• USA Home
  • P8489 - Protopine hydrochloride

EMAIL THIS PAGE TO A FRIEND
P8489 Sigma-Aldrich

Protopine hydrochloride

≥98%, solid

Purchase

Properties

Related Categories Alkaloid, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators, Cell Biology,
Quality Level   100
assay   ≥98%
form   solid
storage temp.   2-8°C
SMILES string   Cl.CN1CCc2cc3OCOc3cc2C(=O)Cc4ccc5OCOc5c4C1
InChI   1S/C20H19NO5.ClH/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17;/h2-3,7-8H,4-6,9-11H2,1H3;1H
InChI key   NWNVDSJZGYDVQW-UHFFFAOYSA-N

Description

General description

Protopine is a celandine alkaloid and a bioactive compound associated with the plant families including fumariaceae, berberidaceae and papaveraceae. It is metabolized by demethylenation in the presence of the cytochrome enzymes cytochrome P450 family 2 subfamily d polypeptide 1 (CYP2D1) and cytochrome P450 family 2 subfamily c polypeptide 11 (CYP2C11).

Application

Protopine hydrochloride may be used in the calibration curve preparation for the quantification of alkaloids from Fumaria capreolata using liquid chromatography coupled to diode array detection and electrospray ionization tandem mass spectrometry (LC-DAD-MS) and tandem mass spectrometry(MS/MS). It may also be used as an alkaloid in cytotoxicity and permeability studies carcinogenic cell lines.

Biochem/physiol Actions

Protopine possesses anti-parasitic, antimicrobial and anti-inflammatory property. It mediates mitotic arrest by favoring tubulin polymerization. Protopine elicits anti-invasive effects in breast cancer tumor progression.. It also provides protection against oxidative stress-induced cell death.

Protopine hydrochloride is a Ca2+ channel blocker and antiplatelet agent.

Caution

Protect from light.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
UL2000000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number
Protocols & Articles

Articles

Antihypertensive Agents

Agents that inhibit angiontensin-converting enzymes (ACE) and angiotensin II formation are essential to cardiovascular medicine.1 These inhibitors are used not only to treat essential hypertension an...
Sami Barghshoon
BioFiles v7 n5, 2012, 5–20
Keywords: AGE, Antihypertensives, Cardiovascular, Clinical, Diuretics, PAGE, Reductions

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?