Epirubicin HCl

For research use only. Not for use in humans.

Catalog No.S1223 Synonyms: 4'-epidoxorubicin HCl

7 publications

Epirubicin HCl Chemical Structure

Molecular Weight(MW): 579.98

Epirubicin HCl, a semisynthetic L-arabino derivative of doxorubicin, is an antineoplastic agent by inhibiting Topoisomerase.

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Selleck's Epirubicin HCl has been cited by 7 publications

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  •  

    Growth inhibitory effects of Epirubicin human pancreatic cancer cells. MiaPaCa-2 cells were plated in triplicates into 48-well plates at a density of 10,000 cells/ml. After 24 hours, complete culture medium was changed into fresh low-serum-containing medium (0.5% FBS) containing DMSO (control) or indicated doses of Epirubicin (Selleckchem). Cell viability 48 hours after treatment was determined by AlamarBlue assay (Invitrogen) according to manufacturer's instructions. Results are expressed as percentages of control, which was arbitrarily assigned 100% viability, and represented as the mean ± standard deviation (SD) of the tripicate wells. 

    Dr. Edita Aksamitiene from Thomas Jefferson University. Epirubicin HCl purchased from Selleck.

Purity & Quality Control

Choose Selective Topoisomerase Inhibitors

Biological Activity

Description Epirubicin HCl, a semisynthetic L-arabino derivative of doxorubicin, is an antineoplastic agent by inhibiting Topoisomerase.
Targets
Topoisomerase [1]
(Cell-free assay)
In vitro

