(+)-FANGCHINOLINE
- CAS NO.:436-77-1
- Empirical Formula: C37H40N2O6
- Molecular Weight: 608.72
- MDL number: MFCD03427706
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-05 19:05:58
What is (+)-FANGCHINOLINE?
Description
A bisbenzylisoquino!ine alkaloid obtained from Limacia cuspidata (Miers.) Hook. f. et Thorn., the base crystallizes from Me2CO in the form of long, colourless needles. It is strongly laevorotatory with [α]D - 2120 (CHCI3) and has been shown to be the optical antipode of fanchinoline (q.v.).
Description
Fangchinoline is an alkaloid that has been found in S. tetrandrae and has diverse biological activities, including anti-inflammatory, neuroprotective, and anticancer properties. It inhibits the activity of sheep COX and decreases IL-6-induced proliferation of MH60 mouse hybridoma cells with IC50 values of 129 and 3.7 μM, respectively. Fangchinoline (1 and 10 μM) reduces cyanide-induced increases in secreted glutamate levels and cell death in primary neonatal rat cerebellar granule neurons. It decreases proliferation of PC3 human prostate cancer cells by 63 and 86% when used at concentrations of 20 and 30 μM, respectively. Fangchinoline reduces tumor growth in a PC3 mouse xenograft model when administered at a dose of 5 mg/kg per day for 12 days.
The Uses of (+)-FANGCHINOLINE
(+)-Fangchinoline is an isolate from Stephania Tetrandra that shows anti-cancer activity. It inhibits breast adenocarcinoma proliferation through apoptosis induction. In addition, it has been shown to inhibit HIV-Type 1 replication.
Definition
ChEBI: A bisbenzylisoquinoline alkaloid that is (1beta)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from S ephania tetrandra, it has been found to possess neuroprotective and anti-tumour activity.
References
Tomita, Furukawa., Tetrahedron Lett., 4293 (1966)
Properties of (+)-FANGCHINOLINE
Melting point: | 240~242℃ |
Boiling point: | 709.7±60.0 °C(Predicted) |
Density | 1.204±0.06 g/cm3(Predicted) |
storage temp. | 4°C, protect from light |
solubility | Soluble in chloroform and methanol; |
form | powder to crystal |
pka | 9.38±0.20(Predicted) |
color | White to Orange to Green |
Water Solubility | slightly soluble in water |
Safety information for (+)-FANGCHINOLINE
Computed Descriptors for (+)-FANGCHINOLINE
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