Vinburnine phosphate
Vinburnine ((-)-Eburnamonine; (-)-Vincamone) phosphate is an orally active, blood-brain barrier permeable immunomodulator and apoptosis inducer. Vinburnine phosphate drives the secretion of IL-24 by activating the P38/MAPK/ATF3 signaling axis. Vinburnine phosphate induces reactive oxygen species production and DNA damage in cancer cells, thereby inhibiting cancer cell proliferation, activating the apoptotic cascade, and enhancing CD8+ T cell function to remodel the tumor immune microenvironment. Vinburnine phosphate can be used in the research of diseases such as melanoma.
For research use only. We do not sell to patients.
- CAS No.: 94134-60-8
- Formula: C19H25N2O5P
- Molecular Weight:392.39
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
- Protocols
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| SK-MEL-5 | IC50 |
5 μM
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Reduction of cell viability against human melanoma SK-MEL-5 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
Reduction of cell viability against human melanoma SK-MEL-5 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
|
40866941 |
| SK-MEL-28 | IC50 |
5 μM
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Reduction of cell viability against human melanoma SK-MEL-28 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
Reduction of cell viability against human melanoma SK-MEL-28 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
|
40866941 |
| A-375 | IC50 |
5 μM
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Reduction of cell viability against human melanoma A375 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
Reduction of cell viability against human melanoma A375 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
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40866941 |
| B16-F10 | IC50 |
7.5 μM
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Reduction of cell viability against murine melanoma B16F10 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
Reduction of cell viability against murine melanoma B16F10 cells assessed by CCK-8 assay after exposure for 24 h, 48 h, or 72 h.
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40866941 |
In Vitro
Vinburnine phosphate (2.5-10 μM; 48 h) dose-dependently suppresses colony formation in SK-MEL-5, SK-MEL-28, A375, and B16F10 melanoma cells, with near-complete inhibition at 5 μM in human lines and significant inhibition at 10 μM in the murine line[1].
Vinburnine phosphate (2.5-5 μM; 24 h) modulates apoptosis-related protein expression in A375, SK-MEL-28, and SK-MEL-5 melanoma cells via upregulation of pro-apoptotic proteins and downregulation of anti-apoptotic BCL-2[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:SK-MEL-5, SK-MEL-28, A375, B16F10, PIG1
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Concentration:2.5-20 μM
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Incubation Time:24-72 h
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Result:Significantly reduced cell viability in a dose- and time-dependent manner across all tested melanoma cell lines.
Exhibited IC50 values of approximately 5 μM for SK-MEL-5, SK-MEL-28, and A375 cells, and around 7.5 μM for B16F10 cells.
Showed no cytotoxic effect in normal human melanocytes (PIG1) even at 20 μM.
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Cell Line:A375, SK-MEL-28, SK-MEL-5
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Concentration:2.5-5 μM
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Incubation Time:24 h
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Result:Markedly arrested melanoma cells in the G0/G1 phase.
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Cell Line:A375, SK-MEL-28, SK-MEL-5
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Concentration:2.5-5 μM
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Incubation Time:24 h
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Result:Caused a significant rise in early apoptotic cell populations (Annexin V+PI−) and late apoptotic cell populations (Annexin V+PI+).
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Cell Line:A375, SK-MEL-28, SK-MEL-5
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Concentration:2.5-5 μM
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Incubation Time:24 h
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Result:Increased expression of pro-apoptotic proteins BAX, cleaved caspase-3, and cleaved caspase-9.
Downregulated anti-apoptotic factor BCL-2.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:C57BL/6 (8-week-old female; subcutaneous injection of 5 × 105 B16F10 melanoma cells)[1]
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Dosage:10 mg/kg; 20 mg/kg
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Administration:p.o.; daily; 10 days
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Result:Significantly reduced tumor volume compared to vehicle control.
Increased tumor-infiltrating CD8+ T cells from 5.03% to 17.9% of CD3+ cells.
Increased CD4+ T cells from ~5% to ~10% of CD3+ cells.
Increased NK1.1+ cells from ~2% to ~4% of CD45+ cells.
Caused no significant changes in mouse body weight during treatment.
- Annexin V plus membrane-impermeant dye apoptosis staining
- ROS/oxidative-stress fluorescent staining
- BrdU Incorporation Assay
- Somatic Cell Culture
- CFSE Dye Dilution Proliferation Assay
- Dye-dilution cell tracking and proliferation staining
- CCK-8/WST-8 Cell Proliferation Assay
- Protocol for Cell Cycle
- Cell Counting-Based Growth Curve Assay
- Colony Formation (Clonogenic) Assay
- Research Protocol for Cancer Immunology
- Cell Viability Determination by MTT Colorimetric Assay
- EdU Incorporation Assay (Click Chemistry-Based DNA Synthesis Measurement)
- Detection of Apoptosis
- TUNEL staining for apoptotic DNA fragmentation
- Ki-67 Immunostaining Proliferation Assay
- PCNA Immunodetection Proliferation Assay
- Protocol for Cell Counting and Cell Density Analysis
- Apoptosis Solutions
- MTT Cell Proliferation Assay
- Genotoxicity/Mutagenicity Study
Chemical Information
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CAS No. 94134-60-8
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Molecular Weight 392.39
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Formula C19H25N2O5P
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SMILES
C(C)[C@]12[C@]3(C=4N(C=5C(C4CCN3CCC1)=CC=CC5)C(=O)C2)[H].P(=O)(O)(O)O
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Synonyms
(-)-Eburnamonine phosphate; (-)-Vincamone phosphate
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Zhu S, et al. Vinburnine potentiates anti-PD1 immunotherapy in melanoma through IL-24 secretion via P38/MAPK/ATF3 signaling. Journal of experimental & clinical cancer research : CR. 2025 Aug 27;44(1):255. [Content Brief]
[2]. Fandy TE, et al. In vitro characterization of transport and metabolism of the alkaloids: vincamine, vinpocetine and eburnamonine. Cancer chemotherapy and pharmacology. 2016 Feb;77(2):259-67. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Vinburnine phosphate Related Classifications
HY-B1180A Related Classifications
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