Oxyacanthine
Oxyacanthine is a bisbenzylisoquinoline alkaloid and anti-inflammatory agent. Oxyacanthine exists in plants such as Berberis oblonga, Berberis vulgaris and Berberis aquifolium. Oxyacanthine inhibits the gene expression of pro-inflammatory cytokines IL-6 and IL-1β. Oxyacanthine exhibits anti-SARS-CoV-2 activity. Oxyacanthine is applicable to research related to COVID-19.
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- No. CAS: 548-40-3
- Fòrmula: C37H40N2O6
- Peso molecular:608.72
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Almacenamiento:
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Actividad biológica
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Chemical Information
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Help & FAQs
Actividad biológica
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IL-6 |
IL-1β |
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Cell Line
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Type | Value | Description | References |
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| U-937 | IC50 |
>50 μM
Compound: 6, NSC 626657
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Cytotoxicity against human U937 cells after 24 hrs by alamar blue assay
Cytotoxicity against human U937 cells after 24 hrs by alamar blue assay
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[PMID: 22766217] |
Oxyacanthine (10 μM; 2 h pre-incubation, followed by 12 h co-incubation with LPS) potently suppress LPS-induced IL-6 and IL-1β gene expression in RAW 264.7 murine macrophages, with greater activity than berbamine[1].
Oxyacanthine (10-50 μM; 48 h) exhibits greater cytotoxicity than select synthetic intermediates in HepG2 and HEK293 cells[1].
Oxyacanthine (24 h) inhibits SARS-CoV-2 replication in Vero E6 cells with an anti-virus IC50 of 14.50 μM, and exhibits cytotoxicity in Vero E6 cells with an IC50 of 29.94 μM[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:RAW 264.7 murine macrophages
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Concentration:10 μM
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Incubation Time:2 h pre-incubation, followed by 12 h co-incubation with LPS
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Result:Significantly suppressed LPS-induced upregulation of IL-6 gene expression relative to LPS-only control (P < 0.05).
Significantly suppressed LPS-induced upregulation of IL-1β gene expression relative to LPS-only control (P < 0.0001).
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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No. CAS 548-40-3
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Peso molecular 608.72
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Fòrmula C37H40N2O6
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SMILES
COC1=C(OC(C=C2[C@@]3([H])CC4=CC=C5O)=C(C=C2CCN3C)OC)C([C@]6([H])CC7=CC=C(OC5=C4)C=C7)=C(CCN6C)C=C1OC
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Structure Classification
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Initial Source
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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]. Xiang L, et al. Asymmetric Total Synthesis and Anti-Inflammatory Activity of Berbamine, Oxyacanthine, and Related Intermediates. Journal of natural products. 2025 Dec 26;88(12):2947-2959. [Content Brief]
[2]. Lu J, et al. Design, synthesis, and evaluation of novel oxyacanthine derivatives for anti-SARS-CoV-2 activity. Bioorganic & medicinal chemistry letters. 2024 Nov 15;113:129951. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Oxyacanthine Related Classifications
HY-N16295 Related Classifications
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