Acremonamide
Acremonamide is a cyclic pentapeptide lactone discovered from the marine-derived Acremonium strain CNQ-049, possessing wound healing activity. Acremonamide upregulates the expression of COL1A2 and ACTC1 genes and enhances the motility of keratinocytes and fibroblasts. Acremonamide promotes wound healing in mouse skin wound models. Acremonamide can be used in research related to skin wound healing.
For research use only. We do not sell to patients.
- CAS No.: 2855099-87-3
- Formula: C33H44N4O6
- Molecular Weight:592.74
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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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Biological Activity
Description
In Vitro
Acremonamide (compound 1) (3.12-50 μM; 48 h) is not cytotoxic to Caco2, HaCaT, and NIH3T3 cells at concentrations up to 50 μM[2].
Acremonamide regulates the expression of wound healing-related genes (ACTC1, COL1A2) in HaCaT cells[2].
Acremonamide (5 µM; 24-48 h) reduces the mRNA expression of β-catenin downstream target genes in A549, AGS, and Caco-2 cells[3].
Acremonamide (5 µM) decreases Hes-1 mRNA expression in AGS, A549, and Caco-2 cells[3].
Acremonamide (12.5 μM; 24 h) enhances the invasive motility and migratory capacity of HaCaT and NIH3T3 cells[2].
Acremonamide (10-100 μM; 48 h) is relatively non-toxic to A549, AGS, and Caco-2 cells at concentrations below 25 μM[3].
Acremonamide (1-5 μM; 24 h) significantly inhibits the motility and invasive capacity of A549, AGS, and Caco-2 cells in a dose-dependent manner[3].
Acremonamide (1-5 µM; three weeks) significantly inhibits the tumorigenicity of A549, AGS, and Caco-2 cells[3].
Acremonamide (1-5 µM; 24 h) decreases the protein levels of KITENIN and Cleaved Notch1 in A549, AGS, and Caco-2 cells; it decreases the protein level of β-catenin in AGS and Caco-2 cells, but not in A549 cells[3].
Acremonamide (1-5 µM) decreases the mRNA expression of KITENIN and KAI1 in A549, AGS, and Caco-2 cells[3].
Acremonamide (1-5 µM) reduces β-catenin-mediated TOPFLASH activity in HEK293T cells[3].
Acremonamide (5 µM) decreases the nuclear-to-cytoplasmic ratio of β-catenin in A549 cells without affecting total β-catenin levels[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Caco2, HaCaT, NIH3T3
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Concentration:3.12, 6.25, 12.5, 25, 50 μM
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Incubation Time:48 h
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Result:Did not affect Caco2 cell viability at tested concentrations.
Marginally increased the viability of HaCaT and NIH3T3 cells.
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Cell Line:HaCaT, NIH3T3
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Concentration:12.5 μM
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Incubation Time:24 h
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Result:Increased HaCaT and NIH3T3 cell invasion by approximately 50%.
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Cell Line:HaCaT, NIH3T3
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Concentration:12.5 μM
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Incubation Time:24 h
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Result:Increased HaCaT and NIH3T3 cell migration by approximately 50%.
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Cell Line:A549, AGS, and Caco-2
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Concentration:10, 25, 50, 100 μM
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Incubation Time:48 h
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Result:Decreased the viability of AGS and Caco-2 cells significantly at concentrations of 50-100 μM.
Did not affect the viability of A549 cells at concentrations of 10-50 μM.
Decreased the viability of A549 cells marginally at 100 μM.
Did not decrease the viability of AGS and Caco-2 cells at concentrations of 10-25 μM.
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Cell Line:A549, AGS, and Caco-2
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Concentration:1, 2.5, 5 μM
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Incubation Time:24 h
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Result:Displayed a dose-dependent inhibitory effect on the migration of all three cell types at concentrations from 1 to 5 µM.
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Cell Line:A549, AGS, and Caco-2
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Concentration:1, 2.5, 5 µM
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Incubation Time:24 h
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Result:Displayed dose-dependent inhibition of invasion by each cell type by up to ~45% at 5 µM concentrations.
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Cell Line:A549, AGS, and Caco-2
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Concentration:1, 2.5, 5 µM
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Incubation Time:three weeks
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Result:Dose-dependently decreased the colony formation of A549, AGS, and Caco-2 cells.
Significantly decreased the tumorigenicity of A549, AGS, and Caco-2 cells at 5 µM.
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Cell Line:A549, AGS, and Caco-2
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Concentration:1, 2.5, 5 µM
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Incubation Time:24 h
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Result:Decreased the protein level of KITENIN in A549, AGS, and Caco-2 cells.\nDecreased the protein level of β-catenin in AGS and Caco-2 cells.
Did not significantly affect the protein level of β-catenin in A549 cells.\nDecreased the level of Cleaved Notch1 in A549, AGS, and Caco-2 cells.
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Cell Line:A549
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Concentration:5 µM
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Incubation Time:24 h
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Result:Did not affect the level of total β-catenin.
Decreased the β-catenin nuclear to cytoplasmic ratio remarkably.
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Cell Line:A549, AGS, and Caco-2
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Concentration:5 µM
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Incubation Time:24 h; 48 h
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Result:Suppressed the mRNA expression of cyclin-D1 in A549 and CD44 in Caco-2 at 24 h.
Suppressed the mRNA expression of c-Myc and CD44 in AGS cells at 24 h.
Suppressed the mRNA expression of c-Myc, CD44, and cyclin-D1 in AGS cells at 48 h.
Suppressed the mRNA expression of cyclin-D1 and CD44 in A549 at 48 h.
Suppressed the mRNA expression of CD44 in Caco-2 cells at 48 h.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:BALB/C (male, six-week-old, 19 g)[2]
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Dosage:100 μM
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Administration:topical; immediately after surgery and after 24 h
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Result:Reduced wound area by approximately 25% at day 6 compared to vehicle control.
Chemical Information
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CAS No. 2855099-87-3
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Molecular Weight 592.74
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Formula C33H44N4O6
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SMILES
C([C@H]1C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N(C)[C@@H](C)C(=O)O[C@H]([C@H](C)C)C(=O)N[C@@H](C(C)C)C(=O)N1C)C3=CC=CC=C3
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Structure Classification
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Initial Source
marine-derived fungus
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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
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Acremonamide Related Classifications
HY-N15490 Related Classifications
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