Water-soluble genistin glycoside isoflavones up-regulate antioxidant metallothionein expression and scavenge free radicals

Ja Chung Mi, Ah Young Kang, Min Lee Kyung, Eunji Oh, Hee Jin Jun, Sang Yeon Kim, Hyuck Auh Joong, Tae Wha Moon, Sung Joon Lee, Kwan Hwa Park

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

Genistin has antioxidant activities; however, its insolubility in water often limits its biological availability in vivo. Using a novel transglycosylation process, the solubility of genistin glycosides was increased 1000 to 10000-fold, but it was not known whether these modified genistin glycosides maintained antioxidant activity. We found that both genistin and its glycosides similarly up-regulated the transcription of several metallothionein (MT) antioxidant genes (MT1A, MT2A, MT1E, and MT1X), as well as the glucose 6-phosphate dehydrogenase (G6PD) gene in HepG2 cells. This gene induction was mediated by the sequestration of zinc in the cytosol, which up-regulated the metal-responsive transcription factor-1 (MTF-1) that induced MT gene expression. Although not as effective as ascorbic acid, genistin glycosides possessed slightly greater reducing power than genistin. We concluded that genistin and genistin glycosides have a direct antioxidant effect and an indirect antioxidant effect, perhaps via induction of MT by activity of MTF-1.

Original languageEnglish
Pages (from-to)3819-3826
Number of pages8
JournalJournal of agricultural and food chemistry
Volume54
Issue number11
DOIs
Publication statusPublished - 2006 May 31

Keywords

  • Genistin
  • Genistin glycosides
  • Metal-responsive transcription factor-1
  • Metallothioneins

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

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    Mi, J. C., Kang, A. Y., Kyung, M. L., Oh, E., Jun, H. J., Kim, S. Y., Joong, H. A., Moon, T. W., Lee, S. J., & Park, K. H. (2006). Water-soluble genistin glycoside isoflavones up-regulate antioxidant metallothionein expression and scavenge free radicals. Journal of agricultural and food chemistry, 54(11), 3819-3826. https://doi.org/10.1021/jf060510y