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Tuberstemonine

CAS# 6879-01-2

Tuberstemonine

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Chemical structure

Tuberstemonine

3D structure

Chemical Properties of Tuberstemonine

Cas No. 6879-01-2 SDF Download SDF
PubChem ID 435242 Appearance White powder
Formula C22H33NO4 M.Wt 375.51
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Tuberstemonine;Tuberostemonine
Solubility Soluble in acetone; sparingly soluble in water
SMILES CCC1C2CCCCN3C2C(CC3C4CC(C(=O)O4)C)C5C1OC(=O)C5C
Standard InChIKey GYOGHROCTSEKDY-UHFFFAOYSA-N
Standard InChI InChI=1S/C22H33NO4/c1-4-13-14-7-5-6-8-23-16(17-9-11(2)21(24)26-17)10-15(19(14)23)18-12(3)22(25)27-20(13)18/h11-20H,4-10H2,1-3H3
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 Tuberstemonine

The roots of Stemona japonica

Biological Activity of Tuberstemonine

DescriptionTuberostemonine has antitussive activity, acts in part as an open-channel blocker at the crayfish neuromuscular junction; it also exhibits relatively higher intestinal permeabilities.
TargetsAntifection
In vivo

Oral absorption and antitussive activity of tuberostemonine alkaloids from the roots of Stemona tuberosa.[Pubmed: 19214944]

Planta Med. 2009 May;75(6):575-80.

The intestinal absorption of four stereoisomers of Tuberostemonine-type alkaloids, neoTuberostemonine (1), Tuberostemonine (2), Tuberostemonine H (3), and Tuberostemonine J (4), isolated from the antitussive Chinese medicinal herb Radix Stemonae, and the IN VIVO antitussive activity of alkaloids 1, 2 and 3 were investigated in the current study.
METHODS AND RESULTS:
All three alkaloids exhibited dose-dependent inhibitory effects on citric acid-induced cough in guinea pigs after intraperitoneal administration. Alkaloid 2 had the same potency via both oral and intraperitoneal dosing, 1 exhibited significantly lower oral activity than that following intraperitoneal application, while 3 did not show oral activity.
CONCLUSIONS:
Alkaloid 4 demonstrated a moderate permeability in Caco-2 monolayer cells while alkaloids 1, 2 and 3 exhibited relatively higher intestinal permeabilities, indicating that all four alkaloids tested had reasonable oral absorption.

Protocol of Tuberstemonine

Animal Research

Inhibitory actions of tuberostemonine on the excitatory transmission at the crayfish neuromuscular junction.[Pubmed: 2581668]

Brain Res. 1985 May 13;334(1):33-40.


METHODS AND RESULTS:
At the crayfish neuromuscular junction, Tuberostemonine, an alkaloid from Stemona japonica, reduced the amplitude of both the excitatory junctional potential (e.j.p.) and the glutamate response in a dose-dependent manner at concentrations above 0.1 mM. Tuberostemonine acted presynaptically on the crayfish neuromuscular junction to reduce a quantal content of extracellularly recorded e.j.p.s, and postsynaptically to reduce their unit size. The decay of the excitatory synaptic current was accelerated by Tuberostemonine. The gradual decline of the successive glutamate currents induced by a train was facilitated by the presence of Tuberostemonine even in the muscle fibre pre-treated with concanavalin A. The rate of recovery from the refractory form of the glutamate receptor to the free reactive one was slightly affected by Tuberostemonine when it was determined by using a paired pulse method. The inhibitory action of Tuberostemonine on glutamate responses was voltage-dependent and hyperpolarization increased the drug action.
CONCLUSIONS:
These results indicate that Tuberostemonine acts in part as an open-channel blocker at the crayfish neuromuscular junction.

Tuberstemonine Dilution Calculator

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Tuberstemonine Molarity Calculator

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Preparing Stock Solutions of Tuberstemonine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.663 mL 13.3152 mL 26.6304 mL 53.2609 mL 66.5761 mL
5 mM 0.5326 mL 2.663 mL 5.3261 mL 10.6522 mL 13.3152 mL
10 mM 0.2663 mL 1.3315 mL 2.663 mL 5.3261 mL 6.6576 mL
50 mM 0.0533 mL 0.2663 mL 0.5326 mL 1.0652 mL 1.3315 mL
100 mM 0.0266 mL 0.1332 mL 0.2663 mL 0.5326 mL 0.6658 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 Tuberstemonine

Oral absorption and antitussive activity of tuberostemonine alkaloids from the roots of Stemona tuberosa.[Pubmed:19214944]

Planta Med. 2009 May;75(6):575-80.

The intestinal absorption of four stereoisomers of tuberostemonine-type alkaloids, neotuberostemonine (1), tuberostemonine (2), tuberostemonine H (3), and tuberostemonine J (4), isolated from the antitussive Chinese medicinal herb Radix Stemonae, and the IN VIVO antitussive activity of alkaloids 1, 2 and 3 were investigated in the current study. All three alkaloids exhibited dose-dependent inhibitory effects on citric acid-induced cough in guinea pigs after intraperitoneal administration. Alkaloid 2 had the same potency via both oral and intraperitoneal dosing, 1 exhibited significantly lower oral activity than that following intraperitoneal application, while 3 did not show oral activity. Alkaloid 4 demonstrated a moderate permeability in Caco-2 monolayer cells while alkaloids 1, 2 and 3 exhibited relatively higher intestinal permeabilities, indicating that all four alkaloids tested had reasonable oral absorption.

Inhibitory actions of tuberostemonine on the excitatory transmission at the crayfish neuromuscular junction.[Pubmed:2581668]

Brain Res. 1985 May 13;334(1):33-40.

At the crayfish neuromuscular junction, tuberostemonine, an alkaloid from Stemona japonica, reduced the amplitude of both the excitatory junctional potential (e.j.p.) and the glutamate response in a dose-dependent manner at concentrations above 0.1 mM. Tuberostemonine acted presynaptically on the crayfish neuromuscular junction to reduce a quantal content of extracellularly recorded e.j.p.s, and postsynaptically to reduce their unit size. The decay of the excitatory synaptic current was accelerated by tuberostemonine. The gradual decline of the successive glutamate currents induced by a train was facilitated by the presence of tuberostemonine even in the muscle fibre pre-treated with concanavalin A. The rate of recovery from the refractory form of the glutamate receptor to the free reactive one was slightly affected by tuberostemonine when it was determined by using a paired pulse method. The inhibitory action of tuberostemonine on glutamate responses was voltage-dependent and hyperpolarization increased the drug action. These results indicate that tuberostemonine acts in part as an open-channel blocker at the crayfish neuromuscular junction.

Description

Tuberstemonine, an alkaloid, is an antimalarial agent that targets Plasmodium falciparum ferredoxin-NADP+ reductases (pfFNR).

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