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Comparative Study of Carvones from Various Essential Oils and Their Ability to Increase the Stability of Fat-Containing Products

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Carvone is a key component of essential oils from the Anethum graveolens L. (dill) and Mentha spicata L. (mint) plants. It was obtained in pure form by preparative isolation from the Mentha spicata essential oils. It has been established that essential oils contain carvone in various optically active forms. The essential oil of dill contains d-(R)-carvone (right-rotating isomer form) with a specific rotation of the plane of polarization [α]D + 62.5 + 0.05; mint essential oil from Mentha spicata contains l-(S)-carvone (left-rotating isomer form) with a specific rotation of the plane of polarization [α]D – 63.2 + 0.05. An organoleptic analysis reliably determined the aromatic characteristics of carvone: (S)-carvone of dill essential oil has a spicy aroma of fresh dill, in turn (R)-carvone of mint essential oil from Mentha spicata – has the aroma of cumin with menthol tones. The research of the method of accelerated oxidation proved that the introduction of antioxidants in the form of optical isomers into sunflower oil leads to an increase in the concentration of fat-containing products by 2.4–3.0 times by the values of peroxide number and 1.5–1.7 times by the values of acid number, in comparison with control. Comparing the effect of carvone optical isomers among themselves by the oxidation dynamics of fat-containing products, it was found that in general their protection effect is similar. However, the leftward carvone shows a higher effect on the resistance of sunflower oil as compared with the rightward carvone. Except for the protection from oxidation, the optical isomers of carvone can have a physiological effect on a human body. Thus, the optical isomers of carvone can add certain aromas to foodstuffs, and when functional fat-containing products are created, it is possible to use both optical forms of carvone, depending on the orientation of a new functional product.
Rocznik
Strony
239--248
Opis fizyczny
Bibliogr. 38 poz., rys., tab.
Twórcy
  • National University of Food Technologies, Volodymyrska str., 68, 01601 Kyiv, Ukraine
  • National University of Food Technologies, Volodymyrska str., 68, 01601 Kyiv, Ukraine
  • National Botanical Garden of NAS of Ukraine, Timiryazevska Str., 1, 01014 Kyiv, Ukraine
  • National Universities of Life and Environmental Sciences of Ukraine, Heroyiv Oborony Str. 15, 03041 Kyiv, Ukraine
  • National University of Food Technologies, Volodymyrska str., 68, 01601 Kyiv, Ukraine
  • Sumy National Agrarian University, G. Kondratieva Str. 160, 40000 Sumy, Ukraine
Bibliografia
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  • 2. Babushkina A.V. 2009. Optically pure compounds are the key to the future. Ukrainian Medical Journal, 5, 73. URL: https://www.umj.com.ua/wp/wp-content/uploads/archive/73/pdf/1510_rus.pdf?upload= (In Russian).
  • 3. Bacherikov V.A. 2011. Carvone. Scientific bulletin of the international humanities university, 2, 62–66. URL: http://nbuv.gov.ua/UJRN/Nvmgu_medf_2011_2_13 (in Ukrainian).
  • 4. Badr A.N., Nada F., Shehata M.G. and Amra H.A. 2017. Anti-mycotic and anti-mycotoxigenic properties of Egyptian Dill. Journal of Applied Sciences, 17, 184–195. DOI: 10.3923/jas.2017.184.195
  • 5. Chahal K.K., Monika A.K., Kumar A., Bhardwaj U. and Kaur R. 2017. Chemistry and biological activities of Anethum graveolens L. (dill) essential oil: A review. Journal of Pharmacognosy and Phytochemistry, 6 (2), 295–306. https://www.phytojournal.com/archives/2017/vol6issue2/PartF/6-2-67-817.pdf
  • 6. Dima C. and Dima S. 2015. Essential oils in foods: extraction, stabilization, and toxicity. Current Opinion in Food Science, 5, 29–35. DOI: 10.1016/j.cofs.2015.07.003
  • 7. Dunning T. 2013. Aromatherapy: overview, safety and quality issues. OA Alternative Med, 1 (1), 1–6. URL: http://www.oapublishinglondon.com/images/article/pdf/1393742229.pdf
  • 8. El-Seedi, H.R., Khattab, A., Gaara, A.H.M., Mohamed, T.K., Hassan, N.A., and El-kattan, A.E. 2008. Essential oil analysis of Micromeria nubigena H.B.K. and its antimicrobial activity. Journal of Essential Oil Research, 20 (5), 452–456. https://doi.org/10.1080/10412905.2008.9700057
  • 9. Evlash V.V., Kuznetsova T.O. 2015. Chemistry of aroma-forming substances. Teaching manual / electron. data. Kharkiv : KhDUHT (in Ukrainian).
