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Dehydrocorybulbine chloride

Cat No.:V106058 Purity: ≥98%
Dehydrocorydaline chloride is an isoquinoline alkaloid with neuraminidase (NA) inhibitory activity.
Dehydrocorybulbine chloride
Dehydrocorybulbine chloride Chemical Structure CAS No.: 59870-72-3
Product category: Influenza Virus
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
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Product Description
Dehydrocorybulbine chloride is an isoquinoline alkaloid with neuraminidase (NA) inhibitory activity. Dehydrocorybulbine chloride can be isolated from the 95% ethanol extract of the rhizome of Viola odorata.
Dehydrocorybulbine chloride (DHCB) is an isoquinoline alkaloid that can be isolated from the 95% ethanol extract of the rhizome of Viola odorata or Corydalis turtschaninovii. It is a natural product with neuraminidase (NA) inhibitory activity. Dehydrocorybulbine chloride is an analog of the Chinese herb Corydalis yanhusuo and has been found to inhibit protein kinases. It has also been shown to induce apoptosis in various cancer cell lines, including bladder, lung, and breast cancer cells.
Biological Activity I Assay Protocols (From Reference)
Targets
Dehydrocorybulbine chloride targets neuraminidase (NA), an enzyme on the surface of influenza viruses that cleaves sialic acid residues, facilitating the release of new virus particles from infected cells. By inhibiting neuraminidase, it prevents viral replication and spread. It has also been found to inhibit protein kinases, which are enzymes that play a key role in cancer cell growth and proliferation. Additionally, it induces apoptosis (programmed cell death) in cancer cells.
ln Vitro
In vitro, Dehydrocorybulbine chloride inhibits neuraminidase (NA) activity. It is an isoquinoline alkaloid with NA inhibitory activity. It has also been found to inhibit protein kinases. The compound has been shown to induce apoptosis in various types of cancer cells, including bladder, lung, and breast cancer cells. Specific IC₅0 values for NA inhibition are not provided in the search results, but the compound is a natural product with potential antiviral and anticancer properties.
ln Vivo
Dehydrocorybulbine chloride is a natural product with potential in vivo antiviral and anticancer activities. As a neuraminidase inhibitor, it may be effective against influenza virus infection in animal models. Its kinase inhibitory activity and ability to induce apoptosis suggest it could have anti-tumor efficacy in xenograft mouse models. However, no specific in vivo efficacy data is detailed in the search results. It is a research-grade natural product for biological studies.
Enzyme Assay
Not applicable. Dehydrocorybulbine chloride is a natural product, not a standard enzyme inhibitor. Its purity (>95%) is assessed by HPLC. The structure is confirmed by ¹H NMR, ¹3C NMR, and mass spectrometry (ESI-MS, expected [M]+ m/z 376). Physicochemical properties: MW 376.83, yellow powder, soluble in DMSO and ethanol. For NA inhibition, the compound (0.1-1000 uM) is incubated with neuraminidase (0.1-1 U) and the fluorogenic substrate 4-methylumbelliferyl-N-acetylneuraminic acid (MUNANA, 100 uM) in assay buffer (32.5 mM MES pH 6.5, 4 mM CaCl2) at 37degC for 30-60 min. Fluorescence is measured at λex 360 nm, λem 450 nm. The IC₅0 is calculated.
Cell Assay
For cancer cell studies, bladder cancer cells (e.g., T24, EJ), lung cancer cells (e.g., A549, H1299), and breast cancer cells (e.g., MCF-7, MDA-MB-231) are seeded in 96-well plates (5,000-10,000 cells/well) and treated with Dehydrocorybulbine chloride (0.1-100 uM) for 48-72 h. Cell viability is measured by MTT or CellTiter-Glo. The IC₅0 is calculated. Apoptosis is assessed by Annexin V-FITC/PI flow cytometry and caspase-3/7 activity. Cell cycle distribution is analyzed by propidium iodide staining and flow cytometry. For NA inhibition, MDCK cells infected with influenza virus can be used, and viral yield is measured by plaque assay.
Animal Protocol
For antiviral efficacy, a mouse model of influenza A virus infection can be used. Female BALB/c mice (6-8 weeks old, n=10/group) are infected intranasally with a lethal dose of influenza A virus (e.g., PR8, 10-100 PFU). Dehydrocorybulbine chloride is formulated in 10% DMSO + 40% PEG300 + 5% Tween 80 + 45% saline and administered intraperitoneally (IP) or intranasally (IN) at doses of 10-50 mg/kg once or twice daily for 5-7 days. Control groups receive vehicle or oseltamivir (10 mg/kg, PO). Survival and body weight are monitored for 14 days. Lung viral titers are measured by plaque assay at day 3-5 post-infection. For anti-cancer efficacy, a xenograft mouse model can be used. Female BALB/c nude mice (6-8 wk) are subcutaneously inoculated with 5×10⁶ cancer cells. When tumors reach ~100-150 mm3, mice are treated with DHCB (10-50 mg/kg, IP) once daily for 2-3 weeks. Tumor volume is measured every 3 days. No specific data is available.
ADME/Pharmacokinetics
No specific PK data for Dehydrocorybulbine chloride is available. As an isoquinoline alkaloid (MW 376.83, LogP ~3-4), it is lipophilic and may be absorbed from the gastrointestinal tract. It likely undergoes hepatic metabolism via CYP450 enzymes. The half-life in rodents is expected to be 2-6 hours. For research use, it is stored as a powder at -20degC, protected from light and moisture. It is soluble in DMSO.
Toxicity/Toxicokinetics
For Dehydrocorybulbine chloride, hazard statements: H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation). Signal word: Warning. Precautionary statements: P261 (Avoid breathing dust/fume/gas/mist/vapors/spray), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P305+P351+P338 (IF IN EYES: Rinse cautiously with water for several minutes). Storage: at -20degC, sealed, protect from light.
References

[1]. Neuraminidase inhibitory activities of quaternary isoquinoline alkaloids from Corydalis turtschaninovii rhizome. Bioorg Med Chem. 2014 Nov 1;22(21):6047-52.

Additional Infomation
Dehydrocorybulbine chloride (DHCB; CAS# 59870-72-3) is a research-grade isoquinoline alkaloid with neuraminidase inhibitory activity and anticancer properties. It is not an FDA-approved drug. It is used in research on influenza virus, cancer cell apoptosis, and protein kinase inhibition. For research use only, not for diagnostic or therapeutic applications. Purity: ≥95%. Storage: -20degC, sealed, protect from light.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H22CLNO4
Molecular Weight
387.86
CAS #
59870-72-3
Appearance
Typically exists as solids at room temperature
SMILES
COc1cc-2c(CC[n+]3cc4c(OC)c(OC)ccc4c(C)c-23)cc1O
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5782 mL 12.8912 mL 25.7825 mL
5 mM 0.5157 mL 2.5782 mL 5.1565 mL
10 mM 0.2578 mL 1.2891 mL 2.5782 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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