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Cephaeline

CAS# 483-17-0

Cephaeline

Catalog No. BCC8143----Order now to get a substantial discount!

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Quality Control of Cephaeline

Number of papers citing our products

Chemical structure

Cephaeline

3D structure

Chemical Properties of Cephaeline

Cas No. 483-17-0 SDF Download SDF
PubChem ID 442195 Appearance Powder
Formula C28H38N2O4 M.Wt 466.6
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol
SMILES CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4C5=CC(=C(C=C5CCN4)O)OC)OC)OC
Standard InChIKey DTGZHCFJNDAHEN-OZEXIGSWSA-N
Standard InChI InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3/t17-,20-,23+,24-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Cephaeline

The herbs of Alangium lamarckii

Biological Activity of Cephaeline

DescriptionCephaeline was highly active against protected primary CLL cells (relative IC50's 35 nM ) and acted by repressing HIF-1α and disturbing intracellular redox homeostasis.
TargetsHIF-1
In vitro

Oxidative stress as candidate therapeutic target to overcome microenvironmental protection of CLL.[Pubmed: 31300746]

Leukemia. 2019 Jul 12.

Chronic lymphocytic leukemia (CLL) cells depend on microenvironmental non-malignant cells for survival.
METHODS AND RESULTS:
We compared the transcriptomes of primary CLL cells cocultured or not with protective bone marrow stromal cells (BMSCs) and found that oxidative phosphorylation, mitochondrial function, and hypoxic signaling undergo most significant dysregulation in non-protected CLL cells, with the changes peaking at 6-8 h, directly before induction of apoptosis. A subset of CLL patients displayed a gene expression signature resembling that of cocultured CLL cells and had significantly worse progression-free and overall survival. To identify drugs blocking BMSC-mediated support, we compared the relevant transcriptomic changes to the Connectivity Map database. Correlation was found with the transcriptomic signatures of the cardiac glycoside ouabain and of the ipecac alkaloids emetine and Cephaeline. These compounds were highly active against protected primary CLL cells (relative IC50's 287, 190, and 35 nM, respectively) and acted by repressing HIF-1α and disturbing intracellular redox homeostasis. We tested emetine in a murine model of CLL and observed decreased CLL cells in peripheral blood, spleen, and bone marrow, recovery of hematological parameters and doubling of median survival (31.5 vs. 15 days, P = 0.0001).
CONCLUSIONS:
Pathways regulating redox homeostasis are thus therapeutically targetable mediators of microenvironmental support in CLL cells.

Protocol of Cephaeline

Structure Identification
J Nat Prod. 2000 May;63(5):723-5.

Two Alangium alkaloids from Alangium lamarckii.[Pubmed: 10843602 ]


METHODS AND RESULTS:
Two new Alangium alkaloids, 1',2'-dehydrotubulosine (1) and alangine (2), were isolated from the dried fruits of Alangium lamarckii along with tubulosine (3), isotubulosine (4), deoxytubulosine, Cephaeline, isoCephaeline, psychotrine, neoCephaeline, 10-O-demethylCephaeline, 2'-N-(1"-deoxy-1" -beta-D-fructopyranosyl)Cephaeline, protoemetine, protoemetinol, salsoline, and alangiside.
CONCLUSIONS:
The structures of the new alkaloids (1 and 2) were determined by spectroscopic and chemical means.

Cephaeline Dilution Calculator

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Cephaeline Molarity Calculator

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Preparing Stock Solutions of Cephaeline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1432 mL 10.7158 mL 21.4316 mL 42.8633 mL 53.5791 mL
5 mM 0.4286 mL 2.1432 mL 4.2863 mL 8.5727 mL 10.7158 mL
10 mM 0.2143 mL 1.0716 mL 2.1432 mL 4.2863 mL 5.3579 mL
50 mM 0.0429 mL 0.2143 mL 0.4286 mL 0.8573 mL 1.0716 mL
100 mM 0.0214 mL 0.1072 mL 0.2143 mL 0.4286 mL 0.5358 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Cephaeline

Emetine inhibits Zika and Ebola virus infections through two molecular mechanisms: inhibiting viral replication and decreasing viral entry.[Pubmed:29872540]

Cell Discov. 2018 Jun 5;4:31.

The re-emergence of Zika virus (ZIKV) and Ebola virus (EBOV) poses serious and continued threats to the global public health. Effective therapeutics for these maladies is an unmet need. Here, we show that emetine, an anti-protozoal agent, potently inhibits ZIKV and EBOV infection with a low nanomolar half maximal inhibitory concentration (IC50) in vitro and potent activity in vivo. Two mechanisms of action for emetine are identified: the inhibition of ZIKV NS5 polymerase activity and disruption of lysosomal function. Emetine also inhibits EBOV entry. Cephaeline, a desmethyl analog of emetine, which may be better tolerated in patients than emetine, exhibits a similar efficacy against both ZIKV and EBOV infections. Hence, emetine and Cephaeline offer pharmaceutical therapies against both ZIKV and EBOV infection.

Description

Cephaeline is a phenolic alkaloid in Indian Ipecac roots. Cephaeline exhibits potent inhibition of both Zika virus (ZIKV) and Ebola virus (EBOV) infections.

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