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  • 11. Foda M.I., El-Sayed M.A., Hassan A.A., Rasmy N.M. and El-Moghazy M.M. 2010. Effect of Spearmint Essential Oil on Chemical Composition and Sensory Properties of White Cheese. Journal of American Science, 6 (5), 272–279.
  • 12. Foster R., Williamson C.S. and Lunn J. Culinary oils and their health effects. 2009. British Nutrition Foundation Nutrition Bulletin, 34, 4–47. URL: https://www.nutrition.org.uk/attachments/113_Culinary%20oils%20and%20their%20health%20effects.pdf
  • 13. Franz C.M. 2010. Essential oil research: past, present and future. Flavour and fragrance journal, 25 (3), 112–118. https://doi.org/10.1002/ffj.1983
  • 14. Frasnelli J., Hummel C., Bojanowski V., Warr J., Gerber J. and Humme T. 2015. Food-related odors and the reward circuit: Functional MRI. Chemosensory perception, 8 (4), 192–200. https://doi.org/10.1007/s12078-015-9193-8
  • 15. Frolova N., Uktainets A., Korablova O. and Voitsekhivskyi V. 2019. Plants of Nepeta cataria var citriodora Beck. and essential oils from them for food industry. Potravinarstvo Slovak Journal of Food Sciences, 13 (1), 449–455. https://doi.org/10.5219/1109 (in Ukrainian).
  • 16. Frolova, N.E., Chepel, N.V., Naumenko, K.A. and Usatyuk E.M. 2013. Study of the isolation of aromatic components of essential oils by preparative chromatography. Scientific journal SPb NIUITMO. Saint Petersburg: SPb. NIUITMO. 1 (in Russian). URI: http://dspace.nuft.edu.ua/jspui/handle/123456789/7696
  • 17. Frolova, N.E. and Usatyuk, E.M. 2014. Development of techniques for capillary chromatography of terpene hydrocarbons and oxygenated of essential oils. Eastern European Journal of Advanced Technologies, 5 (11/71), 57-62. URL: http://nbuv.gov.ua/UJRN/Vejpte_2014_5(11)__13.
  • 18. Gindullina T.M. and Dubova N.M. 2010. Chromatographic methods of analysis: a textbook. Publishing house of Tomsk polytechnic university (in Russian). URL: https://portal.tpu.ru/SHARED/o/OAA/academic/Tab2/Chromatography_posobie.pdf
  • 19. Gupta M.K. 2002. Sunflower oil. Vegetable oils in food technology. In: Vegetable Oils in Food Technology Composition, Properties and Uses, (Ed. Gunstone F.D.). Blackwell Publishing: Oxford. 128–156.
  • 20. Kovalenko N.A., Supichenko G.N., Leontiev V.N., Shutova A.G. and Klyuchnik O.K. 2009. Identification and determination of optically active components of essential oil Coriandrum sativum L. Proceedings of the Belarusian state technological university. Series 4: chemistry, organic technology and biotechnology, 1 (4), 123–135 (in Russian). URL: https://cyberleninka.ru/article/n/identifikatsiya-i-opredelenie-opticheski-aktivnyh-komponentov-efirnogo-masla-c-oriandrum-sativum-l-1/viewer
  • 21. Kondratyuk T.A. and Zykova I.D. 2013. Essential oils of spice plants. The successes of modern natural science, 9, 135–139 (in Russian. URL: URL: http://www.natural-sciences.ru/ru/article/view?id=32898
  • 22. Korablova О.А. and Rakhmetov D.B. 2012. Useful plants in Ukraine: From introduction to use. Kiev: Phytosociocenter (in Russian).
  • 23. Lawrence B.M. 2009. A preliminary report on the world production of some selected essential oils and countries. Perfumer & Flavorist, 34 (1), 38–44. URL: https://media.allured.com/documents/PF_34_01_038_07.pdf
  • 24. Lorenzo J.M., Munekata P.E.S., Baldin J.C., Franco D., Domínguez R. and Trindade M.A. 2017. The use of natural antioxidants to replace chemical antioxidants in foods. Strategies for obtaining healthier foods; Nova Science Publishers, Inc.: New York, USA. 205–228.
