Journal of Microbiology and Biotechnology

The Korean Society for Microbiology and Biotechnology (한국미생물·생명공학회)
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2'-Hydroxylation of Genistein Enhanced Antioxidant and Antiproliferative Activities in MCF-7 Human Breast Cancer Cells

  • Choi, Jung-Nam (Department of Bioscience and Biotechnology and Bio/Molecular Informatics Center, Konkuk University) ;
  • Kim, Doc-Kyu (Polar BioCenter, Korea Polar Research Institute, KORDI) ;
  • Choi, Hyung-Kyoon (College of Pharmacy, Chung-Ang University) ;
  • Yoo, Kyung-Mi (Department of Bioscience and Biotechnology and Bio/Molecular Informatics Center, Konkuk University) ;
  • Kim, Ji-Young (Department of Bioscience and Biotechnology and Bio/Molecular Informatics Center, Konkuk University) ;
  • Lee, Choong-Hwan (Department of Bioscience and Biotechnology and Bio/Molecular Informatics Center, Konkuk University)
  • Published : 2009.11.30
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Abstract

Bioconversion of the isoflavonoid genistein to 2'-hydroxygenistein (2'-HG) was performed using isoflavone 2'-hydroxylase (CYP81E1) heterologously expressed in yeast. A monohydroxylated product was analyzed by liquid chromatography-electrospray ionization-mass spectrometry (LC-ESI-MS) and NMR spectrometry and was identified as 2'-HG. An initial bioconversion rate of 6% was increased up to 14% under optimized conditions. After recovery, the biological activity of 2'-HG was evaluated. Bioconverted 2'-HG showed higher antioxidant activity against 1,1-diphenyl-2-picryl hydrazine (DPPH) and 2,2'-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radicals than did genistein. Furthermore, 2'-HG exhibited greater antiproliferative effects in MCF-7 human breast cancer cells than did genistein. These results suggest that 2'-hydroxylation of genistein enhanced its antioxidant activity and cell cytotoxicity in MCF-7 human breast cancer cells.

Keywords

References

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