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Merck
CN

P8489

Sigma-Aldrich

Protopine hydrochloride

≥98%, solid

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About This Item

经验公式(希尔记法):
C20H19NO5·HCl
CAS号:
分子量:
389.83
EC 号:
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77

质量水平

方案

≥98%

表单

solid

储存温度

2-8°C

SMILES字符串

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

一般描述

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).

应用

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.

生化/生理作用

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.

注意

Protect from light.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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分析证书(COA)

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David K Liscombe et al.
The Journal of biological chemistry, 282(20), 14741-14751 (2007-03-29)
S-Adenosyl-l-methionine:tetrahydroprotoberberine cis-N-methyltransferase (EC 2.1.1.122) catalyzes the conversion of (S)-stylopine to the quaternary ammonium alkaloid, (S)-cis-N-methylstylopine, as a key step in the biosynthesis of protopine and benzophenanthridine alkaloids in plants. A full-length cDNA encoding a protein exhibiting 45 and 48% amino
Sonja Sturm et al.
Journal of chromatography. A, 1163(1-2), 138-144 (2007-07-14)
Identification of putative biomarker molecules within the genus Corydalis (Papaveraceae) was pursued by combining conventional off-line sample enrichment with high-performance liquid chromatography-solid phase extraction-nuclear magnetic resonance (HPLC-SPE-NMR) based structure elucidation. Off-line reversed phase solid phase extraction (SPE) was used to
Hai-yan Lu et al.
Journal of pharmaceutical and biomedical analysis, 59, 44-49 (2011-10-26)
With the application of near-infrared spectroscopy (NIRS), a convenient and rapid method for determination of alkaloids in Corydalis Tuber extract and classification for samples from different locations have been developed. Five different samples were collected according to their geographical origin
Lin-Feng Xu et al.
Neuropharmacology, 50(8), 934-940 (2006-03-15)
The protopine isolated from a Chinese herb Dactylicapnos scandens Hutch was identified as an inhibitor of both serotonin transporter and noradrenaline transporter in vitro assays. 5-hydroxy-DL-tryptophan(5-HTP)-induced head twitch response (HTR) and tail suspension test were adopted to study whether protopine
Anshu Rathi et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 15(6-7), 470-477 (2008-01-01)
The present investigation demonstrates the hepatoprotective potential of 50% ethanolic water extract of whole plant of Fumaria indica and its three fractions viz., hexane, chloroform and butanol against d-galactosamine induced hepatotoxicity in rats. The hepatoprotection was assessed in terms reduction

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