  • 25. Misharina T.A., Terenina M.B., Krikunova N.I. and Kalinichenko M.A. 2010. Influence of the composition of lemon essential oils on their antioxidant properties and component stability. Chemistry of plant raw materials, 1, 87–92 (in Russian). https://cyberleninka.ru/article/n/vliyanie-sostava-efirnyh-masel-limona-na-ih-antioksidantnye-svoystva-i-stabilnost-komponentov/viewer
  • 26. Modzelewska A., Sur S., Kumar S.K. and Khan S.R. 2005. Sesquiterpenes: Natural products that decrease cancer growth. Curr. Med.Chem. Anti-cancer Agents, 5 (5), 477–499. https://doi.org/10.2174/1568011054866973
  • 27. Munekata P.E.S., Gullón B., Pateiro M., Tomasevic I., Domínguez R. and Lorenzo J.M. 2020. Natural antioxidants from seeds and their application in meat roducts. Antioxidants, 9 (9), 815–825. https://doi.org/10.3390/antiox9090815
  • 28. Nahas R.I. 2012. Natural antioxidants as food and beverage ingredients. Natural Food Additives, Ingredients and Flavourings. Woodhead Publishing: Sawston/Cambridge, UK, 100–126.
  • 29. Oswell N.J., Thippareddi H. and Pegg R.B. 2018. Practical use of natural antioxidants in meat products in the U.S.: A review. Meat Sci, 145, 469–479. https://doi.org/10.1016/j.meatsci.2018.07.020
  • 30. Ponomareva E.I., Molokhova E.I. and Kholov A.K. 2015. Using of essential oils in pharmacy. Modern problems of science and education, 4, 1–8 (in Russian). URL: http://www.science-education.ru/ru/article/view?id=21156
  • 31. Rabotyagov V.D, Khlypenko L.A., Svidenko L.V. and Logvinenko I.E. 2011. New varieties of aromatic and medicinal plants breeding by Nikitsky Botanical Garden. Proceedings of the Nikitsky Botanical Garden, 133, 5–17 (in Russian). http://scbook.nbgnsc.ru/download/133/133.pdf
  • 32. Samusenko A.L. 2011. Investigation of the antioxidant activity of essential oils of lemon, pink grapefruit, coriander, clove and their mixtures by capillary gas chromatography. Chemistry of plant raw materials, 3, 107–112 (in Russian). https://cyberleninka.ru/article/n/issledovanie-antioksidantnoy-aktivnostiefirnyh-masel-limona-rozovogo-greypfruta-koriandra-gvozdiki-i-ih-smesey-metodom-kapillyarnoy/viewer
  • 33. SStU 4653: 2006. Essential oil from dill. Specifications. (State Standard of Ukraine) (in Ukrainian).
  • 34. SStU ISO 3033-2002. Essential oil of mint (Mentha spicata Linnaeus). (State Standard of Ukraine) (in Ukrainian).
  • 35. SStU ISO 6886-2003. Animal and vegetable fats and oils. Determination of resistance to oxidation. Accelerated oxidation test. (State Standard of Ukraine) (in Ukrainian).
  • 36. Sizova, N.V. 2012. Composition and antioxidant activity of essential oils containing azulene derivatives. Pharmaceutical Chemistry Journal, 46 (6), 42–44 (in Russian).
  • 37. Tolba K.H., Youssef S.M. and Abd-Elwahab E.S. 2008. Physicochemical properties and its application of dill (Anethum graveolens) and parsley (Petroselinum sativum) and their essential oils. Arab Univ. J. Agric. Sci, 16 (2), 379–387. DOI: 10.21608/AJS.2008.14953
  • 38. Wagner G. 1894. Zur oxidation cyklischer Verbindungen. (On the oxidation of cyclic compounds). Berichte der Deutschen chemischen Gesellschaft zu Berlin, 27, 2270–2276. URL: https://gallica.bnf.fr/ark:/12148/bpt6k90735d/f492.image.langEN
Uwagi
Opracowanie rekordu ze środków MNiSW, umowa Nr 461252 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2021).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-160c88e5-7a48-4f17-8688-a1adbc63d6d1
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