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Demethyleneberberine

Names

[ CAS No. ]:
25459-91-0

[ Name ]:
Demethyleneberberine

[Synonym ]:
demethyleneberberine
2,3-Dihydroxy-9,10-dimethoxy-7,8,13,14-tetradehydro-berbinium
2,3-dihydroxy-9,10-dimethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium
7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-dihydroxy-berbinium
2,3-dihydroxy-9,10-dimethoxy-5,6-dihydro-isoquino[3,2-a]isoquinolinylium
Demethylen-berberin
Dibenzo[a,g]quinolizinium,5,6-dihydro-2,3-dihydroxy-9,10-dimethoxy

Biological Activity

[Description]:

Demethyleneberberine is a natural mitochondria-targeted antioxidant. Demethyleneberberine alleviates mice colitis and inhibits the inflammatory responses by inhibiting NF-κB pathway and regulating the balance of Th cells. Demethyleneberberine could serve as a AMPK activator for treating non-alcoholic fatty liver disease (NAFLD)[1][2][3].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> AMPK
Research Areas >> Inflammation/Immunology
Signaling Pathways >> PI3K/Akt/mTOR >> AMPK
Research Areas >> Metabolic Disease

[References]

[1]. Zhang P, et al. Demethyleneberberine, a natural mitochondria-targeted antioxidant, inhibits mitochondrial dysfunction, oxidative stress, and steatosis in alcoholic liver disease mouse model. J Pharmacol Exp Ther. 2015 Jan;352(1):139-47.

[2]. Chen YY, et al. Demethyleneberberine alleviates inflammatory bowel disease in mice through regulating NF-κB signaling and T-helper cell homeostasis. Inflamm Res. 2017 Feb;66(2):187-196.

[3]. Qiang X, et al. Demethyleneberberine attenuates non-alcoholic fatty liver disease with activation of AMPK and inhibition of oxidative stress. Biochem Biophys Res Commun. 2016 Apr 15;472(4):603-9.

Chemical & Physical Properties

[ Molecular Formula ]:
C19H18NO4+

[ Molecular Weight ]:
323.34300

[ Exact Mass ]:
323.11600

[ PSA ]:
59.64000

[ LogP ]:
1.64990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds