Changes in Isoflavone Profiles during Cheongyukjang Preparation, A Traditional Banga Food

반가 식품인 청육장 제조 중 아이소플라본 분포 변화

  • Lee, Seung-Wook (Department of Food Science and Technology, Seoul National University of Technology) ;
  • Park, Yong-Woo (Department of Food Science and Technology, Seoul National University of Technology) ;
  • Han, Yang-Sun (Department of Food Science and Technology, Seoul National University of Technology) ;
  • Chang, Pahn-Shick (Department of Food Science and Technology, Seoul National University of Technology) ;
  • Lee, Jong-Mee (Department of Food and Nutritional Sciences, Ewha Womans University) ;
  • Kim, Young-Suk (Department of Food Science and Technology, Ewha Womans University) ;
  • Lee, Jae-Hwan (Department of Food Science and Technology, Seoul National University of Technology)
  • 이승욱 (서울산업대학교 식품공학과) ;
  • 박영우 (서울산업대학교 식품공학과) ;
  • 한양선 (서울산업대학교 식품공학과) ;
  • 장판식 (서울산업대학교 식품공학과) ;
  • 이종미 (이화여자대학교 식품영양학과) ;
  • 김영석 (이화여자대학교 식품공학과) ;
  • 이재환 (서울산업대학교 식품공학과)
  • Published : 2009.04.30

Abstract

Cheongyukjang, a Banga food, is a heavy soy-soup prepared by boiling cheonggukjang, sea foods, and meats. Soybeans roasted at 140$^{\circ}C$ for 21.0 min and 220$^{\circ}C$ for 6.0 min, respectively, were used for cheonggukjang preparation. Distributions of isoflavones in raw soybeans, roasted soybeans, cheonggukjang, and cheongyukjang were analyzed by high performance liquid chromatography. The total isoflavones in roasted soybeans, cheonggukjang and cheongyukjang were about 79-80, 56-65, and 47-50% of those in raw soybeans, respectively. Roasting caused significant increases in acetyl derivatives and ${\beta}$-glucoside isoflavones, and significant decreases in malonyl derivatives (p < 0.05). The major isoflavones in cheonggukjang and cheongyukjang were ${\beta}$-glucosides. Succinyl-${\beta}$-daidzin and succinyl-${\beta}$-genistin, which are recognized as new metabolites of isoflavones, were not detected in raw and roasted soybeans. Peak areas of succinyl-${\beta}$-genistin were higher than thse of succinyl-${\beta}$-daidzin, in both cheongyukjang and cheonggukjang.

청육장은 볶은 대두를 이용하여 제조된 청국장에 해산물, 육류를 함께 가열한 반가 식품의 일종이다. 140과 220$^{\circ}C$에서 각각 21.0과 6.0분 간 볶은 대두와 이를 이용한 청국장, 청육장의 총 아이소플라본을 HPLC로 분석하였다. 총 아이소플라본 함량(${\mu}$mol/g)은 생 대두 대비 약 79-80, 56-65, 47-50%이었다. 볶음 공정으로 인해 malonyl-${\beta}$-glucosides 함량은 유의적으로 감소한 반면 acetyl-${\beta}$-glucosides와 ${\beta}$-glucosides의 함량은 유의적으로 증가하였다(p<0.05). 청국장과 청육장의 주된 아이소플라본은 ${\beta}$-glucosides 이었다. 생 대두와 볶은 대두에서는 succinyl-${\beta}$-daidzin과 succinyl-${\beta}$-genistin은 검출되지 않았고, 청국장과 청육장에서 succinyl-${\beta}$-genistin의 peak area는 succinyl-${\beta}$-daidzin 보다 더 높게 검출되었다.

