Equol: a comparison of the effects of the racemic compound with that of the purified S-enantiomer on the growth, invasion, and DNA integrity of breast and prostate cells in vitro.

It has been postulated that the R- and S-equol enantiomers have different biological properties given their different binding affinities for the estrogen receptor. S-(-)equol is produced via the bacterial conversion of the soy isoflavone daidzein in the gut. We have compared the biological effects o...

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Publicado en:Nutrition & Cancer Vol. 54; no. 2; pp. 232 - 243
Autores principales: Magee PJ, Raschke M, Steiner C, Duffin JG, Pool-Zobel BL, Jokela T, Wahala K, Rowland IR
Formato: research tables/charts Journal Article
Publicado: Taylor & Francis Ltd 2006
Acceso en línea:Ver este registro en EBSCOhost
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      pub: Taylor & Francis Ltd
      place: Philadelphia, Pennsylvania
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        atl: Equol: a comparison of the effects of the racemic compound with that of the purified S-enantiomer on the growth, invasion, and DNA integrity of breast and prostate cells in vitro.
      aug:
        au:
          Magee PJ
          Raschke M
          Steiner C
          Duffin JG
          Pool-Zobel BL
          Jokela T
          Wahala K
          Rowland IR
        affil: Northern Ireland Centre for Food and Health, University of Ulster, Coleraine, Northern Ireland. pj.magee@ulster.ac.uk
      sug:
        subj:
          Breast Neoplasms Pathology
          DNA Drug Effects
          Isoflavones Pharmacodynamics
          Phytoestrogens Pharmacodynamics
          Prostatic Neoplasms Pathology
          Aged
          Cell Physiology Drug Effects
          Data Analysis Software
          DNA Metabolism
          Dose-Response Relationship, Drug
          Electrophoresis, Agar Gel
          Female
          Funding Source
          Gene Expression Drug Effects
          In Vitro Studies
          Isoflavones Analysis
          Male
          Middle Age
          One-Way Analysis of Variance
          Phytoestrogens Analysis
          Post Hoc Analysis
          Receptors, Cell Surface Metabolism
          T-Tests
          Tissue Culture Techniques
          Human
          Aged: 65+ years
          Middle Aged: 45-64 years
          Female
          Male
      ab: It has been postulated that the R- and S-equol enantiomers have different biological properties given their different binding affinities for the estrogen receptor. S-(-)equol is produced via the bacterial conversion of the soy isoflavone daidzein in the gut. We have compared the biological effects of purified S-equol to that of racemic (R and S) equol on breast and prostate cancer cells of varying receptor status in vitro. Both racemic and S-equol inhibited the growth of the breast cancer cell line MDA-MB-231 (> or = 10 microM) and the prostate cancer cell lines LNCaP (> or = 5 microM) and LAPC-4 (> or = 2.5 microM). The compounds also showed equipotent effects in inhibiting the invasion of MDA-MB-231 and PC-3 cancer cells through matrigel. S-equol (1, 10, 30 microM) was unable to prevent DNA damage in MCF-7 or MCF-10A breast cells following exposure to 2-hydroxy-4-nonenal, menadione, or benzo(a)pyrene-7,8-dihydrodiol-9,10-epoxide. In contrast, racemic equol (10, 30 microM) prevented DNA damage in MCF-10A cells following exposure to 2-hydroxy-4-nonenal or menadione. These findings suggest that racemic equol has strong antigenotoxic activity in contrast to the purified S-equol enantiomer implicating the R-, rather than the S-enantiomer as being responsible for the antioxidant effects of equol, a finding that may have implications for the in vivo chemoprotective properties of equol.
      pubtype: Academic Journal
      doctype:
        research
        tables/charts
        Journal Article
      ougenre: Article
    language: English
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