Alstonine

CAS# 642-18-2

Alstonine

Catalog No. BCN4606----Order now to get a substantial discount!

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Chemical structure

Alstonine

3D structure

Chemical Properties of Alstonine

Cas No. 642-18-2 SDF Download SDF
PubChem ID 170780 Appearance Yellow powder
Formula C21H21N2O3 M.Wt 349.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1C2C[N+]3=C(CC2C(=CO1)C(=O)OC)C4=C(C=C3)C5=CC=CC=C5N4
Standard InChIKey WYTGDNHDOZPMIW-RCBQFDQVSA-O
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 Alstonine

The herbs of Catharanthus roseus

Biological Activity of Alstonine

Description1. Alstonine is an indole alkaloid that has an antipsychotic activity, by decreasing glutamate uptake and using the step-down inhibitory avoidance paradigm and MK801-induced working memory deficits in mice. 2. Alstonine prevents the expected fasting-induced decrease in glucose levels.
TargetsDopamine Receptor | 5-HT Receptor

Alstonine Dilution Calculator

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Alstonine Molarity Calculator

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Preparing Stock Solutions of Alstonine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.862 mL 14.3102 mL 28.6205 mL 57.241 mL 71.5512 mL
5 mM 0.5724 mL 2.862 mL 5.7241 mL 11.4482 mL 14.3102 mL
10 mM 0.2862 mL 1.431 mL 2.862 mL 5.7241 mL 7.1551 mL
50 mM 0.0572 mL 0.2862 mL 0.5724 mL 1.1448 mL 1.431 mL
100 mM 0.0286 mL 0.1431 mL 0.2862 mL 0.5724 mL 0.7155 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 Alstonine

5-HT2A/C receptors mediate the antipsychotic-like effects of alstonine.[Pubmed:21925231]

Prog Neuropsychopharmacol Biol Psychiatry. 2012 Jan 10;36(1):29-33.

The purpose of this study was to determine the effects of Alstonine, an indole alkaloid with putative antipsychotic effects, on working memory by using the step-down inhibitory avoidance paradigm and MK801-induced working memory deficits in mice. Additionally, the role of serotonin 5-HT2A/C receptors in the effects of Alstonine on mouse models associated with positive (MK801-induced hyperlocomotion), negative (MK801-induced social interaction deficit), and cognitive (MK801-induced working memory deficit) schizophrenia symptoms was examined. Treatment with Alstonine was able to prevent MK801-induced working memory deficit, indicating its potential benefit for cognitive deficits now seen as a core symptom in the disease. Corroborating previously reported data, Alstonine was also effective in counteracting MK801-induced hyperlocomotion and social interaction deficit. Ritanserin, a 5-HT2A/C receptor antagonist, prevented Alstonine's effects on these three behavioral parameters. This study presents additional evidence that 5-HT2A/C receptors are central to the antipsychotic-like effects of Alstonine, consistently seen in mouse models relevant to the three dimensions of schizophrenia symptoms.

Original mechanisms of antipsychotic action by the indole alkaloid alstonine (Picralima nitida).[Pubmed:25636871]

Phytomedicine. 2015 Jan 15;22(1):52-5.

Alstonine is the major component of plant based remedies that traditional psychiatrists use in Nigeria. Alstonine is an indole alkaloid that has an antipsychotic experimental profile comparable with that of clozapine and is compatible with the alleged effects in mental patients. Representing a desirable innovation in the pharmacodynamics of antipsychotic medications, the evidence indicates that Alstonine does not bind to D2 dopamine receptors (D2R) and differentially regulates dopamine in the cortical and limbic areas. The purpose of this study was to further investigate the effects of Alstonine on D2R binding in specific brain regions using quantitative autoradiography (QAR) and its effects on dopamine (DA) uptake in mouse striatal synaptosomes. The effects of Alstonine on D2R binding were determined in the nucleus accumbens and caudate-putamen using QAR in mice treated with Alstonine doses that have antipsychotic effects. The effects of Alstonine [3H]DA uptake were assessed in synaptosomes prepared from striatal tissue obtained from mice treated acutely or for 7 days with Alstonine. Alstonine did not change the D2R binding densities in the studied regions. DA uptake was increased after acute (but not after 7 days) treatment with Alstonine. Consistent with the Alstonine behavioral profile, these results indicate that Alstonine indirectly modulates DA receptors, specifically by modulating DA uptake. This unique mechanism for DA transmission modulation contributes to the antipsychotic-like effects of Alstonine and is compatible with its behavioral profile in mice and alleged effects in patients. These results may represent an innovation in the antipsychotic development field.

