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Steroid hormone activity of flavonoids and related compounds.

Abstract
Soy isoflavones have been studied extensively for estrogenic and antiestrogenic properties. Other flavonoids, found in fruits, vegetables, tea and wine, have been much less tested for steroid hormone activity. We therefore assessed the estrogenic, androgenic and progestational activities of 72 flavonoids and structurally-related compounds. These compounds were tested on BT-474 human breast cancer cells at concentrations of 10(8)-10(-5) M, with estradiol (estrogen), norgestrel (progestin) and dihydrotestosterone (androgen) used as positive controls, and ethanol (solvent) as a negative control. pS2, an estrogen-regulated protein, and prostate-specific antigen (PSA), regulated by androgens and progestins, were quantified in tissue culture supernatants using ELISA-type immunofluorometric assays developed in-house. Of the 72 compounds tested, 18 showed estrogenic activity at 10(-5) M. Of this subset, seven also showed progestational activity at this concentration. The soy isoflavones, biochanin A and genistein, showed the most potent estrogenic activity, with a dose-response effect up to 10(-7) M. Of all other flavonoids, luteolin and naringenin displayed the strongest estrogenicity, while apigenin had a relatively strong progestational activity. Based on our data, we have formulated a set of structure/function relationships between the tested compounds. Flavonoids, therefore, exhibit significant steroid hormone activity, and may have an effect in the modification of cancer risk by diet, or in cancer therapeutics and prevention.
AuthorsR S Zand, D J Jenkins, E P Diamandis
JournalBreast cancer research and treatment (Breast Cancer Res Treat) Vol. 62 Issue 1 Pg. 35-49 (Jul 2000) ISSN: 0167-6806 [Print] Netherlands
PMID10989984 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • Estradiol Congeners
  • Flavonoids
  • Plant Extracts
Topics
  • Breast Neoplasms (pathology)
  • Drug Screening Assays, Antitumor
  • Enzyme-Linked Immunosorbent Assay
  • Estradiol Congeners (pharmacokinetics, pharmacology)
  • Female
  • Flavonoids (pharmacokinetics, pharmacology)
  • Humans
  • Plant Extracts
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

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