Epirubicin, like doxorubicin, exerts its antitumor effects by complex with DNA, resulting in damage to DNA and interference with the synthesis of DNA, RNA, and proteins. Epirubicin may also affect the integrity and activity of cellular membranes. Maximal cell kill caused by Epirubicin occurs during the S phase of the cell cycle. With higher concentrations effects are also seen in early G2 as well as G1 and M phases. [1] Epirubicin display antineoplastic activity against most cancer cells. Epirubicin is cytotoxic to Hepatoma G2 cells with IC50 of 1.6 μg/mL at 24hr. 1.6 μg/mL Epirubicin induces apoptosis of Hep G2 cells, and higher activity of catalase by 50%, Se-dependent glutathione peroxidase by 110%, Cu, Zn-superoxide dismutase by 172% and Mn-superoxide dismutase by 135%. Epirbicin increases the cellular expression of NADPH-CYP 450 reductase, and reduces GST-π expression. [2]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
MCF-7 cells NGnUOYJEgXSxdH;4bYPDqGG|c3H5 M2O5S2NwdXCxdX7kJJdieyC2ZYP0[YQh\m:{IHn0d{B1d3irY3n0fUBi\2GrboP0JIh2dWGwIHLy[YF{fCClYX7j[ZIh[2WubIOoUWNHNTdrLDDJR|UxRTBwMjFOwG0> MWi5OVQ5QDJy
human PC3 cells NVnvWFhvS3m2b4TvfIlkyqCjc4PhfS=> NVzVTWQ4PiCmYYnz MnHvR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gVGM{KGOnbHzzJIFnfGW{IE[g[IF6eyCkeTDNWHQh[XO|YYmsJGlEPTB;MD60OkDPxE1? M3PIe|IzOjd4Nke5
human HCT116 cells MoP1R5l1d3SxeHnjxsBie3OjeR?= MmjFOkBl[Xm| Mn7RR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTGNVOTF4IHPlcIx{KGGodHXyJFYh\GG7czDifUBOXFRiYYPzZZktKEmFNUC9NE45OiEQvF2= Moe4NlIzPzZ4N{m=
human Hep3B cells NH\J[25EgXSxdH;4bYPDqGG|c3H5 MVi2JIRigXN? M2\IWGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeDOEIHPlcIx{KGGodHXyJFYh\GG7czDifUBOXFRiYYPzZZktKEmFNUC9NE46PiEQvF2= M{Lr[FIzOjd4Nke5
human HepG2 cells NFS0Z3hEgXSxdH;4bYPDqGG|c3H5 MUe2JIRigXN? M1TUbWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGGodHXyJFYh\GG7czDifUBOXFRiYYPzZZktKEmFNUC9NU43PSEQvF2= NWLEVoJQOjJ{N{[2O|k>
human MCF7/ADR cells M4j0SWN6fG:2b4jpZ:Kh[XO|YYm= NXfndoRXPiCmYYnz M1vqOGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1ETjdxQVTSJINmdGy|IHHmeIVzKDZiZHH5d{BjgSCPVGSgZZN{[XluIFnDOVA:OS54NTFOwG0> NV30bIRPOjJ{N{[2O|k>
human MCF7 cells MojMVJJwdGmoZYLheIlwdiCjc4PhfS=> NYLFWmNQPDhiaB?= MYHBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKE2FRkegZ4VtdHNiYX\0[ZIhPDhiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0{NjdizszN M3nVelI{Ojh5MEW3
NIH/3T3 cells NFm2R3RRem:uaX\ldoF1cW:wIHHzd4F6 NHziWJY1QCCq M{jLXGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgcY92e2ViTlnIM|NVOyClZXzsd{Bi\nSncjC0PEBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUSuNkDPxE1? M3L0PFI{Ojh5MEW3
human T47D cells NX65OJlOWHKxbHnm[ZJifGmxbjDhd5NigQ>? M2HiPFQ5KGh? NHrXWmJCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIGS0O2Qh[2WubIOgZYZ1\XJiNEigbJJ{KGK7IF3UWEBie3OjeTygTWM2OD12LkOg{txO NGTtToszOzJ6N{C1Oy=>
human HepG2 cells MYDQdo9tcW[ncnH0bY9vKGG|c3H5 MV60PEBp NF7CO|dCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFjldGczKGOnbHzzJIFnfGW{IES4JIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;ND62JO69VQ>? MnmwNlMzQDdyNUe=
human MDA-MB-231 cells NV:y[ZNLWHKxbHnm[ZJifGmxbjDhd5NigQ>? NIjleog1QCCq NFrBUFhCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIF3ERU1OSi1{M{GgZ4VtdHNiYX\0[ZIhPDhiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF02NjZizszN M3LNVlI{Ojh5MEW3
human PC3 cells MmHKVJJwdGmoZYLheIlwdiCjc4PhfS=> MWe0PEBp MU\BcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKFCFMzDj[YxteyCjZoTldkA1QCCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVUvPyEQvF2= MUiyN|I5PzB3Nx?=
human A549 cells NXnscpR[WHKxbHnm[ZJifGmxbjDhd5NigQ>? NFq2e2Y1QCCq M1u2NmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iQUW0PUBk\WyuczDh[pRmeiB2ODDodpMh[nliTWTUJIF{e2G7LDDJR|UxRTlwNjFOwG0> MYmyN|I5PzB3Nx?=
human DU145 cells M3;XTnBzd2yrZnXyZZRqd25iYYPzZZk> MnfDOFghcA>? NVK0e|N7SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDEWVE1PSClZXzsd{Bi\nSncjC0PEBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUmuPUDPxE1? M3q3RlI{Ojh5MEW3
human T47D cells NHi5R4JEgXSxdH;4bYPDqGG|c3H5 NET4eJE2KM7:TR?= NYnFZ45YPDhiaB?= MVTDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDUOFdFKGOnbHzzJIF{e2W|c3XkJIF{KGOqYX7n[UBqdiClZXzsJJZq[WKrbHn0fUBifCB3IIXNJIFnfGW{IES4JIhzeyCkeTDNWHQh[XO|YYm= MVuyN|I5PzB3Nx?=
human MCF7 cells NUTONnlqS3m2b4TvfIlkyqCjc4PhfS=> MnjtOUDPxE1? NXXBdJBOPDhiaB?= MVPDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzJIF{e2W|c3XkJIF{KGOqYX7n[UBqdiClZXzsJJZq[WKrbHn0fUBifCB3IIXNJIFnfGW{IES4JIhzeyCkeTDNWHQh[XO|YYm= M1fmb|I{Ojh5MEW3
human MDA-MB-231 cells NVLwVXhvS3m2b4TvfIlkyqCjc4PhfS=> MofPOUDPxE1? NYjkbmhCPDhiaB?= NH;FO2lEgXSxdH;4bYNqfHliYXfhbY5{fCCmcoXnMZJme2m|dHHueEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|IHHzd4V{e2WmIHHzJINp[W6pZTDpckBk\WyuII\pZYJqdGm2eTDheEA2KHWPIHHmeIVzKDR6IHjyd{BjgSCPVGSgZZN{[Xl? MXiyN|I5PzB3Nx?=

... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
HIF-1α / GLUT1 / PDK1 ; 

PubMed: 28339028     


The expression of HIF-1α, PDK1 and glycolysis-related proteins GLUT1, LDHA in 435R cells with/without 2-MeOE2.