Keywords

References

  1. Seo SH, Ryu KM. Consumers' perception on Noble family's food. Korean J. Food Culture 22: 783-793 (2007)
  2. Lee KH, Kim YM, Lee YS, Moon GS. Historical change of chungyukjang, Korean traditional fermented soy paste. Korea Soybean Digest 22: 57- 64 (2005)
  3. Ko HS, Cho DH, Hwang SY, Kim YM. The effect of quality improvement by chungkukjang's processing methods. Korean J.Food Nutr. 12: 1-6 (1999)
  4. Kim IJ, Kim HK, Chung HJ, Jeoung YK, Ryu CH. Study of functional cheonggukjang contain fibrinolytic enzyme. Korean J.Life Sci. 12: 357-362 (2002) https://doi.org/10.5352/JLS.2002.12.3.357
  5. Lee JH, Yang EI, Song GS, Chai OH, Kim YS. Effects of cheonggukjang on immune responses and gastrointestinal functions in rats. Food Sci. Biotechnol. 15: 19-23 (2006)
  6. Shon MY, Lee J, Choi JH, Choi SY, Nam SH, Seo KI, Lee SW, Sung NJ, Park SK. Antioxidant and free radical scavenging activity of methanol extract of chungkukjang. J. Food Compos. Anal.20: 113-118 (2007) https://doi.org/10.1016/j.jfca.2006.08.003
  7. Kim YN, Han MJ. Recognition and consumption patterns of traditional doenjang and soy sauce housewives according to age in Seoul. Korean J. Food Cookery. Sci. 23: 867-876 (2007)
  8. Yoon MK, Choi A, Cho IH, You MJ, Kim JW, Cho MS, Lee JM, Kim YS. Characterization of volatile components in eoyukjang. Korean J. Food Sci. Technol. 39: 366-371 (2007)
  9. Ham SN, Kim SW, Lee JH, Chang PS. Changes in enzymatic activities during eoyukjang fermentation. Korean J. Food Sci.Technol. 40: 251-256 (2008)
  10. Hendrich S, Wang GJ, Lin HK, Xu X, Tew BY, Wang HJ, Murphy PA. Isoflavone metabolism and bioavailability. pp. 211-230. In: Antioxidant Status, Diet, Nutrition, and Health. Papas AM(ed). CRC Press, Boca Raton, FL, USA (1999)
  11. Teede HJ, McGrath BP, DeSilva L, Cehun M, Fassoulakis A, Nestel PJ. Isoflavones reduce arterial stiffness: A placebo-controlled study in men and postmenopausal women. Arterioscl.Throm. Vas. 23: 1066- 1071 (2003) https://doi.org/10.1161/01.ATV.0000072967.97296.4A
  12. Zheng G, Zhu S. Antioxidant effects of soybean isoflavones. pp.123-130 In: Antioxidants in Human Health and Disease. BasuTK, Temple NJ, Garg ML (eds). CABI Publishing, Wallingford,UK (1999)
  13. Lee JH, Renita M, Pioritto RJ, St. Martin SK, Schwartz SJ,Vodovotz Y. Isoflavone characterization and antioxidant activity of Ohio soybeans. J. Agr. Food Chem. 52: 2647-2651 (2004) https://doi.org/10.1021/jf035426m
  14. Yang SO, Lee SW, Park YW, Lee SJ, Chang PS, Choi SS, Lee JH. Succinyl daidzin and succinyl genistin are new isoflavone derivatives found in cheonggukjang. Food Sci. Biotechnol. 17:172-175 (2008)
  15. Sohn MY, Seo KI, Lee SW, Choi SH, Sung NJ. Biological activities of cheonggukjang prepared with black bean and changes in phytoestrogen content during fermentation. Korean J. Food Sci.Technol. 32: 936-941 (2000)
  16. Yang SO, Chang PS, Lee JH. Isoflavone distribution and $\beta$-glucosidase activity in cheonggukjang, a traditional Korean whole soybean-fermented food. Food Sci. Biotechnol. 15: 96-101 (2006)
  17. Toda T, Uesugi T, Hirai K, Nukaya H, Tsuji K, Ishida H. New 6-O-acyl isoflavone glycosides from soybeans fermented with Bacillus subtilis (natto). I. 6-O-succinylated isoflavone glycosides and their preventive effects on bone loss in ovariectomized rats fed a calcium-deficient diet. Biol. Pharm. Bull. 22: 1193-1201(1999) https://doi.org/10.1248/bpb.22.1193
  18. Yang SO, Lee SW, Park WW, Lee SJ, Chang PS, Choi SS, Lee JH. Succinyl daidzin and succinyl genistin are new isoflavone derivatives found in cheonggukjang. Food Sci. Biotechnol. 17:172-175 (2008)
  19. Chien JT, Hsieh HC, Kao TH, Chen BH. Kinetic model for studying the conversion and degradation of isoflavones during heating. J. Food Chem. 91: 425-434 (2005) https://doi.org/10.1016/j.foodchem.2004.06.023
  20. Coward L, Smith M, Kirk M, Barnes S. Chemical modification of isoflavones in soyfoods during cooking and processing. Am. J.Clin. Nutr. 68: 1486S-1491S (1998)
  21. Eisen B, Ungar Y, Shimoni E. Stability of isoflavones in soy milk stored at elevated and ambient temperatures. J. Agr. Food Chem. 51: 2212-2215 (2003) https://doi.org/10.1021/jf025783h
  22. Hui E, Henning SM, Park N, Heber D, Liang V, Go W. Genistein and daidzein/glycitein content in tofu. J. Food Compos. Anal. 14: 199-206 (2001) https://doi.org/10.1006/jfca.2000.0941
  23. Uzzan M, Labuza TP. Critical issues in R&D of soy isoflavone enriched foods and dietary supplements. J. Food Sci. 69: 77-86(2004)
  24. Wang HJ, Murphy PA. Mass balance study of isoflavones during soybean processing. J. Agr. Food Chem. 44: 2377-2383 (1996) https://doi.org/10.1021/jf950535p
  25. Xu Z, Wu Q, Godber JS. Stabilities of daidzin, glycitin, genistin, and generation of derivatives during heating. J. Agr. Food Chem.50: 7402-7406 (2002) https://doi.org/10.1021/jf025626i
  26. Jackson CJC, Dini JP, Lavandier C, Rupasinghe HPV, Faulkner H, Poysa V, Buzzell D, DeGrandis S. Effects of processing on the content and composition of isoflavones during manufacturing of soy beverage and tofu. Process Biochem. 37: 1117–1123(2002) https://doi.org/10.1016/S0032-9592(01)00323-5
  27. Lee SW, Lee JH. Effects of oven-drying, roasting, and explosive puffing process on isoflavone distributions in soybeans. Food Chem. 112: 316-320 (2009) https://doi.org/10.1016/j.foodchem.2008.05.065
  28. Toda T, Sakamoto A, Takayanagi T, Yokotsuka K. Changes in isoflavone compositions of soybean foods during cooking process. Food Sci. Technol. Res. 6: 314-319 (2000) https://doi.org/10.3136/fstr.6.314
  29. Jang CH, Lim JK, Kim JH, Park CS, Kwon DY, Kim YS, Shin DH, Kim JS. Change of isoflavone content during manufacturing of cheonggukjang, a traditional Korean fermented soyfood. Food Sci. Biotechnol. 15: 643-646 (2006)
  30. Shimoni E. Stability and shelf life of bioactive compounds during food processing and storage: Soy isoflavone. J. Food Sci. 69:160-166 (2004) https://doi.org/10.1111/j.1365-2621.2004.tb11005.x