Protopine

Protopine is a naturally occuring benzylisoquinoline alkaloid found in plants of the family papaveraceae It acts as an analgesic and can inhibit histamine H1 receptors

Product information

CAS Number: 130-86-9

Molecular Weight: 353.37

Formula: C20H19NO5

Synonym:

Corydinine

Fumarine

Biflorine

Macleyine

Chemical Name: 7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one

Smiles: CN1CC2=C3OCOC3=CC=C2CC(=O)C2=CC3OCOC=3C=C2CC1

InChiKey: GPTFURBXHJWNHR-UHFFFAOYSA-N

InChi: InChI=1S/C20H19NO5/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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 12.5 mg/mL (35.37 mM; Need ultrasonic)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Protopine is found to be cytoprotective against oxidative stress-induced cell death in vitro. It inhibits several human CYP enzymes and is reported to be potent inhibitors of CYP2D6 and to suppress, albeit with less potency, the activities of CYP3A4, CYP1A2, and CYP2B6 as well. Protopine also inhibits CYP2C19[1]. Protopine is a novel microtubule stabilizer with anticancer activity in HRPC cells through apoptotic pathway by modulating Cdk1 activity and Bcl-2 family of proteins[2]. Protopine inhibits serotonin and noradrenaline transporter with IC50 values of 0.94 and 19.5 μM. The inhibiting effect of protopine on serotonin uptake (Ki = 0.92 μM) is stronger than that of protopine on NE uptake (Ki = 19.26 μM[3].

In Vivo:

A pharmacokinetic study in rats after oral administration of a single dose of Rhizoma Corydalis Decumbentis extract, equivalent to 15.4 mg of protopine per kg of body weight, shows that the maximum plasma level of protopine reaches 348 ng/ml, i.e. 0.98 μM. In a similar study on rabbits, the maximum plasma concentration of protopine is 1.03 g/ml, i.e. 2.91 μM[1]. Protopine may be a potential therapeuticagent of antidepressant which targeted on SERT and NET in mice models. It has an antidepressant-like effect on animal models[3].

References:

1. Vrba J, et al. Toxicol Lett. 2011, 203(2):135-41.
2. Chen CH, et al. Cancer Lett. 2012, 315(1):1-11.
3. Xu LF, et al. Neuropharmacology. 2006, 50(8):934-40.

Products are for research use only. Not for human use.