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Asimilobine

Names

[ CAS No. ]:
6871-21-2

[ Name ]:
Asimilobine

[Synonym ]:
Asimilobine
4H-Dibenzo(de,g)quinolin-2-ol, 5,6,6a,7-tetrahydro-1-methoxy-, (R)-
4H-Dibenzo[de,g]quinolin-2-ol, 5,6,6a,7-tetrahydro-1-methoxy-, (6aR)-
(6aR)-1-Methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-ol

Biological Activity

[Description]:

Asimilobine is an aporphine isoquinoline alkaloid isolated from plant species of Magnolia obobata Thun. Asimilobine is a dopamine biosynthesis inhibitor and a serotonergic receptor antagonist. Asimilobine shows an antimalarial and anti-cancer activity[1][2].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Infection
Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor
Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor
Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor
Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

[Target]

Dopamine Receptor

serotonergic receptor


[In Vitro]

Asimilobine (0.05-0.2 μM; for 24 h) shows a significant inhibition of intracellular dopamine levels in a concentration-dependent manner with an IC50 value of 0.13 μM[2]. Asimilobine (0.15 μM) inhibits tyrosine hydroxylase (TH) and aromatic L-amino acid decarboxylase (AADC) activities at 24 h[2]. Asimilobine also decreases TH mRNA levels and intracellular cyclic AMP levels[2].

[References]

[1]. N Shoji, et al. Asimilobine and Lirinidine, Serotonergic Receptor Antagonists, From Nelumbo Nucifera. J Nat Prod. Jul-Aug 1987;50(4):773-4.

[2]. Chun-Mei Jin, et al. Effects of Asimilobine on Dopamine Biosynthesis and l-DOPA-induced Cytotoxicity in PC12 Cells. J Asian Nat Prod Res. Jul-Aug 2008;10(7-8):747-55.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
472.5±45.0 °C at 760 mmHg

[ Melting Point ]:
177-179℃ (acetone )

[ Molecular Formula ]:
C17H17NO2

[ Molecular Weight ]:
267.322

[ Flash Point ]:
239.6±28.7 °C

[ Exact Mass ]:
267.125916

[ PSA ]:
41.49000

[ LogP ]:
2.46

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.638

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds