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Jatrorrhizine chloride

CAS# 6681-15-8

Jatrorrhizine chloride

Catalog No. BCN4956----Order now to get a substantial discount!

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Chemical structure

Jatrorrhizine chloride

3D structure

Chemical Properties of Jatrorrhizine chloride

Cas No. 6681-15-8 SDF Download SDF
PubChem ID 371256 Appearance Orange-red powder
Formula C20H20ClNO4 M.Wt 373.83
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Neprotine chloride; Yatrorhizine chloride
Solubility Soluble in chloroform and methan
Chemical Name 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol;chloride
SMILES COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC.[Cl-]
Standard InChIKey JKMUUZMCSNHBAX-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H19NO4.ClH/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;1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Jatrorrhizine chloride

1 Corydalis sp. 2 Jateorhiza sp. 3 Mahonia sp.

Biological Activity of Jatrorrhizine chloride

DescriptionJatrorrhizine hydrochloride has lipid lowering effects, it can ameliorate hyperlipidemia via the suppression of lipogenesis and the enhancement of lipid oxidation in the liver. It exhibits a potent inhibitory effect toward neuraminidase of the H7N9 (N9) avian influenza virus, it also can potentiate the neuraminidase inhibitory effect of oseltamivir towards H7N9 influenza. Jatrorrhizine hydrochloride is a potential new antimelanoma drug candidate, can inhibit the proliferation and neovascularization of C8161 metastatic melanoma cells with low toxicity.
TargetsPPAR | Influenza virus
In vitro

Jatrorrhizine hydrochloride inhibits the proliferation and neovascularization of C8161 metastatic melanoma cells.[Pubmed: 23695011]

Anticancer Drugs. 2013 Aug;24(7):667-76.

Malignant melanoma is the most aggressive form of skin cancer. Although various antimelanoma approaches have been used in the clinics to treat the disease over the last three decades, none of the drugs significantly prolonged the survival of metastatic melanoma patients; hence, effective drugs against metastatic melanoma are highly desired.
METHODS AND RESULTS:
In this study, we explored an antimetastatic melanoma agent derived from traditional Chinese medicinal herbs and found that Jatrorrhizine Hydrochloride (JH), an active component of the traditional Chinese medicinal herb Coptis chinensis, inhibited the proliferation and neovascularization of C8161 human metastatic melanoma cells. JH suppressed C8161 cell proliferation in a dose-dependent manner, with a half-maximal inhibitory concentration of 47.4±1.6 μmol/l; however, it did not induce significant cellular apoptosis at doses up to 320 μmol/l. Mechanistic studies showed that JH-induced C8161 cell cycle arrest at the G0/G1 transition, which was accompanied by overexpression of the cell cycle-suppressive genes p21 and p27 at higher doses. Moreover, JH reduced C8161 cell-mediated neovascularization in vitro and in vivo and impeded the expression of the gene for VE-cadherin, a key protein in tumor vasculogenic mimicry and angiogenesis.
CONCLUSIONS:
Taken together, the effective inhibitory effects of JH on metastatic melanoma cell proliferation and neovascularization with low toxicity suggest that JH is a potential new antimelanoma drug candidate.

In vivo

Jatrorrhizine hydrochloride attenuates hyperlipidemia in a high-fat diet-induced obesity mouse model.[Pubmed: 27573054 ]

Mol Med Rep. 2016 Oct;14(4):3277-84.

Jatrorrhizine Hydrochloride (JH) is an active component of the traditional Chinese herb Coptis chinensis, which has been used to prevent and treat metabolic disorders. Hyperlipidemia is one of the principal factors underlying numerous metabolic diseases, including diabetes and obesity. Therefore, the aim of the present study was to investigate the lipid lowering effects of JH treatment in vivo in an obesity mouse model. JH-treated hyperlipidemic mice exhibited a reduction in body weight, as well as improved glucose tolerance and insulin sensitivity. In addition, JH‑treated hyperlipidemic mice exhibited reduced serum triglyceride, total cholesterol and low‑density lipoprotein cholesterol levels, as well as increased high‑density lipoprotein cholesterol levels compared with untreated mice fed a high‑fat diet. Notably, JH treatment ameliorated the pathophysiological changes observed in the livers of hyperlipidemic mice. At the molecular level, JH downregulated the hepatic mRNA expression levels of SREBP‑1c and FAS, and induced PPAR‑α and CPT1A mRNA expression in hyperlipidemic mice. These findings suggest that JH ameliorates hyperlipidemia via the suppression of lipogenesis and the enhancement of lipid oxidation in the liver.

Protocol of Jatrorrhizine chloride

Kinase Assay

Jatrorrhizine Hydrochloride potentiates the neuraminidase inhibitory effect of oseltamivir towards H7N9 influenza[Reference: WebLink]

Rsc Adv., 2015, 5(80):64937-43.

