Journal of Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Isolation and Identification of Sterol Compounds from the Red Kohlrabi (Brassica oleracea var. gongylodes) Sprouts

적콜라비 (Brassica oleracea var. gongylodes) 새싹으로부터 sterol 화합물의 분리 및 동정

  • Lee, Jae-Woong (Department of Horticultural Biotechnology, Kyung Hee University) ;
  • Lee, Dae-Young (Graduate School of Biotechnology & Institute of Life Sciences & Resources, Kyung Hee University) ;
  • Cho, Jin-Gyeong (Graduate School of Biotechnology & Institute of Life Sciences & Resources, Kyung Hee University) ;
  • Baek, Nam-In (Graduate School of Biotechnology & Institute of Life Sciences & Resources, Kyung Hee University) ;
  • Lee, Youn-Hyung (Department of Horticultural Biotechnology, Kyung Hee University)
  • 이재웅 (경희대학교 원예생명공학과) ;
  • 이대영 (경희대학교 생명공학원 및 생명자원과학연구원) ;
  • 조진경 (경희대학교 생명공학원 및 생명자원과학연구원) ;
  • 백남인 (경희대학교 생명공학원 및 생명자원과학연구원) ;
  • 이윤형 (경희대학교 원예생명공학과)
  • Received : 2010.06.15
  • Accepted : 2010.11.15
  • Published : 2010.12.31
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Abstract

The sprouts of Brassica oleracea var. gongylodes were extracted with 100% MeOH and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_2O$, successively. From the EtOAc fraction, three sterols were isolated through the repeated silica gel and ODS column chromatographies. On the basis of physico-chemical and spectroscopic data including NMR, MS, and IR, the chemical structures of the sterols were determined as ${\beta}$-sitosterol (1), brassicasterol (2), and 7-ketobrassicasterol (3). Compound 1 is usually observed in plant. Compounds 2 is observed in Brassica sp., and compounds 3 have very rarely occurred in natural source including plant.

Kohlrabi 새싹을 100% MeOH을 이용하여 추출하였고, 그 추출물을 EtOAc, n-BuOH 및 $H_2O$을 이용하여 분획을 나누고 감압농축 하였다. EtOAc에 대한 silica gel과 ODS column chromatography를 반복 수행하여 3개의 sterol 화합물을 분리하였다. 분리한 물질의 물리적, 화학적, 및 NMR, MS, IR과 같은 분광학적 데이터를 측정하였고, 그것을 해석하여 sterol 화합물인 ${\beta}$-sitosterol(1), brassicasterol(2) 및 7-ketobrassicasterol (3)로 구조동정 하였다. 화합물 1은 대부분 식물에서 발견되는 물질이다. 화합물 2는 배추과 식물에서 발견되는 물질이며, 화합물 3은 식물에서 드물게 발견되는 물질이다.

Keywords

References

  1. Bailey LH (1975) Kohlrabi for stock-feeding. In Cyclopedia of American Agriculture: Vol. II-crops, pp. 389-390. Macmillan Publishing, New York, NY, U.S.A.
  2. Corbella A (1997) Applications of phytosterols as active principles. Cosmetic News 20, 419-421.
  3. Fahey JW, Zhang YS, and Talalay P (1997) Broccoli sprouts: an exceptionally rich source of inducers of enzymes that protect against chemical carcinogens. Proc Natl Acad Sci 94, 10367-10372. https://doi.org/10.1073/pnas.94.19.10367
  4. Fahey JW, Haristoy X, Dolan PM, Kensler TW, Scholtus I, Stephenson KK, Talalay P, and Lozniewski A (2002) Sulforaphane inhibits extracellular, intracellular, and antibiotic-resistant strains of Helicobacter pylori and prevents benzo[a]pyrene-induced stomach tumors. Proc Natl Acad Sci 99, 7610-7615. https://doi.org/10.1073/pnas.112203099
  5. Gross D, Porzel A, and Schmidt J (1994) Indole phytoalexins from the kohlrabi (Brassica oleracea var. gongylodes). J Biosci 49, 281-285.
  6. Kim DH, Song MJ, Han KM, Bang MH, Kwon BM, Kim SH, Kim DK, Jung IS, Park MH, and Baek NI (2004) Development of biologically active compounds from edible plant sources-X. Isolation of lipids from the flower of Campsis grandiflora K. Schum. and their inhibitory effect on FPTase. J Korean Soc Appl Biol Chem 47, 357-360.
  7. Kim YJ, Park HT, and Han HS (2006) A study on the production and marketing of sprouts and leaf vegetable. Korea Rural Economic Institute 26, 5-6.
  8. Macleod G and Macleod Aj (1990) The glucosinolates and aroma volatiles of green kohlrabi. Phytochemistry 29, 1183-1187. https://doi.org/10.1016/0031-9422(90)85425-F
  9. Malikova J, Swaczynova J, Kolar Z, and Strnad M (2008) Anticancer and antiproliferative activity of natural brassinosteroids. Phytochemistry 69, 418-426. https://doi.org/10.1016/j.phytochem.2007.07.028
  10. Marinova MD and Tchorbanov BP (2008) Brassicaceae plants as a new source of food grade peptidases. Bulg Chem Commun 40, 397-400.
  11. Notaro G, Piccialli V, and Sica D (1992) Steroidal hydroxyketones and closely related diols from the marine sponge Clzona copzosa. J Nat Prod 55, 1588-1594. https://doi.org/10.1021/np50089a005
  12. Song MC, Hong YH, Kim DH, Kim DK, Chung IS, Lee YH, Kim SH, Park MH, Kim IH, Kwon BM, and Baek NI (2003) Development of biologically active compounds from edible plant sources-. Isolation of sterol compounds from the aerial parts of garland (Chrysanthemum coronarium L.). J Korean Soc Agric Chem Biotechnol 46, 376-379.

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