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berberrubine

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berberrubine Basic information

Product Name:
berberrubine
Synonyms:
  • 5,6-Dihydro-9-hydroxy-10-methoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium chloride
  • 9-Berberoline chloride
  • 9-Demethoxy-9-hydroxyberberinium chloride
  • Berberrubine chloride
  • Beroline chloride
  • berberrubine
  • Chileninone
  • Nerberrubine
CAS:
15401-69-1
MF:
C19H16ClNO4
MW:
357.78764
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
15401-69-1.mol
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berberrubine Chemical Properties

Melting point:
245℃ (DEC.)
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
Off-White to Dark Yellow
Stability:
Hygroscopic
InChI
InChI=1S/C19H15NO4.ClH/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21;/h2-3,6-9H,4-5,10H2,1H3;1H
InChIKey
GYFSYEVKFOOLFZ-UHFFFAOYSA-N
SMILES
[Cl-].O1C([H])([H])OC2=C1C([H])=C1C(=C2[H])C2C([H])=C3C([H])=C([H])C(=C(C3=C([H])[N+]=2C([H])([H])C1([H])[H])O[H])OC([H])([H])[H]
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berberrubine Usage And Synthesis

Chemical Properties

Soluble in acidic solution, insoluble in petroleum ether, chloroform and other solvents. Derived from the roots of Thalictrum polygamun Muhl.

Uses

Berberrubine Chloride is a novel alkaloid with novel nitric-oxide donating activity. Antitumor and an antimicrobial agent.

Definition

ChEBI: Berberrubine is an alkaloid.

in vivo

Berberrubine (oral administration; 10-20 mg/kg; 7 days) has a beneficial effect in a mouse colitis model[3].

Animal Model:DSS (HY-116282) treated male Balb/c mice aged 6 weeks old[3]
Dosage:10 and 20 mg/kg
Administration:Oral administration (p.o.); 7 days
Result:Significantly reduced the disease activity index (DAI) with prolonged colon length and increased bodyweight at dose of 20 mg/kg.
Significantly ameliorated the DSS-induced colonic pathological alternations and decreased histological scores.
Markedly attenuated colonic inflammation by alleviating inflammatory cell infiltration and inhibiting myeloperoxidase (MPO) and cytokines (TNF-α, IFN-γ, IL-1β, IL-6, IL-4 and IL-10) productions in DSS mice.
Substantially upregulated the expression of tight junction proteins (zonula occludens-1, zonula occludens-2, claudin-1, occludin) and mRNA expression of mucins (mucin-1 and mucin-2), and decreased the Bax/Bcl-2 ratio.

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