| Field | Specification |
|---|---|
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| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C19H24O6 |
| SMILES | |
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| Catalog no. (Mfr.) | |
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Compound Overview
Erioflorin is a sesquiterpene lactone compound originally isolated from plants of the Asteraceae family, such as Eriophyllum confertiflorum and species of the Podanthus genus. It acts as a selective β-TrCP1 modulator, inducing cell apoptosis by increasing intracellular reactive oxygen species (ROS) production and decreasing mitochondrial membrane potential, inhibiting the NF-κB signaling pathway by blocking the phosphorylation of IκBα, and preventing the ubiquitination and degradation of the tumor suppressor Pdcd4 by inhibiting its interaction with the E3 ubiquitin ligase β-TrCP1. It can be used in research related to breast cancer, colon cancer, advanced prostate cancer, and Chagas disease[1][2][3]. It has a molecular formula of C19H24O6 and a molecular weight of 348.40 g/mol.
Physical & Chemical Properties
| CAS Number | 27542-17-2 |
|---|---|
| Molecular Formula | C19H24O6 |
| Molecular Weight | 348.40 g/mol |
| SMILES | O=C(OC1CC2(OC2CC(O)C(=CC3OC(=O)C(=C)C31)C)C)C(=C)C |
| Target | Trypanosoma, NF-κB, β-TrCP1 |
| Signaling Pathway | Anti-infection; Metabolic Enzyme/Protease; NF-κB; Immunology/Inflammation; Apoptosis |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with your institution's chemical hygiene plan.
In Vitro
In epimastigotes and trypomastigotes of Trypanosoma cruzi, Erioflorin acetate (5.6-55.5 μM; 24 h) lowers parasite viability, raises autophagosomes, disrupts reservosomes, causes cytoplasmic vacuolization, lowers mitochondrial membrane potential, and increases reactive oxygen species production[1]. In DU-145 and 22Rv1 prostate cancer cells, Erioflorin (6-200 μM; 48 h) raises cell membrane permeability and induces cell death[2]. Colony formation in DU-145 and 22Rv1 cells is inhibited by Erioflorin (1.56-25 μM; 14 days), with IC50 values of 14.51 μM and 11.24 μM, respectively[2]. In DU-145 and 22Rv1 cells, Erioflorin (5-50 μM; 1-24 h) induces early and late apoptosis, raises reactive oxygen species levels, triggers depolarization of the mitochondrial membrane potential, increases the BAX/BCL-2 ratio, inhibits LPS-induced IκBα phosphorylation in a dose-dependent manner, and blocks the NF-κB pathway[2]. In MCF7, HeLa and RKO cells, Erioflorin (2.5-5 μM; 6 h-6 days) inhibits cell proliferation and suppresses cell migration, while the proportions of cells in G2-M phase and sub-G1 phase increase[3]. In HEK293 cells, Erioflorin (0.0625-10 μM; 8-16 h) has a protein-stabilizing effect by preventing TPA-induced degradation of Pdcd4, blocks Pdcd4 binding to β-TrCP1, reduces its ubiquitination, and inhibits TPA-induced AP-1 transcriptional activity as well as NF-κB transcriptional activity induced by TNFα[3].
Cell Viability Assay[2]
| Cell Line | DU-145 and 22Rv1 cells |
|---|---|
| Concentration | 6, 10, 25, 50, 200 μM |
| Incubation Time | 48 h |
| Result | Increased plasma membrane permeability, induced characteristic apoptotic morphological changes such as cell shrinkage and apoptotic body formation, and ultimately led to cell death in a dose-dependent manner. |
Cell Proliferation Assay[2]
| Cell Line | DU-145 and 22Rv1 cells |
|---|---|
| Concentration | 1.56, 3.12, 6.25, 12.5, 25 μM |
| Incubation Time | Treated for 6 h, cultured for 14 days |
| Result | Effectively inhibited the colony formation ability of tumor cells at sub-toxic concentrations. |
Apoptosis Analysis[2]
| Cell Line | DU-145 and 22Rv1 cells |
|---|---|
| Concentration | 50 μM |
| Incubation Time | 24 h |
| Result | Significantly decreased the proportion of viable cells and induced the emergence of early apoptotic, late apoptotic/secondary necrotic, and primary necrotic cell populations. |
Real Time qPCR[2]
| Cell Line | DU-145 and 22Rv1 cells |
|---|---|
| Concentration | 50 μM |
| Incubation Time | 12 h |
| Result | Significantly increased the mRNA expression of the pro-apoptotic gene BAX and elevated the BAX/BCL-2 ratio. |
Western Blot Analysis[2]
| Cell Line | DU-145 cells |
|---|---|
| Concentration | 50 μM |
| Incubation Time | 1 h |
| Result | Significantly inhibited the phosphorylation levels of IκBα induced by LPS stimulation. |
Western Blot Analysis[3]
| Cell Line | HEK293, MCF7, and RKO cells |
|---|---|
| Concentration | 0.625, 1.25, 2.5, 5, 10 μM |
| Incubation Time | 8 h |
| Result | Stabilized endogenous Pdcd4 protein in a dose-dependent manner, rescued it from TPA-induced proteasomal degradation, and did not alter p70S6K1-mediated S6 protein phosphorylation. |
Cell Proliferation Assay[3]
| Cell Line | MCF7, HeLa, and RKO cells |
|---|---|
| Concentration | 2.5, 5 μM |
| Incubation Time | 6 days |
| Result | Significantly inhibited cancer cell proliferation and reduced the confluency of the cell monolayer. |
Cell Migration Assay [3]
| Cell Line | RKO cells |
|---|---|
| Concentration | 5 μM |
| Incubation Time | 24 h |
| Result | Significantly inhibited scratch wound closure and cell migration. |
Cell Cycle Analysis[3]
| Cell Line | MCF7, HeLa, and RKO cells |
|---|---|
| Concentration | 5 μM |
| Incubation Time | 16 h |
| Result | Altered the cell cycle distribution, resulting in a significant increase in the proportion of G2/M and sub-G1 phases (indicative of apoptosis). |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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