Antrapurol

CAS No. 117-10-2

Antrapurol( Danthron | Chrysazin | Dantron | Antrapurol | Chrysazine )

Catalog No. M10574 CAS No. 117-10-2

Dantron (INN), also known as chrysazin or 1,8-dihydroxyanthraquinone, is used in some countries as a stimulant laxative.

Purity : >98% (HPLC)

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Biological Information

  • Product Name
    Antrapurol
  • Note
    Research use only, not for human use.
  • Brief Description
    Dantron (INN), also known as chrysazin or 1,8-dihydroxyanthraquinone, is used in some countries as a stimulant laxative.
  • Description
    Dantron (INN), also known as chrysazin or 1,8-dihydroxyanthraquinone, is used in some countries as a stimulant laxative. Withdrawn from the Canadian, US, and UK markets in 1998 due to genotoxicity. (In Vitro):Danthron (0.1, 1, and 10 μM) dose-dependently promotes the phosphorylation of AMPK and acetyl-CoA carboxylase (ACC) in both HepG2 and C2C12 cells. Meanwhile, Danthron treatment significantly reduces the lipid synthesis related sterol regulatory element-binding protein 1c (SREBP1c) and fatty acid synthetase (FAS) gene expressions, and the total cholesterol (TC) and triglyceride (TG) levels. In addition, Danthron treatment efficiently increases glucose consumption. Danthron effectively reduces intracellular lipid contents and enhances glucose consumption in vitro via activation of AMPK signaling pathway. 10 μM Danthron/24 h is safe for HepG2 cells. With 80% confluence, HepG2 cells are incubated with Danthron (0.1-10 μM) in FBS-Free media for 8 h. Subsequently, cells are harvested for Western blot assay. Danthron increases the p-AMPK protein in a dose-dependent manner, and no changes in t-AMPK protein are observed. Danthron inhibits 9-cis retinoic acid (9cRA)-induced retinoic X receptor α (RXRα) transactivation by IC50 at 0.11 μM. To further clarify the stoichimetric ratio of Danthron binding to RXRα-ligand-binding domain (LBD), isothermal titration calorimetry (ITC) experiment is performed. The KD value of Danthron binds to RXRα-LBD by ITC experiment is determined at 7.5 μM.(In Vivo):Danthron functions as an insulin sensitizer in vivo. Danthron improves insulin sensitivity in diet-induced obese (DIO) mice. The insulin tolerance test result shows that Danthron (5 mg/kg) treated diet-induced obesity mice exhibit lower glucose levels after insulin challenge, compared with the control vehicle-treated group.
  • In Vitro
    Danthron (0.1, 1, and 10 μM) dose-dependently promotes the phosphorylation of AMPK and acetyl-CoA carboxylase (ACC) in both HepG2 and C2C12 cells. Meanwhile, Danthron treatment significantly reduces the lipid synthesis related sterol regulatory element-binding protein 1c (SREBP1c) and fatty acid synthetase (FAS) gene expressions, and the total cholesterol (TC) and triglyceride (TG) levels. In addition, Danthron treatment efficiently increases glucose consumption. Danthron effectively reduces intracellular lipid contents and enhances glucose consumption in vitro via activation of AMPK signaling pathway. 10 μM Danthron/24 h is safe for HepG2 cells. With 80% confluence, HepG2 cells are incubated with Danthron (0.1-10 μM) in FBS-Free media for 8 h. Subsequently, cells are harvested for Western blot assay. Danthron increases the p-AMPK protein in a dose-dependent manner, and no changes in t-AMPK protein are observed. Danthron inhibits 9-cis retinoic acid (9cRA)-induced retinoic X receptor α (RXRα) transactivation by IC50 at 0.11 μM. To further clarify the stoichimetric ratio of Danthron binding to RXRα-ligand-binding domain (LBD), isothermal titration calorimetry (ITC) experiment is performed. The KD value of Danthron binds to RXRα-LBD by ITC experiment is determined at 7.5 μM.
  • In Vivo
    Danthron functions as an insulin sensitizer in vivo. Danthron improves insulin sensitivity in diet-induced obese (DIO) mice. The insulin tolerance test result shows that Danthron (5 mg/kg)treated diet-induced obesity mice exhibit lower glucose levels after insulin challenge, compared with the control vehicle-treated group.
  • Synonyms
    Danthron | Chrysazin | Dantron | Antrapurol | Chrysazine
  • Pathway
    Membrane Transporter/Ion Channel
  • Target
    AMPK
  • Recptor
    AMPK
  • Research Area
    Other Indications
  • Indication
    ——

Chemical Information

  • CAS Number
    117-10-2
  • Formula Weight
    240.22
  • Molecular Formula
    C14H8O4
  • Purity
    >98% (HPLC)
  • Solubility
    DMSO: 10 mM
  • SMILES
    O=C(C1=C2C(O)=CC=C1)C3=CC=CC(O)=C3C2=O
  • Chemical Name
    1,8-Dihydroxyanthraquinone

Shipping & Storage Information

  • Storage
    (-20℃)
  • Shipping
    With Ice Pack
  • Stability
    ≥ 2 years

Reference

1. Zhou R, et al. Acta Pharmacol Sin. 2013 Aug; 34(8):1061-9.
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