Jatrorrhizine

Jatrorrhizine (Neprotin, Yatrorizine), one of the active constituents of Coptis chinensis Franch, has multiple bioactivities, such as hypoglycemic, antimicrobial, and antioxidant activities. It is an inhibitor of AChE with IC50 of 872 nM and demonstrates >115-fold selectivity for AChE over BuChE.

Product information

CAS Number: 3621-38-3

Molecular Weight: 338.38

Formula: C20H20NO4

Chemical Name: 10-hydroxy-3,4,11-trimethoxy-7,8-dihydro-6λ⁵-azatetraphen-6-ylium

Smiles: COC1C=C2C3C=C4C=CC(OC)=C(OC)C4=C[N+]=3CCC2=CC=1O

InChiKey: MXTLAHSTUOXGQF-UHFFFAOYSA-O

InChi: InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1

Technical Data

Appearance: Solid Power

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

Solubility: H2O : 5 mg/mL (14.78 mM; Need ultrasonic) DMSO : 3.33 mg/mL (9.84 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:

Jatrorrhizine hydrochloride suppresses C8161 cell proliferation in a dose-dependent manner, with a half-maximal inhibitory concentration of 47.4±1.6 μmol/l. however, it does not induce significant cellular apoptosis at doses up to 320 μmol/l. Mechanistic studies show that JH-induced C8161 cell cycle arrest at the G0/G1 transition, which is accompanied by overexpression of the cell cycle-suppressive genes p21 and p27 at higher doses.

In Vivo:

JH reduces metastatic melanoma cell-mediated neovascularization. JH ameliorates hyperlipidemia via the suppression of lipogenesis and the enhancement of lipid oxidation in the liver.

References:

1. Sun S, et al. Jatrorrhizine reduces 5-HT and NE uptake via inhibition of uptake-2 transporters and produces antidepressant-like action in mice. Xenobiotica. 2019 Oct;49(10):1237-1243.
2. Xiaofei Jiang, et al. Synthesis and Biological Evaluation of Novel Jatrorrhizine Derivatives with Amino Groups Linked at the 3-Position as Inhibitors of Acetylcholinesterase. Research Article Volume 2017
3. C W Wright, et al. In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. J Nat Prod. 2000 Dec;63(12):1638-40.

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