Journal of the Korean Society of Food Science and Nutrition (한국식품영양과학회지)

The Korean Society of Food Science and Nutrition (한국식품영양과학회)
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Isolation and Identification of an Antioxidant Substance from Heated Onion (Allium cepa L.)

열처리 양파로부터 항산화물질의 분리동정

  • Hwang, In-Guk (Dept. of Agro-food Resources, National Academy of Agricultural Science, Rural Development Administration) ;
  • Kim, Hyun-Young (Dept. of Food Science and Technology, Chungbuk National University) ;
  • Lee, Sang-Hoon (Dept. of Food Science and Technology, Chungbuk National University) ;
  • Hwang, Cho-Rong (Dept. of Food Science and Technology, Chungbuk National University) ;
  • Oh, Seung-Hee (Dept. of Food Science and Technology, Chungbuk National University) ;
  • Woo, Koan-Sik (Dept. of Functional Crop, National Institute of Crop Science, Rural Development Administration) ;
  • Kim, Dae-Joong (Laboratory of Cancer Prevention, College of Veterinary Medicine, Chungbuk National University) ;
  • Lee, Jun-Soo (Dept. of Food Science and Technology, Chungbuk National University) ;
  • Jeong, Heon-Sang (Dept. of Food Science and Technology, Chungbuk National University)
  • Received : 2011.01.24
  • Accepted : 2011.02.27
  • Published : 2011.03.31
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Abstract

The objectives of this study were to identify antioxidant substance in heated onion. The isolation of active compound was performed in three steps: silica gel column chromatography, preparative TLC, and preparative HPLC. The structure of the purified compound was determined using spectroscopic methods, i.e., ultraviolet, mass spectrometry, $^1H$-NMR, $^{13}C$-NMR, and DEPT. The antioxidant activities of isolated compound were evaluated and compared with $\alpha$-tocopherol, ascorbic acid, and butylated hydroxytoluene (BHT) using DPPH and ABTS assay. The isolated compound was identified as 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one(DDMP). The DPPH radical-scavenging activity ($IC_{50}$) of the DDMP was in the following order: ascorbic acid (45.3 ${\mu}g/mL$)>$\alpha$-tocopherol (69.2 ${\mu}g/mL$)>DDMP (241.6 ${\mu}g/mL$)>BHT (268.0 ${\mu}g/mL$). In addition, DDMP showed strong ABTS radical-scavenging activity of 569.0 mg AA eq/g.

열처리한 양파 착즙액의 ethyl acetate 분획물로부터 항산화물질을 분리 동정하기 위하여 1, 2차 silica gel column chromatography, preparative TLC 및 HPLC를 이용하여 항산화활성 물질을 분리 정제하였다. GC/MSD, $^1H$-NMR 및 $^{13}C$-NMR spectrum 결과로부터 구조 동정한 결과 분리된 물질은 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one(DDMP)으로 확인되었다. DDMP의 항산화활성의 $IC_{50}$값은 241.6 ${\mu}g/mL$이었으며, vitamin E의 69.2 ${\mu}g/mL$와 C의 45.3 ${\mu}g/mL$보다는 낮은 활성을 보였고 BHT의 268.0 ${\mu}g/mL$보다는 높은 활성을 보였지만 유의적인(p>0.05) 차이는 나타나지 않았다. 추후 DDMP를 기능성물질로 활용하기 위하여 다양한 생리활성 평가가 필요할 것으로 생각된다.

