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Doxorubicin hydrochloride

Catalog #: 2252
28 Citations 1 Review Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
2252/10
2252/50
Doxorubicin hydrochloride | CAS No. 25316-40-9 | DNA Topoisomerase Inhibitors
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Description: Antitumor antibiotic agent. Inhibits DNA topoisomerase II
Alternative Names: Adriamycin,NSC 123127

Chemical Name: 10-[(3-Amino-2,3,6-trideoxy-α-L-lyxohexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-5,12-naphthacenedione hydrochloride

Purity: ≥98%

Product Details
Citations (28)
Reviews (1)
Biological Activity Scientific Data Technical Data Background Product Datasheets Calculators

Biological Activity

Doxorubicin hydrochloride is a 14-hydroxylated version of Daunorubicin (Cat. No. 1467) that is naturally fluorescent. Doxorubicin is an antitumor antibiotic agent that inhibits DNA topoisomerase II. It is a DNA intercalator that inhibits nucleic acid synthesis and induces apoptosis. Doxorubicin reduces intracellular tau levels. Doxorubicin also promotes formation of free radicals for the disruption of membrane lipids and DNA strands. Doxorubicin fluorescence is quenched upon intercalation into the DNA; while binding to histones or partitioning into the phospholipid phase of PEG-phospholipid micelles or hydrophobic cores of polymeric micelles, increases Doxorubicin fluorescence. Doxorubicin fluorescence enables the monitoring of the localization of the drug within lipid bilayers and liposomal delivery systems and interaction of the drug with DNA and other macromolecules, as well as drug efflux pump activities.

Scientific Data

Multiplex Immunoassay Doxorubicin treated cardiomyocytes secrete Troponin T View Larger

Doxorubicin induces secretion of Troponin T from pluripotent stem cell-derived cardiomyocytes Cardiomyocytes were treated with increasing doses of Doxorubicin (Catalog # 2252) for 24 hours. High concentration or extended exposure to Doxorubicin is known to induce heart failure. Doxorubicin-induced cardiac failure was quantified by measuring secreted Troponin T, a known biomarker of heart failure. Troponin T was detected via Luminex® bead-based multiplex assay (Catalog # LXSAH). Increased levels of secreted Troponin T are observed with increasing concentrations of Doxorubicin.

Multiplex Immunoassay doxorubicin decreases Pro-BNP secretion from cardiomyocytes View Larger

Pluripotent stem cell-derived cardiomyocytes secrete Pro-BNP in response to small molecule-induction of cardiac hypertrophy Cardiomyocytes were treated with the vasoconstrictor, ET-1 (Endothelin-1; Catalog # 1160), or one of two L-type calcium channel inhibitors, Doxorubicin (Catalog # 2252) or Verapamil (Catalog # 0654). Levels of the cardiac hypertrophy marker, Pro-Brain Natriuretic Peptide (Pro-BNP), were detected via Luminex® bead-based multiplex assay (Catalog # LXSAH). A substantial increase in Pro-BNP was detected in the medium of cardiomyocytes treated with ET-1, a known inducer of cardiac hypertrophy. Conversely, Doxorubicin and Verapamil decreased Pro-BNP secretion from cardiomyocytes.

Technical Data

M.Wt:
579.99
Formula:
C27H29NO11.HCl
Solubility:
Soluble to 50 mM in water and to 50 mM in DMSO
Purity:
≥98%
Storage:
Desiccate at RT
CAS No:
25316-40-9

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. RB1 status in triple negative breast cancer cells dictates response to radiation treatment and selective therapeutic drugs.
    Robinson T, Liu J, Vizeacoumar F, Sun T, Maclean N, Egan S, Schimmer A, Datti A, Zacksenhaus E
    PLoS ONE, 2013;8(11):e78641.
  2. Regulation of senescence escape by the cdk4-EZH2-AP2M1 pathway in response to chemotherapy
    M Le Duff, J Gouju, B Jonchère, J Guillon, B Toutain, A Boissard, C Henry, C Guette, E Lelièvre, O Coqueret
    Cell Death Dis, 2018;9(2):199.
  3. Z-FL-COCHO, a cathepsin S inhibitor, enhances oxaliplatin-mediated apoptosis through the induction of endoplasmic reticulum stress
    SU Seo, KJ Min, SM Woo, TK Kwon
    Exp. Mol. Med., 2018;50(8):107.
  4. Adriamycin and daunomycin induce programmed cell death (apoptosis) in tumour cells.
    Skladanowski and Konopa
    Biochem.Pharmacol., 1993;46:357
  5. Pharmacologic reductions of total tau levels; implications for the role of microtubule dynamics in regulating tau expression.
    Dickey et al.
    Mol.Neurodegen., 2006;1:6
  6. Identification of yeast DNA topoisomerase II mutants resistant to the antitumor drug doxorubicin: implications for the mechanisms of dox. action and cyotoxicity.
    Patel et al.
    Mol.Pharmacol., 1997;52:658
  7. A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunoru.
    Gewirtz
    Biochem.Pharmacol., 1999;57:727
  8. Cellular senescence promotes skin carcinogenesis through p38MAPK and p44/p42MAPK signaling
    F Alimirah, T Pulido, A Valdovinos, S Alptekin, E Chang, E Jones, DA Diaz, J Flores, MC Velarde, M Demaria, AR Davalos, CD Wiley, C Limbad, PY Desprez, J Campisi
    Cancer Res., 2020;0(0):.

Product Datasheets

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⚠ WARNING: This product can expose you to chemicals including Doxorubicin hydrochloride (Adriamycin), which is known to the State of California to cause cancer. For more information, go to www.P65Warnings.ca.gov

Citations for Doxorubicin hydrochloride

The citations listed below are publications that use Tocris products. Selected citations for Doxorubicin hydrochloride include:

