| Identification | Back Directory | [Name]
berberrubine | [CAS]
15401-69-1 | [Synonyms]
Beroline
grubbiness
Chileninone
Nerberrubine
berberrubine
Beroline chloride
Berberrubine chloride
9-Berberoline chloride
Berberubine chloride form
BERBERRUBINE,HYDROCHLORIDE,DIHYDRATE
9-Demethoxy-9-hydroxyberberinium chloride
5,6-Dihydro-9-hydroxy-10-methoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium chloride
10-methoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium-9-olate
9-Hydroxy-10-methoxy-5,6-dihydro-[1,3]dioxolo-[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium chlo
9-hydroxy-10-methoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium chloride | [Molecular Formula]
C19H15NO4 | [MDL Number]
MFCD01658905 | [MOL File]
15401-69-1.mol | [Molecular Weight]
357.788 |
| Chemical Properties | Back Directory | [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] |
| Hazard Information | Back Directory | [Chemical Properties]
It is soluble in acidic solutions but insoluble in solvents such as petroleum ether and chloroform. It is derived from the root of Thalictrum polygamun Muhl., a plant of the Ranunculaceae family. | [Uses]
Berberrubine Chloride is a novel alkaloid with novel nitric-oxide donating activity. Antitumor and an antimicrobial agent. | [Definition]
ChEBI: Berberrubine is an alkaloid. | [Synthesis]
A literature review of various methods to prepare berberrubine:
1. Vacuum pyrolysis; 2. Microwave irradiation; 3. Pyridine hydrochloride fusion; 4. Urea method; 5. Aluminum trichloride method; 6. Esterification-hydrolysis method. Steps for method 2 (mi | [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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