P8489
Protopine hydrochloride
≥98%, solid
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About This Item
Formule empirique (notation de Hill):
C20H19NO5·HCl
Numéro CAS:
Poids moléculaire :
389.83
Numéro CE :
Numéro MDL:
Code UNSPSC :
51111800
ID de substance PubChem :
Nomenclature NACRES :
NA.77
Produits recommandés
Niveau de qualité
Pureté
≥98%
Forme
solid
Température de stockage
2-8°C
Chaîne SMILES
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
Clé InChI
NWNVDSJZGYDVQW-UHFFFAOYSA-N
Description générale
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.
Actions biochimiques/physiologiques
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.
Attention
Protect from light.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Équipement de protection individuelle
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Xiao Wang et al.
Journal of chromatography. A, 1115(1-2), 267-270 (2006-04-20)
pH-zone-refining counter-current chromatography was successfully applied to the separation of alkaloids from a crude extract of Corydalis decumbens (Thunb.) Pers. using a multilayer coil planet centrifuge (CPC). The experiment was performed with a two-phase solvent system composed of methyl tert-butyl
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
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
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
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
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