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Oxysophocarpine

Names

[ CAS No. ]:
26904-64-3

[ Name ]:
Oxysophocarpine

[Synonym ]:
N-oxosophocarpine
sophocarpidine
(7aS,13aR,13bR,13cS)-2,3,6,7,7a,8,13,13a,13b,13c-Decahydro-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one 4-oxide
Oxysophocarpine
1-oxy-13,14-didehydro-matridin-15-one
1H,5H,10H-Dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one, 2,3,6,7,7a,8,13,13a,13b,13c-decahydro-, 4-oxide, (7aS,13aR,13bR,13cS)-
Matridin-15-one, 13,14-didehydro-, 1-oxide
(4R,7aS,13aR,13bR,13cS)-2,3,6,7,7a,8,13,13a,13b,13c-Decahydro-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one 4-oxide
1H,5H,10H-Dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one, 2,3,6,7,7a,8,13,13a,13b,13c-decahydro-, 4-oxide, (4R,7aS,13aR,13bR,13cS)-

Biological Activity

[Description]:

Oxysophocarpine is an alkaloid extracted from Siphocampylus verticillatus. Oxysophocarpine has neuroprotective and anti-nociceptive effects on the central and peripheral nervous systems[1]. Oxysophocarpine inhibits the growth and metastasis of  oral squamous cell carcinoma (OSCC)[2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others

[In Vitro]

Oxysophocarpine (5 μM) inhibits proliferation and reduces migration and invasion of SCC-9 and SCC-15 oral squamous cell carcinoma (OSCC) cells in vitro[1].

[References]

[1]. Xu T, et al. Oxysophocarpine induces anti-nociception and increases the expression of GABAAα1 receptors in mice.Mol Med Rep. 2013 Jun;7(6):1819-25.

[2]. Liu, R., Peng, J., Wang, H., et al. Oxysophocarpine retards the growth and metastasis of oral squamous cell carcinoma by targeting the Nrf2/HO-1 axis. Cell Physiol. Biochem. 49(5), 1717-1733 (2018).

Chemical & Physical Properties

[ Molecular Formula ]:
C15H22N2O2

[ Molecular Weight ]:
262.347

[ Exact Mass ]:
262.168121

[ PSA ]:
49.74000

[ LogP ]:
-0.41

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream