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P8489

Protopine hydrochloride

Name: Protopine hydrochloride
Brand: SIGMA

≥98%, solid

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关于此项目

经验公式（希尔记法）:

C₂₀H₁₉NO₅·HCl

化学文摘社编号:

6164-47-2

分子量:

389.83

NACRES:

NA.77

PubChem Substance ID:

329820328

UNSPSC Code:

51111800

EC Number:

228-196-5

MDL number:

MFCD00236406

Assay:

≥98%

Form:

solid

Quality level:

100

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属性

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

说明

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 hydrochloride is a Ca²⁺ channel blocker and antiplatelet agent.

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.

Disclaimer

Protect from light.

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

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

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On the synthesis of protopine alkaloids.

Yasuhiro Wada et al.

The Journal of organic chemistry, 72(19), 7301-7306 (2007-08-21)

For the synthesis of protopine alkaloids, we studied a reaction sequence based on a ring enlargement of indeno[2,1-a][3]benzazepines by a singlet oxygen oxygenation, followed by conversion of an amide carbonyl group of the resultant 10-membered keto-lactam to a methylene group

Conventional sample enrichment strategies combined with high-performance liquid chromatography-solid phase extraction-nuclear magnetic resonance analysis allows analyte identification from a single minuscule Corydalis solida plant tuber.

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

Protopine inhibits serotonin transporter and noradrenaline transporter and has the antidepressant-like effect in mice models.

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

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全球贸易项目编号

货号	GTIN
P8489-5MG	04061834401490