Dihydrodaidzein

Dihydrodaidzein

Catalog Number:
L002372925APE
Mfr. No.:
APE-C4020
Price:
$225
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      • Overview
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          Background

          Dihydrodaidzein, an active, estrogenic metabolite of daidzein in colonic bacteria, probably is further metabolized to various bioactive compounds including equol. As an estrogen receptor agonist, dihydrodaidzein, at micromolar concentrations, activates the estrogen receptor-dependent growth of breast cancer cells. Daidzein, an isoflavonoid phytoestrogenic compound, is found in soybeans, clover, kudzu, and other legumes.In vitro: Prostatic fluid and plasma concentrations of dihydrodaidzein were sufficient to block the growth of benign human prostatic epithelial cells (PrEC). Dihydrodaidzein showed a significant inhibitory effect on the growth of prostate cancer cell line LNCaP. Additionally, dihydrodaidzein slightly triggered the apoptosis of PrEC. In addition to affecting apoptosis, dihydrodaidzein decreased proliferation, which was associated with the changes in cell cycle distribution and Caspase 3 activation [1].In vivo: Male C57B1/6 wild type mice were administered orally with dihydrodaidzein at a dose of 25 mg/kg/day for 4 weeks. Compared to the control groups, the neointima of mice treated with dihydrodaidzein was thickened. In dihydrodaidzein-treated mice, the intimal thickness in the non-injured right iliac artery was not altered. Moreover, neointimal proliferation was selectively blocked by dihydrodaidzein via suppressing the migration and proliferation of vascular smooth muscle cell and dampening the endothelial apoptosis [2].

          [1]. Hedlund, T., Bokhoven, A., Johannes, W., Nordeen, S., & Ogden, L. Prostatic fluid concentrations of isoflavonoids in soy consumers are sufficient to inhibit growth of benign and malignant prostatic epithelial cells in vitro. The Prostate. 2006; 66(5): 557-566.
          [2]. Shen, J., White, M., Husband, A., Hambly, B., & Bao, S. Phytoestrogen derivatives differentially inhibit arterial neointimal proliferation in a mouse model. European Journal of Pharmacology. 2006; 548(1-3): 123-128.

      • Properties
        • Categories
          estrogen receptor agonist
          Alternative Name
          (±)-Dihydrodaidzein,4',7-dihydroxy Isoflavanone; 2,​3-​dihydro-​7-​hydroxy-​3-​(4-​hydroxyphenyl)​-4H-​1-​benzopyran-​4-​one
          CAS Number
          17238-05-0
          Molecular Formula
          C15H12O4
          Molecular Weight
          256.3
          Appearance
          A crystalline solid
          Purity
          98.00%
          Solubility
          ≤0.1mg/ml in ethanol;30mg/ml in DMSO;10mg/ml in dimethyl formamide
          Storage
          Store at -20°C
          SMILES
          OC(C=C1)=CC=C1C2C(C3=CC=C(O)C=C3OC2)=O

          * For Research Use Only

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