Cepharanthine

From DrugPedia: A Wikipedia for Drug discovery

Jump to: navigation, search

Show 3-D Structure

Show 2-D Structure

Cepharanthine
Systematic (IUPAC) name
N/A
Identifiers
CAS number  ?
ATC code  ?
PubChem 10206
Chemical data
Formula C37H38N2O6
Mol. mass 606.70742
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes  ?

[edit] Description

isoquinoline alkaloid from tubers of Stephania; stimulates recovery of immunologic function in lymphatic system afte administration of antineoplastic agents or x-irradiation; structure

Cepharanthine is a biscoclaurine alkaloid isolated from Stephania cepharantha Hayata. It has anti-inflammatory, anti-allergic, immunomodulatory, and many other interesting biological activities. Suppresses NO production, which is one of the critical mediators of inflammation. Inhibits either alone or in combination with 8-difluoromethoxy-1ethyl-6-fluoro-1,4-dihydro-7-[4-(2-methoxyphenyl-1-piperazinyl]-4-oxoquinoline-3-carboxylic acid HIV-1 replication in TNF-a and PMA-stimulated U1 cells. Inhibits in a two-stage carcinogenesis model tumor promotion by TPA. Inhibits both ODC and PKC enzymes involved in the promotional phase of carcinogenesis. Inducer of apoptosis in murine P388 doxorubicin-sensitive and -resistant cells, by increasing the production of reactive oxygen species and Fas-antigen expression. When given in combination with other cancer therapeutic drug such as doxorubicin (Prod. No. LKT-D5794), tamoxifen (Prod. No. LKT-T0250, vindesine (Prod. No. LKT-V3354), vincristine (Prod. No. LKT-V5254), nitrosourea and others, cepharanthine potentiates their therapeutic effects by modulating the multidrug resistance. Similar to minoxidil, it is able to stimulate proliferation and delay initiation of differentiation and keratinization of cultured cells.

[edit] General Properties

*Molecular Weight

606.70742

*Molecular Formula

C37H38N2O6

*IUPAC NAME

N/A

*Canonical Smiles

CN1CCC2=CC3=C(C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3

*Isomeric Smiles

CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3

*XLogP

5.7

*Topological Polar Surface Area

61.9

[edit] External Links

Link to BIAdb Database