Resveratrol Extraction from Grape Fruit Stem and its Antioxidant Activity

포도 송이가지를 이용한 레스베라트롤의 추출 및 항산화 활성

  • Cho, Cheol-Hee (Department of Food and Biotechnology, Center for Food Function and Safety & Basic Science Institute, Hoseo University) ;
  • Kim, So-Young (Department of Food and Biotechnology, Center for Food Function and Safety & Basic Science Institute, Hoseo University) ;
  • Yoo, Gui-Jae (Department of Food and Biotechnology, Center for Food Function and Safety & Basic Science Institute, Hoseo University) ;
  • Son, Min-Hee (Department of Food and Biotechnology, Center for Food Function and Safety & Basic Science Institute, Hoseo University) ;
  • Park, Keun-Hyoung (Department of Food and Biotechnology, Center for Food Function and Safety & Basic Science Institute, Hoseo University) ;
  • Lim, Byung-Lak (H & BT Korea Co., Ltd) ;
  • Kim, Dong-Chung (Institute of Basic Science, Sungkyunkwan University) ;
  • Chae, Hee-Jeong (Department of Food and Biotechnology, Center for Food Function and Safety & Basic Science Institute, Hoseo University)
  • 조철희 (호서대학교 식품생물공학과, 식품기능안전연구센터 및 기초과학연구소) ;
  • 김소영 (호서대학교 식품생물공학과, 식품기능안전연구센터 및 기초과학연구소) ;
  • 유귀재 (호서대학교 식품생물공학과, 식품기능안전연구센터 및 기초과학연구소) ;
  • 손민희 (호서대학교 식품생물공학과, 식품기능안전연구센터 및 기초과학연구소) ;
  • 박근형 (호서대학교 식품생물공학과, 식품기능안전연구센터 및 기초과학연구소) ;
  • 임병락 ((주)에이치앤비티코리아) ;
  • 김동청 (성균관대학교 기초과학연구소) ;
  • 채희정 (호서대학교 식품생물공학과, 식품기능안전연구센터 및 기초과학연구소)
  • Published : 2008.03.31

Abstract

The extraction conditions for resveratrol production from grape fruit stem, which is a by-product of grape processing, were optimized to develop high-functional grape-based products. Additionally, the bioefficacy of grape fruit stem extract (GFSE) as an antioxidant agent was evaluated. Resveratrol was extracted using various experimental conditions such as extractant type, extractant concentration, raw material-extractant ratio, extraction time and temperature, and the results were analyzed using a statistical program (SPSS). The resveratrol yield was the highest when 80% ethanol with a raw-material-extractant ratio of 1:10 (w/v) was used. In addition, the optimal temperature and time were selected as $60^{\circ}C$ and 90 min, respectively. When the antioxidant activity was analyzed and expressed as DPPH radical scavenging activity and SOD-like activity, the antioxidant activity of GFSE was higher than that of BHT, BHA and L-ascorbic acid. Finally, it was found that GFSE could be used as a raw material for the production of high antioxidant agents.

폐기물로 버려지는 식품가공 부산물의 부가가치를 높여 포도 유래 기능성 소재를 생산하기 위한 목적으로 포도 송이가지로부터 레스베라트롤의 추출 조건을 최적화하였고 포도 송이가지 추출물(grape fruit stem extract, GFSE)의 생리활성을 평가하였다. 총 폴리페놀 및 레스베라트롤의 추출 조건으로서 추출 용매(메탄올과 에탄올), 시료와 용매의 처리 비율(w/v), 추출 온도 및 추출 시간이 레스베라트롤 추출 수율에 미치는 영향을 실험적으로 검토하고 통계프로그램을 이용하여 유의성을 평가하였다. 포도 송이가지로부터의 레스베라트롤 추출 조건을 최적화 한 결과, 80%의 에탄올에서 1:lO(w/v)의 용매의 비로 $60^{\circ}C$에서 90분을 추출하는 것이 가장 높은 추출수율을 나타냈다. 또한 포도 송이가지 추출물(GFSE)과 다른 항산화 물질의 생리활성 비교분석을 실시하였다. DPPH법에 의한 전지공여능과 SOD 유사활성으로 측정한 항산화 활성분석결과, 포도 송이가지 추출물은 비교물질로 사용된 항산화 물질들에 비해 높은 항산화능을 보였다. 결과적으로 본 연구에서 제조된 포도 송이가지 추출물은 항산화능이 높은 건강기능식품 및 화장품 소재로 주목받고 있는 레스베라트롤 소재로서 사용할 수 있음을 확인하였다.

