Bengamide B
Bengamide B is an alkaloid with anti-tumor and anti-inflammatory activities. Bengamide B reduces the phosphorylation level of IκBα, thereby blocking the activation of NF-κB. Bengamide B inhibits the proliferation of tumor cells. Bengamide B can be used in research related to inflammatory diseases and cancers.
For research use only. We do not sell to patients.
- CAS No.: 104947-69-5
- Formula: C32H58N2O8
- Molecular Weight:598.81
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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IL-6 |
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HCT-116 | IC50 |
0.002 μM
Compound: 7
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Cytotoxicity against human HCT116 cells after 48 hrs by SRB assay
Cytotoxicity against human HCT116 cells after 48 hrs by SRB assay
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[PMID: 22705020] |
| MDA-MB-435 | IC50 |
2 nM
Compound: Bengamide B
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Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viability after 72 hrs by MTS assay
Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viability after 72 hrs by MTS assay
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[PMID: 28185457] |
| RAW264.7 | IC50 |
>50 μM
Compound: 7
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Cytotoxicity against mouse RAW264.7 cells after 18 hrs by MTT assay
Cytotoxicity against mouse RAW264.7 cells after 18 hrs by MTT assay
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[PMID: 22705020] |
| RAW264.7 | IC50 |
0.085 μM
Compound: 7
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Inhibition of LPS-stimulated NFkappaB activation transfected in mouse RAW264.7 cells after 18 hrs by luciferase reporter gene assay
Inhibition of LPS-stimulated NFkappaB activation transfected in mouse RAW264.7 cells after 18 hrs by luciferase reporter gene assay
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[PMID: 22705020] |
| RAW264.7 | IC50 |
0.5 μM
Compound: 7
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Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL-6 expression up to 10 uM by quantitative RT-PCR analysis
Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL-6 expression up to 10 uM by quantitative RT-PCR analysis
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[PMID: 22705020] |
| RAW264.7 | IC50 |
0.5 μM
Compound: 7
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Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated MCP1 expression up to 10 uM by quantitative RT-PCR analysis
Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated MCP1 expression up to 10 uM by quantitative RT-PCR analysis
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[PMID: 22705020] |
| RAW264.7 | IC50 |
0.5 μM
Compound: 7
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Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated TNFalpha expression up to 10 uM by quantitative RT-PCR analysis
Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated TNFalpha expression up to 10 uM by quantitative RT-PCR analysis
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[PMID: 22705020] |
Bengamide B (18 h) potently inhibits NF-κB activity in RAW264.7 cells with an IC50 of 0.085 μM; it shows no cytotoxicity against RAW264.7 cells at concentrations up to 50 μM; it also potently inhibits the growth of HCT-116 cells with an IC50 of 0.002 μM[1].
Bengamide B (0-10 μM; 4 h) dose-dependently inhibits LPS (HY-D1056)-induced phosphorylation of IκBα in RAW264.7 cells[1].
Bengamide B (0.01-10 μM) dose-dependently inhibits LPS-induced expression of TNFα, IL-6 and MCP-1 in RAW264.7 cells[1].
Bengamide B (3 days) potently inhibits the proliferation of MDA-MB-435 human breast cancer cells in vitro, with an IC50 value of 0.0024 μM[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:murine RAW264.7 macrophage cells
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Concentration:0, 0.01, 0.1, 1, 10 μM
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Incubation Time:4 h
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Result:Dose-dependently reduced the level of phosphorylated IκBα, with greater inhibitory activity observed at higher concentrations.
Maintained consistent total IκBα and β-actin levels across concentrations.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Athymic (nu/nu) nude mice treated MDA-MB-435 cells[2]
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Dosage:10 µmol/kg; 33 µmol/kg (20 mg/kg)
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Administration:i.v.; three times per week; 3 weeks
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Result:Produced a 45% T/C value, with a 0.5% change in average body weight and 0/8 mice dead at 10 µmol/kg.
Produced a 31% T/C value, with a -2.3% change in average body weight and 0/8 mice dead at 33 µmol/kg.
Induced statistically significant tumor growth inhibition at both doses.
Chemical Information
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CAS No. 104947-69-5
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Molecular Weight 598.81
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Formula C32H58N2O8
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SMILES
CC(C)/C=C/[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC)C(N[C@H]1CC[C@H](OC(CCCCCCCCCCCCC)=O)CN(C)C1=O)=O
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Structure Classification
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Initial Source
Jaspis digonoxea
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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]. Johnson TA, et al. Myxobacteria versus sponge-derived alkaloids: the bengamide family identified as potent immune modulating agents by scrutiny of LC-MS/ELSD libraries. Bioorg Med Chem. 2012;20(14):4348-4355. [Content Brief]
[2]. Kinder FR Jr, et al. Synthesis and antitumor activity of ester-modified analogues of bengamide B. J Med Chem. 2001;44(22):3692-3699. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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