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.
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- No. CAS: 94134-60-8
- Fòrmula: C19H25N2O5P
- Peso molecular:392.39
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Almacenamiento:
Please store the product under the recommended conditions in the Certificate of Analysis.
Actividad biológica
Descripciòn
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| SK-MEL-5 | IC50 |
5 μM
|
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
|
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
|
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.
|
40866941 |
| B16-F10 | IC50 |
7.5 μM
|
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.
|
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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No. CAS 94134-60-8
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Peso molecular 392.39
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Fòrmula 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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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Please store the product under the recommended conditions in the Certificate of Analysis.
Pureza y Documentación
Referencias
[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)