Keywords

References

  1. Kim JK, Seo Y, Noh SK, Cha YJ. 2010. A concentrated onion extract lowers serum lipid levels in rats fed a high-fatdiet. Korean J Food Preserv 17: 398-404.
  2. Kwak HJ, Kwon YJ, Jeong PH, Kwon JH, Kim HK. 2000.Physiological activity and antioxidative effect of methanolextract from onion (Allium cepa L.). J Korean Soc FoodSci Nutr 29: 349-355.
  3. Shon MY, Choi SD, Kahng GG, Nam SH, Sung NJ. 2004.Antimutagenic, antioxidant and free radical scavenging activity of ethyl acetate extracts from white, yellow and red onions. Food Chem Toxicol 42: 659-666. https://doi.org/10.1016/j.fct.2003.12.002
  4. Kim SJ, Kim GH. 2006. Quantification of quercetin in different parts of onion and its DPPH radical scavenging and antibacterial activity. Food Sci Biotechnol 15: 39-43.
  5. Xiao H, Parkin KL. 2007. Isolation and identification of potential cancer chemopreventive agents from methanolic extracts of green onion (Allium cepa). Phytochemistry 68:1059-1067. https://doi.org/10.1016/j.phytochem.2007.01.021
  6. Saleheen D, Ali SA, Yasinzai MM. 2004. Antileishmanial activity of aqueous onion extract in vitro. Fitoterapia 75: 9-13. https://doi.org/10.1016/j.fitote.2003.07.010
  7. Nho JW, Hwang IG, Joung EM, Kim HY, Chang SJ, JeongHS. 2009. Biological activities of Magnolia denudata Desr. flower extracts. J Korean Soc Food Sci Nutr 38: 1478-1484. https://doi.org/10.3746/jkfn.2009.38.11.1478
  8. Park YO, Lim HS. 2009. Antioxidant activities of bamboo(Sasa borealis) leaf extract according to extraction solvent.J Korean Soc Food Sci Nutr 38: 1640-1648. https://doi.org/10.3746/jkfn.2009.38.12.1640
  9. Choi Y, Lee SM, Chun J, Lee HB, Lee J. 2006. Influence of heat treatment on the antioxidant activities and polyphenoliccompounds of shiitake (Lentinus edodes) mushroom.Food Chem 99: 381-387. https://doi.org/10.1016/j.foodchem.2005.08.004
  10. Kwon OC, Woo KS, Kim TM, Kim DJ, Hong JT, Jeong HS.2006. Physicochemical characteristics of garlic (Allium sativum L.) on the high temperature and pressure treatment.Korean J Food Sci Technol 38: 331-336.
  11. Hwang IG, Woo KS, Kim TM, Kim DJ, Yang MH, JeongHS. 2006. Change of physicochemical characteristics of Korean pear (Pyrus pyrifolia Nakai) juice with heat treatmentconditions. Korean J Food Sci Technol 38: 342-347.
  12. Woo KS, Jang KI, Kim KY, Lee HB, Jeong HS. 2006.Antioxidative activity of heat treated licorice (Glycyrrhiza uralensis Fisch) extracts. Korean J Food Sci Technol 38:355-360.
  13. Lee SH, Hwang IG, Lee YR, Joung EM, Jeong HS, Lee HB.2009. Physicochemical characteristics and antioxidant activityof heated radish (Raphanus sativus L.) extracts. JKorean Soc Food Sci Nutr 38: 490-495. https://doi.org/10.3746/jkfn.2009.38.4.490
  14. Kim HY, Woo KS, Hwang IG, Lee YR, Jeong HS. 2008.Effects of heat treatments on the antioxidant activities of fruits and vegetables. Korean J Food Sci Technol 40: 166-170.
  15. Woo KS, Hwang IG, Kim TM, Kim DJ, Hong JT, JeongHS. 2007. Changes in the antioxidant activity of onion (Allium cepa) extracts with heat treatment. Food Sci Biotechnol 16: 828-831.
  16. Lee YR, Hwang IG, Woo KS, Kim DJ, Hong JT, Jeong HS.2007. Antioxidative activities of the ethyl acetate fractionfrom heated onion (Allium cepa). Food Sci Biotechnol 16:1041-1045.
  17. Hwang IG, Woo KS, Kim DJ, Hong JT, Hwang BY, LeeYR, Jeong HS. 2007. Isolation and identification of an antioxidant substance from heated garlic (Allium sativum L.).Food Sci Biotechnol 16: 963-966.
  18. Lanzotti V. 2006. The analysis of onion and garlic. J Chromatogr A 1112: 3-22. https://doi.org/10.1016/j.chroma.2005.12.016
  19. Moon HI, Ahn KT, Lee KR, Zee OP. 2000. Flavonoid compounds and biological activities on aerial parts of Angelica gigas. Yakhak Hoeji 44: 119-127.
  20. Kim MO, Baltes W. 1996. On the role of 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one in the Maillard reaction. J Agric Food Chem 44: 282-289. https://doi.org/10.1021/jf950208h
  21. Wagner KH, Herr SDM, Elmadfa WSI. 2002. Antioxidative potential of melanoidins isolated from a roasted glucoseglycine model. Food Chem 78: 375-382. https://doi.org/10.1016/S0308-8146(02)00200-5
  22. Lee YG. 2006. Study of reaction products and color changes in glutamine-glucose model system during heating. JKorean Soc Food Sci Nutr 35: 881-885. https://doi.org/10.3746/jkfn.2006.35.7.881
  23. Ban JO, Hwang IG, Kim TM, Hwang BY, Lee US, JeongHS, Yoon YW, Kim DJ, Hong JT. 2007. Anti-proliferate and pro-apoptotic effects of 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyranone through inactivation of NF-κB inhuman colon cancer cells. Arch Pharm Res 30: 1455-1463. https://doi.org/10.1007/BF02977371

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