Effects of the putative antipsychotic alstonine on glutamate uptake in acute hippocampal slices.[Pubmed:22940693]

Neurochem Int. 2012 Dec;61(7):1144-50.

A dysfunctional glutamatergic system is thought to be central to the negative symptoms and cognitive deficits recognized as determinant to the poor quality of life of people with schizophrenia. Modulating glutamate uptake has, thus, been suggested as a novel target for antipsychotics. Alstonine is an indole alkaloid sharing with atypical antipsychotics the profile in animal models relevant to schizophrenia, though divergent in its mechanism of action. The aim of this study was to evaluate the effects of Alstonine on glutamate uptake. Additionally, the effects on glutathione content and extracellular S100B levels were assessed. Acute hippocampal slices were incubated with haloperidol (10muM), clozapine (10 and 100muM) or Alstonine (1-100muM), alone or in combination with apomorphine (100muM), and 5-HT(2) receptor antagonists (0.01muM altanserin and 0.1muM SB 242084). A reduction in glutamate uptake was observed with Alstonine and clozapine, but not haloperidol. Apomorphine abolished the effect of clozapine, whereas 5-HT(2A) and 5-HT(2C) antagonists abolished the effects of Alstonine. Increased levels of glutathione were observed only with Alstonine, also the only compound that failed to decrease the release of S100B. This study shows that Alstonine decreases glutamate uptake, which may be beneficial to the glutamatergic deficit observed in schizophrenia. Noteworthily, the decrease in glutamate uptake is compatible with the reversal of MK-801-induced social interaction and working memory deficits. An additional potential benefit of Alstonine as an antipsychotic is its ability to increase glutathione, a key cellular antioxidant reported to be decreased in the brain of patients with schizophrenia. Adding to the characterization of the novel mechanism of action of Alstonine, the lack of effect of apomorphine in Alstonine-induced changes in glutamate uptake reinforces that D(2) receptors are not primarily implicated. Though clearly mediated by 5-HT(2A) and 5-HT(2C) serotonin receptors, the precise mechanisms that result in the effects of Alstonine on glutamate uptake warrant elucidation.

Alstonine as an antipsychotic: effects on brain amines and metabolic changes.[Pubmed:19189988]

Evid Based Complement Alternat Med. 2011;2011:418597.

Managing schizophrenia has never been a trivial matter. Furthermore, while classical antipsychotics induce extrapyramidal side effects and hyperprolactinaemia, atypical antipsychotics lead to diabetes, hyperlipidaemia, and weight gain. Moreover, even with newer drugs, a sizable proportion of patients do not show significant improvement. Alstonine is an indole alkaloid identified as the major component of a plant-based remedy used in Nigeria to treat the mentally ill. Alstonine presents a clear antipsychotic profile in rodents, apparently with differential effects in distinct dopaminergic pathways. The aim of this study was to complement the antipsychotic profile of Alstonine, verifying its effects on brain amines in mouse frontal cortex and striatum. Additionally, we examined if Alstonine induces some hormonal and metabolic changes common to antipsychotics. HPLC data reveal that Alstonine increases serotonergic transmission and increases intraneuronal dopamine catabolism. In relation to possible side effects, preliminary data suggest that Alstonine does not affect prolactin levels, does not induce gains in body weight, but prevents the expected fasting-induced decrease in glucose levels. Overall, this study reinforces the proposal that Alstonine is a potential innovative antipsychotic, and that a comprehensive understanding of its neurochemical basis may open new avenues to developing newer antipsychotic medications.

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