Keywords

References

  1. Gorham, J. (1980) The stilbenoids. Prog. Phytochem., 6, 203-209
  2. Siemann, E. H. and Creasy, L. L. (1992) Concentration of the phytoalexin resveratrol in wine. Am. J. Enol. Vitic., 43, 49-52
  3. Kim, H. J., Chang, E. J., Cho, S. H. and Shin, K. C. (2002) Antioxidative activity of resveratrol and its derivatives isolated from seeds of Paeonia lactiflora. Biosci. Biotechnol. Biochem., 66, 1990-1993 https://doi.org/10.1271/bbb.66.1990
  4. Lee, E. J., Min, H. Y., Park, H. J., Chung, H. J., Kim, S. H., Han, Y. N. and Lee, S. K. (2004) G2/M cell cycle arrest and induction of apoptosis by a stilbenoid, 3, 4, 5-trimethyoxyl-4'- bromo-cis-stilbene, in human lung cancer cells. Life Sci., 75, 2829-2839 https://doi.org/10.1016/j.lfs.2004.07.002
  5. Filip, V., Plockova, M., Smidrkal, J., Spickova, Z., Melzoch, K. and Schmidt, S. (2003) Resveratrol and its antioxidant and antimicrobial effectiveness. Food Chem., 83, 585-593 https://doi.org/10.1016/S0308-8146(03)00157-2
  6. Yoo, M. A., Chung, H. K. and Kang, M. H. (2004) Optimal extract methods of antioxidant compounds from coat of grape dreg. Kor. J. Food Sci. Technol., 36, 134-140
  7. Park, S. J., Lee, H. Y. and Oh, D. H. (2003) Free radical scavernging effect of seed and skin extracts from cambell early grape (Vitis labruscana B.). J. Kor. Soc. Food Sci. Nutr., 32, 115-118 https://doi.org/10.3746/jkfn.2003.32.1.115
  8. Jang, J. H. and Ham, J. Y. (2002) The antioxidant ability of grape seed extracts. Kor. J. Food Sci. Technol., 34, 524-528
  9. Kim, D. J., Kim, S. K. and Kim, M. H. (2003) Analysis of trans-resveratrol contents of grape and grape products consumed in Korea. Kor. J. Sci. Technol., 35, 764-768
  10. Cho, Y. J., Kim, J. E., Chun, H. S., Kim, C. T., Kim, S. S. and Kim, C. J. (2003) Contents of resveratrol in different parts of grapes. Kor. J. Sci. Technol., 35, 306-308
  11. Kim, H. B., Kim, J. B. and Kim, S. L. (2005) Varietal analysis and quantification of resveratrol in mulberry fruits. Kor. J. Seric. Sci., 47, 51-55
  12. Lee, M. J., Cheong, Y. K., Kim, H. S., Park, K. H. and Suh, D. Y. (2003) Trans-resveratrol content of varieties and growth period in peanut. Kor. J. Crop Sci., 48, 429-433
  13. Lim, J. D., Yun, S. J., Lee, S. J. and Chung, I. M. (2004) Comparison of resveratrol contents in medicinal plants. Kor. J. Med. Crop Sci., 12, 136-170
  14. Lee, S. S., Seo, S. J., Lee, B. Y., Lee, H. B. and Leem, J. S. (2005) Optimization for the post-harvest induction of transresveratrol by soaking treatment in raw peanuts. J. Kor. Soc. Food Sci. Nutr., 34. 567-571 https://doi.org/10.3746/jkfn.2005.34.4.567
  15. Kim, H. J., Chang, E. J., Bae, S. J., Shim, S. M., Park, H. D., Rhee, C. H., Park, H. J. and Choi, S. W. (2002) Cytotoxic and antimutagenic stilbenes from seeds of Paeonia lactiflora. Arch. Pharm. Res., 25, 293-299 https://doi.org/10.1007/BF02976629
  16. Kim, H. J., Ha, S. C. and Choi, S. W. (2002) Inhibition of tyrosinase and lipoxygenase activities by resveratrol and its derivatives from seeds of Paeonia lactiflora. Nutr. Food, 7, 447-450
  17. Counet, C., Callelmien, D. and Collin, S. (2005) Cholcolate and cocoa: new source of trans-resveratrol and trans-piceid. Food Chem., 98, 649-657 https://doi.org/10.1016/j.foodchem.2005.06.030
  18. Kim, K. S., Ghim, S. Y., Seu, Y. B. and Song, B. H. (1999) High level of trans-resveratrol, a natural anti-cancer agent, found in Korean noul red wine. J. Microbiol. Biotech., 9, 691- 693
