7-Acetoxycoumarin
7-Acetoxycoumarin (Acetylumbelliferone) is an anti-inflammatory inhibitor with antibacterial and amoebicidal activities. 7-Acetoxycoumarin reduces the phosphorylation levels of ERK, JNK, NF-κB and p38 MAPK. 7-Acetoxycoumarin downregulates the protein and mRNA expression levels of iNOS and COX-2. 7-Acetoxycoumarin inhibits the production of IL-1β, IL-6, TNF-α, NO and PG2. 7-Acetoxycoumarin reduces the degradation of IκBα. 7-Acetoxycoumarin can be used in studies related to amoebiasis and Bacillus lentus infection.
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- CAS. Nr.: 10387-49-2
- Formel: C11H8O4
- Molecular Weight:204.18
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Speicherung:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biologische Aktivität
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Chemical Information
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Biologische Aktivität
Beschreibung
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p38 MAPK |
ERK |
NF-κB |
JNK |
COX-2 |
iNOS |
IL-6 |
IL-1β |
TNF-α |
IκBα |
In Vitro
7-Acetoxycoumarin (Acetylumbelliferone) (50-200 μM; 24 h) dose-dependently inhibits LPS-induced production of proinflammatory cytokines IL-1β, IL-6, and TNF-α in RAW 264.7 macrophage cells, with the strongest inhibition (80% reduction in IL-1β) observed at 200 μM[1].
7-Acetoxycoumarin (50-200 μM; 24 h) dose-dependently inhibits LPS-induced PGE2 production and reduces mRNA and protein expression of iNOS and COX-2 in RAW 264.7 macrophage cells, with 53% inhibition of PGE2 production observed at 200 μM[1].
7-Acetoxycoumarin (50-200 μM; 40 min) dose-dependently inhibits LPS-induced phosphorylation of ERK, p38, JNK, and NF-κB, and increases IκB-α levels, in RAW 264.7 macrophage cells, with the strongest effects observed at 200 μM[1].
7-Acetoxycoumarin is successfully isolated from both stems (15 mg yield) and leaves (8 mg yield) of Daphne gnidium L. using silica gel column chromatography fractionation of methanol extracts[2].
7-Acetoxycoumarin (48 h) exhibits a maximum non-toxic dose (MNTD50) of 50 μg/mL in VERO African green monkey kidney cells, reducing cell multiplication by no more than 50% at this concentration[4].
7-Acetoxycoumarin (compound 1a) (72 h) inhibits the growth of Entamoeba histolytica HM1:IMSS trophozoites in vitro with an IC50 of 13.08 μM/mL[3].
7-Acetoxycoumarin (48 h) inhibits the growth of Bacillus lentus B60 with an MIC of 100 μg/mL, and shows no activity against tested gram-positive (Staphylococcus aureus ATCC 25923, Streptococcus faecalis 3208) and gram-negative (Escherichia coli ATCC 25922, Morganella morganii CA8, Pseudomonas aeruginosa CA2) bacteria at concentrations up to 100 μg/mL[4].
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 macrophage cells
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Concentration:50 μM, 100 μM, 200 μM
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Incubation Time:24 h
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Result:Reduced IL-1β production by 70% relative to LPS-only treated cells at 50 μM.
Reduced IL-1β production by 75% relative to LPS-only treated cells at 100 μM.
Reduced IL-1β production by 80%, IL-6 production, and TNF-α production relative to LPS-only treated cells at 200 μM.
All reductions showed statistical significance.
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Cell Line:RAW 264.7 macrophage cells
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Concentration:50 μM, 100 μM, 200 μM
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Incubation Time:40 min
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Result:Dose-dependently reduced the phosphorylation of ERK, p38, JNK, and NF-κB relative to LPS-only treated cells, with statistically significant decreases observed at all tested concentrations.
Increased IκB-α protein levels relative to LPS-only treated cells at 200 μM.
Statistically significant changes were observed across all measured proteins.
Chemical Information
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CAS. Nr. 10387-49-2
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Molecular Weight 204.18
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Formel C11H8O4
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SMILES
O=C1OC2=C(C=C1)C=CC(OC(C)=O)=C2
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Synonyms
Acetylumbelliferone
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Structure Classification
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Initial Source
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
Please store the product under the recommended conditions in the Certificate of Analysis.
Reinheit & Dokumentation
Verweise
[1]. Park T, et al. 7-Acetoxycoumarin Inhibits LPS-Induced Inflammatory Cytokine Synthesis by IκBα Degradation and MAPK Activation in Macrophage Cells. Molecules (Basel, Switzerland). 2020 Jul 08;25(14):3124. [Content Brief]
[3]. Iqbal PF, et al. Antiamoebic coumarins from the root bark of Adina cordifolia and their new thiosemicarbazone derivatives. European journal of medicinal chemistry. 2009 May;44(5):2252-9. [Content Brief]
[4]. Cottiglia F, et al. Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2001 Jul;8(4):302-5. [Content Brief]
Calculators
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
7-Acetoxycoumarin Related Classifications
HY-N20744 Related Classifications
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