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Norushinsunine

CAS# 3175-84-6

Norushinsunine

2D Structure

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Quality Control of Norushinsunine

3D structure

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Norushinsunine

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Chemical Properties of Norushinsunine

Cas No. 3175-84-6 SDF Download SDF
PubChem ID 10378981 Appearance Brown powder
Formula C17H15NO3 M.Wt 281.3
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (12S,13R)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol
SMILES C1CNC2C(C3=CC=CC=C3C4=C2C1=CC5=C4OCO5)O
Standard InChIKey CKIYSMRPIBQTHQ-JKSUJKDBSA-N
Standard InChI InChI=1S/C17H15NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-4,7,15-16,18-19H,5-6,8H2/t15-,16+/m0/s1
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 Norushinsunine

The stem wood of Annona glabra

Norushinsunine Dilution Calculator

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Norushinsunine Molarity Calculator

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Preparing Stock Solutions of Norushinsunine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5549 mL 17.7746 mL 35.5492 mL 71.0985 mL 88.8731 mL
5 mM 0.711 mL 3.5549 mL 7.1098 mL 14.2197 mL 17.7746 mL
10 mM 0.3555 mL 1.7775 mL 3.5549 mL 7.1098 mL 8.8873 mL
50 mM 0.0711 mL 0.3555 mL 0.711 mL 1.422 mL 1.7775 mL
100 mM 0.0355 mL 0.1777 mL 0.3555 mL 0.711 mL 0.8887 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 Norushinsunine

Isoquinoline alkaloids from Asimina triloba.[Pubmed:30453785]

Nat Prod Res. 2019 Oct;33(19):2823-2829.

A new aporphine glycoside, (-)-anolobine-9-O-beta-D-glucopyranoside was isolated from the twigs of pawpaw (Asimina triloba) along with 7 known alkaloids including five aporphine alkaloids (anolobine, nornuciferine, Norushinsunine, liriodenine, and lysicamine), a proaporhine alkaloid (stepharine), and a tetrahydrobenzylisoquinoline alkaloid (coclaurine). Among these compounds, nornuciferine, lysicamine, stepharine, and coclaurine are reported for the first time from this plant. The structure of the new compound was elucidated by spectroscopic methods, including 1 D, 2 D NMR, and HRESI-MS. The absolute configuration of compounds 1, 2, 7 and 8 was determined by CD experiment.

Aporphine alkaloids and cytotoxic lignans from the roots of Illigera luzonensis.[Pubmed:21315382]

Phytochemistry. 2011 Apr;72(6):523-32.

Six aporphine alkaloids, (+)-(S)-N-butyrylcaaverine (1), (+)-(S)-N-propionylcaaverine (2), (+)-(S)-N-acetylcaaverine (3), (+)-(6aR,7R)-N-butyrylNorushinsunine (4), (+)-(6aR,7R,E)-N-(but-2-enoyl)Norushinsunine (5), and N-formyldehydrocaaverine (6) were isolated from the roots of Illigera luzonensis, together with 16 known compounds. Their structures were determined through spectroscopic and MS analyses. Among the isolates, (-)-deoxypodophyllotoxin (13) was the most cytotoxic, with IC(50) values of 0.0057, 0.0067, 0.00004, and 0.0035mug/mL, respectively, against DLD-1, CCRF-CEM, HL-60, and IMR-32 cell lines. In addition, (-)-yatein (12) exhibited cytotoxic effects, with IC(50) values of 0.81, 0.20, and 0.59mug/mL, respectively, against DLD-1, CCRF-CEM, and HL-60 cell lines.

Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L.[Pubmed:20826204]

J Ethnopharmacol. 2011 Jan 7;133(1):26-30.

AIM OF THE STUDY: The objective of this study was to isolate and characterize the active constituents of the traditionally used antimalarial plant Liriodendron tulipifera by antiplasmodial-assay guided fractionation. MATERIALS AND METHODS: Bark and leaves were extracted with solvents of increasing polarity. Fractions were generated using flash chromatography, counter current chromatography and preparative HPLC and subjected to in vitro antiplasmodial and cytotoxicity assays. Active fractions were subjected to further fractionation until pure compounds were isolated, for which the IC(50) values were calculated. RESULTS AND DISCUSSION: Six known aporphine alkaloids, asimilobine (1), Norushinsunine (2), norglaucine (3), liriodenine (4), anonaine (5) and oxoglaucine (6) were found to be responsible for the antiplasmodial activity of the bark. Leaves yielded two known sesquiterpene lactones, peroxyferolide (7) and lipiferolide (8) with antiplasmodial activity. The antiplasmodial activity of (2) (IC(50)=29.6 mug/mL), (3) (IC(50)=22.0 mug/mL), (6) (IC(50)=9.1 mug/mL), (7) (IC(50)=6.2 mug/mL) and (8) (IC(50)=1.8 mug/mL) are reported for the first time. CONCLUSION: This work supports the historical use of Liriodendron tulipifera as an antimalarial remedy of the United States and characterizes its antiplasmodial constituents.

Vasodilator effects of liriodenine and norushinsunine, two aporphine alkaloids isolated from Annona cherimolia, in rat aorta.[Pubmed:7568337]

Pharmacology. 1995 Jun;50(6):380-7.

The effect of two aporphines, liriodenine and Norushinsunine, isolated from Annona cherimolia, were studied in the rat aorta in order to examine their mechanism of action. Both alkaloids (10(-7) - 10(-4) mol/l) showed relaxant effects on the contractions elicited by 10(-6) mol/l noradrenaline (NA) or 80 mmol/1 KCl, but, while liriodenine showed a nonspecific relaxant action on both spasmogens, Norushinsunine was more potent on KCl-induced contraction. In Ca2+ free medium, both alkaloids (0.1 mmol/l) inhibited the responses elicited by NA, but not those elicited by caffeine. This inhibitory action occurred when the alkaloids were present during the release of the Ca2+ internal stores or during the refilling process. These results suggest that the two aporphines show a relaxant action in rat aorta which is mediated by an interaction with alpha1-adrenoceptors and an alteration of the Ca2+ entry via voltage-operated channels. Norushinsunine exhibits a certain degree of selectivity as an L-type Ca2+ channel blocker.

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