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Sterols Isolated from Nuruk (Rhizopus oryzae KSD-815) Inhibit the Migration of Cancer Cells

  • Lee, Dae-Young (Graduate School of Biotechnology and Institute of Life Science and Resources, Kyung Hee University) ;
  • Lee, Sang-Jin (Biochemistry Laboratory, Department of Genetic Engineering, Sungkyunkwan University) ;
  • Kwak, Ho-Young (Graduate School of Biotechnology and Institute of Life Science and Resources, Kyung Hee University) ;
  • Jung, La-Koon (Graduate School of Biotechnology and Institute of Life Science and Resources, Kyung Hee University) ;
  • Heo, Ji-Eun (Biochemistry Laboratory, Department of Genetic Engineering, Sungkyunkwan University) ;
  • Hong, Sung-Youl (Biochemistry Laboratory, Department of Genetic Engineering, Sungkyunkwan University) ;
  • Kim, Gye-Won (Research Laboratories, Kooksoondang Brewery Co. Ltd.) ;
  • Baek, Nam-In (Graduate School of Biotechnology and Institute of Life Science and Resources, Kyung Hee University)
  • Published : 2009.11.30

Abstract

An activity-guided fractionation method was used to isolate anticancer components from Nuruk (Rhizopus oryzae KSD-815:KSD-815). Dried powder of KSD-815 was extracted with 80% methanol and partitioned successively using n-hexane, ethyl acetate, n-butanol, and water. The n-hexane and n-butanol fractions showed a strong antimigratory effect on human cancer cells. Both of these fractions were subjected to separation and purification procedures using silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies to afford four purified compounds. These were identified as ergosterol peroxide (1), stigmast-5-en-$3\beta$,$7\beta$-diol (2), ergosta-7,22-dien-$3\beta$,$5\alpha$,$6\beta$,$9\alpha$-tetraol (3), and daucosterol (4), respectively, by spectroscopic methods such as nuclear magnetic resonance spectrometry, mass spectrometry, and infrared spectroscopy, and comparison with those in the literature. Compounds 1-4 were isolated from KSD-815 for the first time. Compounds 1 and 4 inhibited the migration of MDA-MB-231 cells at concentrations lower than $20\;{\mu}M$.

Keywords

References

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