28 Citations: Showing 1 - 10

  1. Extracorporeal shock waves protect cardiomyocytes from DOX-induced cardiomyopathy by upregulating survivin via the integrin-ILK-Akt-Sp1/p53 axis.
    Authors: Lee Et al.
    Sci Rep  2019;9:12149
  2. Drug-loaded exosomal preparations from different cell types exhibit distinctive loading capability, yield, and antitumor efficacies: a comparative analysis.
    Authors: Kanchanapally Et al.
    Int J Nanomedicine  2019;14:531
  3. Regulation of senescence escape by TSP1 and CD47 following chemotherapy treatment.
    Authors: Guillon Et al.
    Cell Death Dis  2019;10:199
  4. p53 induces senescence through Lamin A/C stabilization-mediated nuclear deformation.
    Authors: Yoon Et al.
    Cell Death Dis  2019;10:107
  5. Regulation of senescence escape by the cdk4-EZH2-AP2M1 pathway in response to chemotherapy.
    Authors: Duff Et al.
    Cell Death Dis  2018;9:199
  6. TAK1 mediates microenvironment-triggered autocrine signals and promotes triple-negativebreast cancer lung metastasis.
    Authors: Iriondo
    Nat Commun  2018;9(1):1994
  7. Lysosomotropism depends on glucose: a chloroquine resistance mechanism.
    Authors: Gallagher Et al.
    Cell Death Dis  2017;8:e3014
  8. Tenovin-6 impairs autophagy by inhibiting autophagic flux.
    Authors: Yuan Et al.
    Cell Death Dis  2017;8:e2608
  9. The EphB6 receptor is overexpressed in pediatric T cell acute lymphoblastic leukemia and increases its sensitivity to dox. treatment.
    Authors: El Zawily
    Sci Rep  2017;7(1):14767
  10. An Oral Selective Alpha-1A Adrenergic Receptor Agonist Prevents Drug-induced Cardiotoxicity.
    Authors: Beak Et al.
    JACC Basic Transl Sci  2017;2:39
  11. Isolation and characterization of a new naturally immortalized human breast carcinoma cell line, KAIMRC1.
    Authors: Ali Et al.
    BMC Cancer  2017;17:803
  12. An Alpha-1A Adrenergic Receptor Agonist Prevents Acute dox. Cardiomyopathy in Male Mice.
    Authors: Montgomery
    Plos One  2017;12:e0168409
  13. Crizotinib, a MET inhibitor, inhibits growth, migration, and invasion of breast cancer cells in vitro and synergizes with chemotherapeutic agents.
    Authors: Ayoub
    Onco Targets Ther  2017;10:4869
  14. AMB potentiates the anticancer activity of Drug-induced on the MCF-7 breast cancer cells.
    Authors: Tavangar Et al.
    J Chem Biol  2017;10:143
  15. Targeting polo-like kinase 1, a regulator of p53, in the treatment of adrenocortical carcinoma.
    Authors: Bussey Et al.
    PLoS One  2016;5:1
  16. Loss of cysteinyl-tRNA synthetase (CARS) induces the transsulfuration pathway and inhibits ferroptosis induced by cystine deprivation.
    Authors: Hayano Et al.
    Cell Death Differ  2016;23:270
  17. A Myocardial Slice Culture Model Reveals Alpha-1A-Adrenergic Receptor Signaling in the Human Heart.
    Authors: Thomas Et al.
    JACC Basic Transl Sci  2016;1:155
  18. Extracellular ATP protects endothelial cells against DNA damage.
    Authors: Aho Et al.
    Purinergic Signal  2016;12:575
  19. The α-1A Adrenergic Receptor in the Rabbit Heart.
    Authors: Thomas Et al.
    Mol Syst Biol  2016;11:e0155238
  20. Lysosomal sequestration of hydrophobic weak base chemotherapeutics triggers lysosomal biogenesis and lysosome-dependent cancer multidrug resistance.
    Authors: Zhitomirsky and Assaraf
    Clin Transl Med  2015;6:1143
  21. Biodistribution and delivery efficiency of unmodified tumor-derived exosomes.
    Authors: Smyth Et al.
    J Control Release  2015;199:145
  22. Dual-responsive polymer-coated iron oxide nanoparticles for drug delivery and imaging applications.
    Authors: Sundaresan Et al.
    Int J Pharm  2014;466:1
  23. RB1 status in triple negative breast cancer cells dictates response to radiation treatment and selective therapeutic drugs.
    Authors: Robinson Et al.
    PLoS One  2013;8:e78641
  24. Attenuation of doxorubicin-induced cardiotoxicity by mdivi-1: a mitochondrial division/mitophagy inhibitor.
    Authors: Gharanei Et al.
    PLoS One  2013;8:e77713
  25. Comparative cardiac toxicity of anthracyclines in vitro and in vivo in the mouse.
    Authors: Toldo Et al.
    PLoS One  2013;8:e58421
  26. Development of a screen to identify selective small molecules active against patient-derived metastatic and chemoresistant breast cancer cells.
    Authors: Gligorich Et al.
    Breast Cancer Res  2013;15:R58
  27. Functional characterization of the 19q12 amplicon in grade III breast cancers.
    Authors: Natrajan Et al.
    Breast Cancer Res  2012;14:R53
  28. B cell translocation gene 2 enhances susceptibility of HeLa cells to doxorubicin-induced oxidative damage.
    Authors: Lim Et al.
    J Biol Chem  2008;283:33110

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2uM Doxorubicin damaged NRVM cells in 12 hr
By Anonymous on 12/12/2017

Used 2uM Doxorubicin hydrochloride to treat Neonatal rat ventricular myocytes for 12 hr to 24 hr, see clear effect of cell damage.

2uM Doxorubicin damaged NRVM cells in 12 hr 2252
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