A Chinese natural product, Jatrorrhizine Hydrochloride (JH), exhibited potent inhibitory effect toward neuraminidase of the H7N9 (N9) avian influenza virus.
METHODS AND RESULTS:
The interaction between JH and N9 was modeled using molecular docking software AutoDock. Similar to the control drug oseltamivir, JH bound into the active site of N9, but its position did not overlap with the position of oseltamivir. In addition, JH and oseltamivir were simultaneously docked into the active site of N9s (N9WT and N9R294K). By analyzing the docking result of the binding position, hydrogen bond interaction, and pi-pi interaction, N9 inhibition was likely enhanced by the combination of JH and oseltamivir. Molecular dynamics simulations using GROMACS were used to obtain trajectories of N9s and two compound complexes (JH was chosen from the docking result, whereas oseltamivir was directly extracted from the crystal structure) and to validate key interactions. The coordination between JH and oseltamivir to inhibit neuraminidase activity was further confirmed by the enzymatic assays of N9s.
CONCLUSIONS:
This study introduces novel treatment strategies to target N9 for a potential anti-H7N9 influenza drug.

Jatrorrhizine chloride Dilution Calculator

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Preparing Stock Solutions of Jatrorrhizine chloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.675 mL 13.3751 mL 26.7501 mL 53.5003 mL 66.8753 mL
5 mM 0.535 mL 2.675 mL 5.35 mL 10.7001 mL 13.3751 mL
10 mM 0.2675 mL 1.3375 mL 2.675 mL 5.35 mL 6.6875 mL
50 mM 0.0535 mL 0.2675 mL 0.535 mL 1.07 mL 1.3375 mL
100 mM 0.0268 mL 0.1338 mL 0.2675 mL 0.535 mL 0.6688 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Jatrorrhizine chloride

Jatrorrhizine hydrochloride inhibits the proliferation and neovascularization of C8161 metastatic melanoma cells.[Pubmed:23695011]

Anticancer Drugs. 2013 Aug;24(7):667-76.

Malignant melanoma is the most aggressive form of skin cancer. Although various antimelanoma approaches have been used in the clinics to treat the disease over the last three decades, none of the drugs significantly prolonged the survival of metastatic melanoma patients; hence, effective drugs against metastatic melanoma are highly desired. In this study, we explored an antimetastatic melanoma agent derived from traditional Chinese medicinal herbs and found that jatrorrhizine hydrochloride (JH), an active component of the traditional Chinese medicinal herb Coptis chinensis, inhibited the proliferation and neovascularization of C8161 human metastatic melanoma cells. JH suppressed C8161 cell proliferation in a dose-dependent manner, with a half-maximal inhibitory concentration of 47.4+/-1.6 mumol/l; however, it did not induce significant cellular apoptosis at doses up to 320 mumol/l. Mechanistic studies showed that JH-induced C8161 cell cycle arrest at the G0/G1 transition, which was accompanied by overexpression of the cell cycle-suppressive genes p21 and p27 at higher doses. Moreover, JH reduced C8161 cell-mediated neovascularization in vitro and in vivo and impeded the expression of the gene for VE-cadherin, a key protein in tumor vasculogenic mimicry and angiogenesis. Taken together, the effective inhibitory effects of JH on metastatic melanoma cell proliferation and neovascularization with low toxicity suggest that JH is a potential new antimelanoma drug candidate.

Jatrorrhizine hydrochloride attenuates hyperlipidemia in a high-fat diet-induced obesity mouse model.[Pubmed:27573054]

Mol Med Rep. 2016 Oct;14(4):3277-84.

Jatrorrhizine hydrochloride (JH) is an active component of the traditional Chinese herb Coptis chinensis, which has been used to prevent and treat metabolic disorders. Hyperlipidemia is one of the principal factors underlying numerous metabolic diseases, including diabetes and obesity. Therefore, the aim of the present study was to investigate the lipid lowering effects of JH treatment in vivo in an obesity mouse model. JH-treated hyperlipidemic mice exhibited a reduction in body weight, as well as improved glucose tolerance and insulin sensitivity. In addition, JHtreated hyperlipidemic mice exhibited reduced serum triglyceride, total cholesterol and lowdensity lipoprotein cholesterol levels, as well as increased highdensity lipoprotein cholesterol levels compared with untreated mice fed a highfat diet. Notably, JH treatment ameliorated the pathophysiological changes observed in the livers of hyperlipidemic mice. At the molecular level, JH downregulated the hepatic mRNA expression levels of SREBP1c and FAS, and induced PPARalpha and CPT1A mRNA expression in hyperlipidemic mice. These findings suggest that JH ameliorates hyperlipidemia via the suppression of lipogenesis and the enhancement of lipid oxidation in the liver.

Description

Jatrorrhizine chloride is a potent and orally active uptake-2 transporter inhibitor, it can be isolated from various Chinese medicinal plants. Jatrorrhizine chloride exhibits a critical neuroprotective role in H2O2-induced apoptosis via inhibition of MAPK pathway in HT22 hippocampal neurons.

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