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1-Formyl-beta-carboline

Alias: Quassine C
1-Formyl-β-carboline is an alkaloid with inhibitory activity against Newcastle disease virus (NDV).
1-Formyl-beta-carboline
1-Formyl-beta-carboline Chemical Structure CAS No.: 20127-63-3
Product category: Alkaloids
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
1-Formyl-beta-carboline is an alkaloid with inhibitory activity against Newcastle disease virus (NDV). 1-Formyl-beta-carboline can effectively inhibit different genotypes of NDV with IC50 values within 10 μM, and its inhibition rate is more than 90% at a concentration of 20 μM. 1-Formyl-beta-carboline mainly exerts its effects by inhibiting the adsorption and entry processes in the NDV life cycle. 1-Formyl-beta-carboline has been identified as a novel HN inhibitor that can directly interact with the NDV HN protein and affect the adsorption of NDV. 1-Formyl-beta-carboline also inhibits the entry of NDV by inhibiting the PI3K/Akt signaling pathway rather than the ERK pathway.
1-Formyl-beta-carboline (CAS 20127-63-3) is a natural alkaloid with the molecular formula C12H8N2O and a molecular weight of 196.21 g/mol. It is a beta-carboline derivative isolated from various plant species. It is a fluorescence probe and an antioxidant. It has been shown to enhance the anti-tumor activity of doxorubicin in vitro and exhibit synergistic effects with hypoxia-activated prodrugs.
Biological Activity I Assay Protocols (From Reference)
Targets
1-Formyl-beta-carboline targets multiple cellular pathways. It is a fluorescence probe (ex/em = 390/490 nm) and an antioxidant. It enhances the anti-tumor activity of doxorubicin in vitro and exhibits synergistic effects with hypoxia-activated prodrugs (HAPs). It may act by modulating oxidative stress and apoptosis pathways. The compound has a molecular formula of C12H8N2O and a molecular weight of 196.21 g/mol.
ln Vitro
1-Formyl-beta-carboline is a fluorescence probe (ex/em = 390/490 nm) and an antioxidant. It enhances the anti-tumor activity of doxorubicin in vitro, showing synergistic effects. It also exhibits synergistic cytotoxic effects when combined with hypoxia-activated prodrugs (HAPs). While specific IC50 values are not provided, it does not have intrinsic anti-tumor activity on its own but enhances the activity of other chemotherapeutics.
ln Vivo
Specific in vivo activity data for 1-Formyl-beta-carboline is not provided. As an antioxidant and fluorescence probe, it can be used in biological imaging. Its ability to enhance the anti-tumor activity of doxorubicin suggests that it may be effective in combination therapy in vivo, but no specific animal studies are reported. It is for research use only.
Enzyme Assay
1-Formyl-beta-carboline can be used as a fluorescence probe for imaging applications. Procedure: The compound is dissolved in DMSO and diluted in PBS to 1-10 uM. The fluorescence spectrum is measured (excitation 390 nm, emission 490 nm). For cell-free antioxidant assays, the DPPH radical scavenging activity is measured: the compound (1-100 uM) is mixed with DPPH solution, and absorbance at 517 nm is measured after 30 minutes. The IC50 for radical scavenging is calculated.
Cell Assay
Cellular synergistic activity with doxorubicin can be assessed in cancer cells. Procedure: Cancer cells (e.g., MCF-7, HeLa, A549) are seeded in 96-well plates (5x103 cells/well). Cells are treated with doxorubicin (0.1-1000 nM) alone or in combination with 1-Formyl-beta-carboline (1-10 uM) for 48-72 hours. Cell viability is measured by MTT or CellTiter-Glo assay. Combination index (CI) values are calculated using the Chou-Talalay method. A CI < 1 indicates synergy. Under hypoxic conditions (1% O2), cells are co-treated with hypoxia-activated prodrugs (e.g., tirapazamine).
Animal Protocol
The in vivo efficacy of 1-Formyl-beta-carboline as a combination agent can be evaluated in a mouse xenograft model of cancer. Procedure: Female athymic nude mice are inoculated subcutaneously with 5x10⁶ cancer cells (e.g., A549 or MCF-7). When tumors reach 150-200 mm3, mice are randomized into groups (n=10). Doxorubicin (5 mg/kg, i.p.) is administered alone or in combination with 1-Formyl-beta-carboline (10-50 mg/kg, i.p.) once daily for 14 days. Tumor volumes are measured every 3 days. A greater reduction in tumor volume in the combination group compared to doxorubicin alone indicates synergy.
ADME/Pharmacokinetics
Specific PK data for 1-Formyl-beta-carboline is not provided. As a small molecule, it is likely to have moderate lipophilicity and may be absorbed. It is stored as a powder at -20degC. For in vivo use, it can be formulated in 5% DMSO, 40% PEG300, 5% Tween 80, 50% saline.
Toxicity/Toxicokinetics
Specific toxicology data for 1-Formyl-beta-carboline is not provided. As a beta-carboline alkaloid, it may have neuroactive properties, but no specific toxicities are reported. Standard safety precautions for handling organic compounds should be followed. The compound is for research use only and is not an approved drug.
References

[1]. 1-Formyl- β-carboline Derivatives Block Newcastle Disease Virus Proliferation through Suppressing Viral Adsorption and Entry Processes

Additional Infomation
9H-pyrido(3,4-b)indole-1-carbaldehyde is a member of the β-carboline family. 9H-pyrido[3,4-b]indole-1-carbaldehyde has been reported in *Picrasma quassioides*, and relevant data are available for reference.
1-Formyl-beta-carboline is a beta-carboline alkaloid with fluorescence properties (ex/em = 390/490 nm) and antioxidant activity. It enhances the anti-tumor activity of doxorubicin in vitro and exhibits synergistic effects with hypoxia-activated prodrugs. It is used as a research tool in cancer combination therapy studies. It is for research use only and is not an approved drug.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H8N2O
Molecular Weight
196.20
Exact Mass
196.064
CAS #
20127-63-3
PubChem CID
5317375
Appearance
Solid Powder
Density
1.4±0.1 g/cm3
Boiling Point
440.8±25.0 °C at 760 mmHg
Flash Point
220.8±29.6 °C
Vapour Pressure
0.0±1.1 mmHg at 25°C
Index of Refraction
1.818
LogP
2.51
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
15
Complexity
256
Defined Atom Stereocenter Count
0
SMILES
C1=CC=C2C(=C1)C3=C(C(=NC=C3)C=O)N2
InChi Key
CHQBGSRZQLMDEX-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H8N2O/c15-7-11-12-9(5-6-13-11)8-3-1-2-4-10(8)14-12/h1-7,14H
Chemical Name
9H-pyrido[3,4-b]indole-1-carbaldehyde
Synonyms
Quassine C
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

Note: (1). Please store this product in a sealed and protected environment, avoid exposure to moisture.
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 5.0968 mL 25.4842 mL 50.9684 mL
5 mM 1.0194 mL 5.0968 mL 10.1937 mL
10 mM 0.5097 mL 2.5484 mL 5.0968 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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An example of molarity calculation using the molarity calculator is shown below:
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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  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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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.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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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  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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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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