358

    CAS  Article  Google Scholar 

  • Schultz TW, Yarbrough JW (2004) Trends in structure-toxicity relationships for carbonyl-containing α, β-unsaturated compounds. SAR QSAR Environ Res 15(2):139–146

    CAS  Article  Google Scholar 

  • Shadyro OI, Sosnovskaya AA, Edimecheva IP (2017) Flaxseed oil stabilization using natural and synthetic antioxidants. Eur J Lipid Sci Technol 119:10. https://doi.org/10.1002/ejlt.201700079

    CAS  Article  Google Scholar 

  • Simopoulos AP (2002) The importance of the ratio of omega-6/omega-3 essential fatty acids. Biomed Pharmacol J 56(8):365–379

    CAS  Article  Google Scholar 

  • Storozhok NM, Khrapova NG, Burlakova EB (1995) Intermolecular interactions of components of natural lipids during oxidation. Khimicheskaya Fizika [Chemical Physics] 14:29–46 (In Russian)

    CAS  Google Scholar 

  • Thompson LU, Cunnane SC (eds) (2003) Flaxseed in human nutrition, 2nd edn. AOCs PN Press, Champaign

    Google Scholar 

  • Tsuchihashi H, Kigoshi M, Iwatsuki M, Niki E (1995) Action of β-carotene as an antioxidant against lipid peroxidation. Arch Biochem Biophys 323(1):137–147

    CAS  Article  Google Scholar 

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Correspondence to Oleg Shadyro.

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Shadyro, O., Sosnovskaya, A. & Edimecheva, I. Effect of biologically active substances on oxidative stability of flaxseed oil. J Food Sci Technol 57, 243–252 (2020). https://doi.org/10.1007/s13197-019-04054-4

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  • DOI: https://doi.org/10.1007/s13197-019-04054-4

Keywords

  • Flaxseed oil
  • Oxidative stability
  • Biologically active substances
  • Antioxidants
  • Functional food