FOXM1 / Cyclin B1 / PLK; 

PubMed: 21518729     


MCF-7 and MCF-7-EPIR cells were treated with 1µmol/L of epirubicin for 0, 16, 24 and 48 h. At indicated time, cells were collected and analysed by western blotting to determine the protein expression levels of FOXM1, Cyclin B1, PLK and β-tubulin, and by RT-qPCR to determine FOXM1 mRNA transcript levels.

E2F1 / p-p53 / p53 / Caspase-7 ; 

PubMed: 21518729     


U2OS cells were treated for 0 to 24 h with 1µmol/L of epirubicin in the presence or absence of 5mmol/L of caffeine. At indicated time, cells were collected for western blot analysis to determine the protein expression levels of FOXM1, E2F1, P-p53 (ser15), p53, Cleaved caspase 7 and β-tubulin. 

PARP / E2F1 / p-E2F1 / p-MK2 / p-Chk2 ; 

PubMed: 22802261     


Pretreatment with the p38 inhibitor SB203580 prevents epirubicin-induced E2F1 accumulation and its phosphorylation at Serine 364. U2OS cells were either pretreated with 20 μM SB203580 or untreated and 1h later exposed to 1μM epirubicin. At the times indicated at the top of each lane cells were harvested and proteins extracted from lysates. Equal amounts of protein were used for Western blot analysis with the indicated antibodies. Anti-β-tubulin was immunoblotted as a loading control.

28339028 21518729 22802261
Growth inhibition assay
Cell death ; 

PubMed: 24158003     


KMS20 (left panel) and KMS28BM (right panel) cells were treated with 2ME at the indicated doses for 48 h and subjected to FACS analysis as described above.

24158003
In vivo Epirubicin are clinically active against a broad range of tumor types, including breast cancer, malignant lymphomas, soft tissue sarcomas, lung cancer, pleural mesothelioma, gastrointestinal cancer, head and neck cancer, ovarian cancer, prostatic carcinoma, transitional bladder carcinoma and so on. [3] Epirubicin at a dose of 3.5 mg/kg suppresses tumor mass of human breast tumor xenograft R-27 by 74.4 %. [4]

Protocol

Cell Research:[2]
- Collapse
  • Cell lines: Human hepatocellular carcinoma cell Hep G2
  • Concentrations: 0.05-12 μg/mL
  • Incubation Time: 1 days
  • Method: Hep G2 cells (500 cells/well, monolayer) are plated in a 96-well plate. The next day the cells are treated with Epirubicin in the medium. At the end of the incubation periods, 15% volume of MTT dye solution is added. After 1 hr of incubation at 37℃, an equal volume of solubilization/stop solution (dimethylsul-foxide) is added to each well for an additional 1 hr incubation. The absorbance of the reaction solution at 570 nm is recorded.
    (Only for Reference)
Animal Research:[4]
- Collapse
  • Animal Models: Human breast tumor xenograft R-27
  • Formulation: Saline
  • Dosages: 3.5 mg/kg
  • Administration: i.v. every 4 day for 3 times
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 100 mg/mL (172.41 mM)
Water 100 mg/mL warmed (172.41 mM)
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 579.98
Formula

C27H29NO11.HCl

CAS No. 56390-09-1
Storage powder
in solvent
Synonyms 4'-epidoxorubicin HCl
Smiles Cl.COC1=C2C(=O)C3=C(C(=C4CC(O)(CC(OC5CC(N)C(O)C(C)O5)C4=C3O)C(=O)CO)O)C(=O)C2=CC=C1

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01740271 Recruiting Drug: Epirubicin Breast Neoplasms AHS Cancer Control Alberta December 2012 Phase 2

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID