Corynoxine

CAS# 6877-32-3

Corynoxine

Catalog No. BCN2364----Order now to get a substantial discount!

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Chemical structure

Corynoxine

3D structure

Chemical Properties of Corynoxine

Cas No. 6877-32-3 SDF Download SDF
PubChem ID 10475115 Appearance Cryst.
Formula C22H28N2O4 M.Wt 384.47
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility DMSO : ≥ 100 mg/mL (260.10 mM)
H2O : < 0.1 mg/mL (insoluble)
*"≥" means soluble, but saturation unknown.
Chemical Name methyl (E)-2-[(3S,6'S,7'S,8'aS)-6'-ethyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
SMILES CCC1CN2CCC3(C2CC1C(=COC)C(=O)OC)C4=CC=CC=C4NC3=O
Standard InChIKey DAXYUDFNWXHGBE-NRAMRBJXSA-N
Standard InChI InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15+,19+,22+/m1/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 Corynoxine

The vine of Uncaria rhynchopylla

Biological Activity of Corynoxine

DescriptionCorynoxine is a natural autophagy enhancer, promotes the clearance of Alpha-synuclein via Akt/mTOR pathway, it can significantly inhibit the oxidative stress of PC12 cells.
TargetsAkt | mTOR | Autophagy
In vitro

Study on application of statistical modeling on chromatogram-effect relation in Traditional Chinese Medicine[Reference: WebLink]

Internal Medicine of China,2013,8(6):586-7.

To establish chromatogram-effect model based on inhibitory effect of four alkaloids( rhynchophyline,isorhynchophylline,Corynoxine,Corynoxine B) on oxidative stress of glutamate-induced PC12 cells.
METHODS AND RESULTS:
Based on the chromatogram-effect relation of inhibitory effect of four alkaloids on the oxidative stress of glutamate-induced PC12 cells,SPSS 15. 0 was used to analyse data. Oxidative stress of PC12 cells was significantly inhibited by rhynchophyline and Corynoxine. The spectrum efficient equation was,Y = 44. 301 + 0. 255X 1 + 0. 356X 3( P 0. 05). The deviation of predictive value and true value was no more than 10% by data validation from seven samples.
CONCLUSIONS:
The chromatogram-effect model can be used to predict the effect of uncaria macrophylla wall against the oxidative stress of glutamate-induced PC12 cells.

In vivo

Effect on locomotion of indole alkaloids from the hooks of uncaria plants.[Pubmed: 10439480]

Phytomedicine. 1999 Jul;6(3):163-8.


METHODS AND RESULTS:
Three predominant Uncariae plants, Uncaria rhynchophylla U. sinensis and U. macrophylla and their indole and oxindole alkaloid constituents were studied for their effect on locomotor response. Water extracts of U. macrophylla and U. sinensis and four indole alkaloids, Corynoxine, Corynoxine B, isorhynchophylline and geissoschizine methyl ether, significantly decreased locomotor activity after oral administration to mice.
CONCLUSIONS:
The depression of locomotor activity upon administration of these alkaloids appears to be due to mediating of the central dopaminergic system.

Protocol of Corynoxine

Kinase Assay

Corynoxine, a natural autophagy enhancer, promotes the clearance of alpha-synuclein via Akt/mTOR pathway.[Pubmed: 24522518]

J Neuroimmune Pharmacol. 2014 Jun;9(3):380-7.

Parkinson's disease (PD) is the second most common neurodegenerative disorder characterized by the accumulation of protein aggregates (namely Lewy bodies) in dopaminergic neurons in the substantia nigra region of the brain. Alpha-synuclein (α-syn) is the major component of Lewy bodies in PD patients, and impairment of the autophagy-lysosomal system has been linked to its accumulation. In our previous study, we identified an oxindole alkaloid Corynoxine B (Cory B), isolated from Uncaria rhynchophylla (Miq.) Jacks (Gouteng in Chinese), as a Beclin-1-dependent autophagy inducer.
METHODS AND RESULTS:
In this work, we show that Cory, an enantiomer of Cory B, also induces autophagy in different neuronal cell lines, including N2a and SHSY-5Y cells, which is paralleled with increased lysosomal enzyme cathepsin D. In vivo, Cory promotes the formation of autophagosomes in the fat bodies of Drosophila. By inducing autophagy, Cory promotes the clearance of wild-type and A53T α-syn in inducible PC12 cells. Interestingly, different from its enantiomer Cory B, Cory induces autophagy through the Akt/mTOR pathway as evidenced by the reduction in the levels of phospho-Akt, phospho-mTOR and phospho-p70 S6 Kinase.
CONCLUSIONS:
Collectively, our findings provide experimental evidence for developing Cory as a new autophagy enhancer from Chinese herbal medicine, which may have potential application in the prevention or treatment of PD.

Corynoxine Dilution Calculator

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Preparing Stock Solutions of Corynoxine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.601 mL 13.0049 mL 26.0098 mL 52.0197 mL 65.0246 mL
5 mM 0.5202 mL 2.601 mL 5.202 mL 10.4039 mL 13.0049 mL
10 mM 0.2601 mL 1.3005 mL 2.601 mL 5.202 mL 6.5025 mL
50 mM 0.052 mL 0.2601 mL 0.5202 mL 1.0404 mL 1.3005 mL
100 mM 0.026 mL 0.13 mL 0.2601 mL 0.5202 mL 0.6502 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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Background on Corynoxine

Corynoxine is an enantiomer of Corynoxine B; induces autophagy in different neuronal cell lines, including N2a and SHSY-5Y cells. IC50 value: Tareget: Autophagy inducer In vivo, Cory promotes the formation of autophagosomes in the fat bodies of Drosophila. By inducing autophagy, Cory promotes the clearance of wild-type and A53T α-syn in inducible PC12 cells. Interestingly, different from its enantiomer Cory B, Cory induces autophagy through the Akt/mTOR pathway as evidenced by the reduction in the levels of phospho-Akt, phospho-mTOR and phospho-p70 S6 Kinase [1]. Corynoxine significantly decreased locomotor activity after oral administration to mice [2].

References:
[1]. Chen LL, et al. Corynoxine, a natural autophagy enhancer, promotes the clearance of alpha-synuclein via Akt/mTOR pathway. J Neuroimmune Pharmacol. 2014 Jun;9(3):380-7. [2]. Sakakibara I, et al. Effect on locomotion of indole alkaloids from the hooks of uncaria plants. Phytomedicine. 1999 Jul;6(3):163-8.

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References on Corynoxine

Corynoxine, a natural autophagy enhancer, promotes the clearance of alpha-synuclein via Akt/mTOR pathway.[Pubmed:24522518]

J Neuroimmune Pharmacol. 2014 Jun;9(3):380-7.

Parkinson's disease (PD) is the second most common neurodegenerative disorder characterized by the accumulation of protein aggregates (namely Lewy bodies) in dopaminergic neurons in the substantia nigra region of the brain. Alpha-synuclein (alpha-syn) is the major component of Lewy bodies in PD patients, and impairment of the autophagy-lysosomal system has been linked to its accumulation. In our previous study, we identified an oxindole alkaloid Corynoxine B (Cory B), isolated from Uncaria rhynchophylla (Miq.) Jacks (Gouteng in Chinese), as a Beclin-1-dependent autophagy inducer. In this work, we show that Cory, an enantiomer of Cory B, also induces autophagy in different neuronal cell lines, including N2a and SHSY-5Y cells, which is paralleled with increased lysosomal enzyme cathepsin D. In vivo, Cory promotes the formation of autophagosomes in the fat bodies of Drosophila. By inducing autophagy, Cory promotes the clearance of wild-type and A53T alpha-syn in inducible PC12 cells. Interestingly, different from its enantiomer Cory B, Cory induces autophagy through the Akt/mTOR pathway as evidenced by the reduction in the levels of phospho-Akt, phospho-mTOR and phospho-p70 S6 Kinase. Collectively, our findings provide experimental evidence for developing Cory as a new autophagy enhancer from Chinese herbal medicine, which may have potential application in the prevention or treatment of PD.

Effect on locomotion of indole alkaloids from the hooks of uncaria plants.[Pubmed:10439480]

Phytomedicine. 1999 Jul;6(3):163-8.

Three predominant Uncariae plants, Uncaria rhynchophylla U. sinensis and U. macrophylla and their indole and oxindole alkaloid constituents were studied for their effect on locomotor response. Water extracts of U. macrophylla and U. sinensis and four indole alkaloids, Corynoxine, Corynoxine B, isorhynchophylline and geissoschizine methyl ether, significantly decreased locomotor activity after oral administration to mice. The depression of locomotor activity upon administration of these alkaloids appears to be due to mediating of the central dopaminergic system.

Description

Corynoxine is an enantiomer of Corynoxine B; induces autophagy in different neuronal cell lines, including N2a and SHSY-5Y cells.

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