  19. Cheng, J. C., Fang, J. G., Chen, W. F., Zhou, B., Yang, L. and Liu, Z. L. (2006) Structure-activity relationship studies of resveratrol and its analogues by the reaction kinetics of low density lipoprotein peroxidation. Bioorg. Chem., 34, 142-157 https://doi.org/10.1016/j.bioorg.2006.04.001
  20. Sgambato, A., Ardito, R., Faraglia, B., Boninsegna, A., Wolf, F. I. and Cittadini, A. (2001) Resveratrol, a natural phenolic compound, inhibits cell proliferation and prevents oxidative DNA damage. Mutat. Res. Genet. Toxicol. Environ. Mutagen., 496, 171-180 https://doi.org/10.1016/S1383-5718(01)00232-7
  21. Susanne, U. M. T. and Susan, S. P. (2005) Ellagic acid and quercetin interact synergistically with resveratrol in the induction of apoptosis and cause transient cell cycle arrest in human leukemia cells. Cancer Lett., 218, 141-151 https://doi.org/10.1016/j.canlet.2004.06.007
  22. Wang, Y., Wang, B., Cheng, J., Yang, L., Liu, Z. L., B., K., Pantazis, P., Wyche, J. H. and Han, Z. (2005) FADD-dependent apoptosis induction in Jurkat leukemia T-cells by the resveratrol analogue, 3,4,5-trihydroxy-trans-stilbene. Biochem. Pharmacol., 69, 249-254 https://doi.org/10.1016/j.bcp.2004.09.013
  23. Lee, H. J., Seo, J. W., Lee, B. H., Chung, K. H. and Chi, D. Y. (2004) Synthesis and radical scavenging activities of resveratrol derivatives. Bioorg. Med. Chem. Lett., 14, 463-466 https://doi.org/10.1016/j.bmcl.2003.10.038
  24. Murias, M., Jager, W., Handler, N., Erker, T., Horvath, Z., Szekeres, T., Nohl, H. and Gille, L. (2005) Antioxidant, prooxidant and cytotoxic activity of hydroxylated resveratrol analogue: structure-activity relationship. Biochem. Pharmacol., 69, 903-912 https://doi.org/10.1016/j.bcp.2004.12.001
  25. Zunino, S. J. and Storms, D. H. (2006) Resveratrol-induced apoptosis is enhanced in acute lymphoblastic leukemia cells by modulation of the mitochondrial permeability transition pore. Cancer Lett., 240, 123-134 https://doi.org/10.1016/j.canlet.2005.09.001
  26. Roh, J-H, Yun, H-K, Choi, Y-J, Hong, S-S, and Jeon, S-H (2005) Salicylic acid and resveratrol content changes as affected by Downy Mildew and anthracnose in grapevine. J. Kor. Soc. Hort. Sci., 46, 59-63
  27. Rhee, K. Y. (1993) Antioxidant effect of phenolic compounds isolated from deffated perilla seed flour. Kor. J. Food Chem. Sci. Technol., 25, 9-14
  28. Hatano, T., Kagawa, H. and Okawa, T. (1988) Two new flavonoids and other constituents in licorice wet: their relative astringency and radical scavenging effect. Chem. Pharm. Bull., 36, 2090-2097 https://doi.org/10.1248/cpb.36.2090
  29. Marklund, S. and Marklund, G. (1974) Involvement of the superoxide anion radical in the antioxidation of pyrogallol : a convenient assay for superoxide dismutase. Eur. J. Biochem., 47, 469-474 https://doi.org/10.1111/j.1432-1033.1974.tb03714.x
  30. Jayaprakasha, G. K. Singh,. R. P. and Sakara, K. K (2001) Antioxidant activity of grape seed(Vitis vinifera) extracts on peroxidant models in vitro. Food Chem., 73, 285-290 https://doi.org/10.1016/S0308-8146(00)00298-3
  31. Woo, M. J., Seo, J. W. and Byun, S. Y. (2005) Extraction of resveratrol containing grape seed oil with supercritical carbon dioxide. Kor. J. Biotechnol. Bioeng., 20, 383-386
  32. Koo, S. Y., Cha, K. H. and Lee, D. U. (2007) Effects of high hydrostatic pressure on foods and biological system. Kor. J. Food Sci. Technol., 40, 23-30