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Epirubicin

 

Key Terms: Adjuvant therapy, Anthracycline, Antineoplastic, Cytotoxic, Doxorubicin, Free radicals.

Definition

Epirubicin is a semi-synthetic anthracycline-based anticancer (or antineoplastic) drug derived from doxorubicin. It is also known by its trade name Ellence.

Purpose

Epirubicin is used as the chemotherapy agent for adjuvant therapy in patients diagnosed with breast cancer, and, as determined by the attending oncologist, epirubicin may be used in the treatment of lung, gastric, and pancreatic cancers.

Description

Epirubicin has been used extensively since the mid-1980s for both early stage and metastatic breast cancer. Epirubicin received Federal Drug Administration approval in the fall of 1999 for adjuvant therapy in patients with node-positive breast cancer. Like other DNA-interactive antineoplastic family members, epirubicin binds to DNA to inhibit DNA, RNA, and protein synthesis resulting in cell death. It has been demonstrated that epirubicin also acts to block cell growth and to increase the production of cytotoxic free radicals. For breast cancer treatment, epirubicin has proven highly effective when administered as a single agent in a sequential regimen. Epirubicin may be given in combination with cyclophosphamide, and 5-fluorouracil; however, currently there is no clinical evidence to suggest that long-term survival is greater in the combination regimen than with epirubicin alone. The lower toxicity associated with epirubicin treatment promotes better quality of life for the patient.

Recent research has examined the role of epirubicin in treating prostate cancer. Study of its effects in helping to relieve pain, quality of life, and survival are preliminary, but it appears that eprirubicin is not effective alone in treating metastatic prostate cancer. A study in 2003 reported that epirubicin, used in combination with cancer drugs cisplatin and irinotecan, might have promising broad antitumor activity. In the future, epirubicin might be used in combination therapies to treat many types of tumors.

Recommended Dosage

Epirubicin is administered as a red fluid via intravenous injection (IV) into a cannula placed into the vein or through a central line inserted under the skin into a vein near the collarbone. The dose of epirubicin prescribed will vary among patients, correlated with patient body size, the purpose of the dose, whether the epirubicin will be used as a single agent or in combination, and the stage and aggressiveness of the cancer type. A starting dose of 50 mg/m2 of body surface per dose cycle of epirubicin is an appropriate regimen. Treatment cycles may be given weekly. With higher doses, cycles may be reduced to only two to three times per month. The maximum cumulative dose for anthracyclines is defined by cardiotoxicity. Studies on epirubicin have only been conducted on adult patients; therefore, with the associated risk of cardiotoxicity there are no recommendations for dosage on young children or the elderly.

Precautions

To maximize treatment effects, patients receiving epirubicin should observe certain guidelines. Along with any specific modifications given by the oncologist, these guidelines should include monitoring the area surrounding the injection site, and regular laboratory testing for white blood cell count, and kidney, liver, and bone marrow function. In order to reduce the possibility of immunosupression, immunizations not approved or prescribed by the oncologist should be avoided. Those receiving epirubicin should avoid contact with individuals taking, or that have recently taken, oral polio vaccine or individuals that have an active infection. When necessary, a protective facemask can be worn. Specific instructions on oral hygiene procedures to reduce the risk of gum abrasion should be received. Avoiding touching the eye and nasal areas unless hands have been properly washed immediately prior to contact is advised. To reduce bleeding and bruising complications, patients should exercise extreme caution when handling sharp instruments and decline participation in contact sports. The oncologist may suggest increased fluid intake to prevent kidney problems and to ensure proper kidney function.

Prior to treatment, the patient's medical history should be thoroughly reviewed to avoid complications that might arise from previous conditions such as bone marrow depression; viral, fungal, or bacterial infection; heart, kidney disease, or liver disease; or tumor cell infiltration of bone marrow. The oncologist should also be made aware if the patient is pregnant, if there is the possibility the patient might be pregnant, or if the patient is a breast-feeding mother. Only prescribed medications or over the counter (OTC) drugs approved by the oncologist should be taken by a patient receiving epirubicin

Side Effects

Along with the desired anticancer effects from epirubicin treatment, less desirable side effects are to be anticipated. All presenting side effects should be discussed with the oncologist. Some side effects may occur that do not require medical attention, but nonetheless concern the patient. These commonly include hair loss (alopecia), lack of menstrual periods, discolored urine, nausea and vomiting, occasional diarrhea, hot flashes, and temporary decrease of bone marrow function. Less frequently, the patient also may experience loss of appetite with accompanying weight loss, darkening of the soles of the feet, palms, or nails, and cardiotoxicity. Most of these side effects disappear with the end of treatment or may be eased during treatment with prescribed intervention from the oncologist.

Other side effects from epirubicin treatment require immediate attention from a healthcare professional. These indicators of potentially life-threatening conditions or medical overdose frequently include bleeding and bruising; the presence of ulcers, sores, or redness in the mouth, throat, or on the lips; a cough or hoarseness; pain or difficulty in urination; fever or chills; lower back or side pain; black tarry stools; redness or drainage from the eyes or eye area; pinpoint red spots on the skin; and red streaks around the injected vein. More rare, but no less critical side effects may include wheezing or shortness of breath; joint pain; fast or irregular heartbeat; skin rash or itching; discoloration, redness, or warmth at the site of the injection; swelling in feet, legs, and abdomen; and tenderness of the abdomen or lymph nodes.

Interactions

More than 70 regularly prescribed drugs are known to have interactive effects with epirubicin. A complete and exhaustive list should be documented in the patient's history prior to treatment. In particular, the patient should be made aware of specific drugs that, when given concurrently with epirubicin, produce increased problems and risks in the following areas:

  • liver problems
  • blood disorders
  • risk of infection
  • risk of heart damage and heart failure
  • extended clearance time of epirubicin from the body
  • risk of secondary leukemia

Resources

Periodicals

"Cisplatin, Irinotecan, and Epirubicin Have Promising Broad Antitumor Activity." Cancer Weekly October 14, 2003: 12.

"Epirubicin Alone Should Not be Used to Treat Hormone-Resistant Prostate Cancer." Drug Week October 31, 2003: 333.

—Jane Taylor-Jones, Research Associate, M.S.

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Drug Info: Epirubicin
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Brand names: Ellence™

Chemical formula:



Last updated: 7/1/2002

Important Disclaimer: The drug information provided here is for educational purposes only. It is intended to supplement, not substitute for, the diagnosis, treatment and advice of a medical professional. This drug information does not cover all possible uses, precautions, side effects and interactions. It should not be construed to indicate that this or any drug is safe for you. Consult your medical professional for guidance before using any prescription or over the counter drugs.

Veterinary Dictionary: epirubicin
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An anthracycline antibiotic similar to doxorubicin, used as an antineoplastic agent.

Wikipedia: Epirubicin
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Epirubicin
Systematic (IUPAC) name
10-(4-amino-5-hydroxy-6-methyl-oxan-2-yl) oxy-6,8,11-trihydroxy-8-(2-hydroxyacetyl)- 1-methoxy-9,10-dihydro-7H-tetracene-5,12-dione
Identifiers
CAS number 56420-45-2
ATC code L01DB03
PubChem 41867
DrugBank APRD00361
Chemical data
Formula C27H29NO11 
Mol. mass 543.519 g/mol
Pharmacokinetic data
Bioavailability NA
Protein binding 77%
Metabolism Hepatic glucuronidation and oxidation
Half life  ?
Excretion Biliary and renal
Therapeutic considerations
Pregnancy cat.

D (Au, U.S.)

Legal status

℞-only (U.S.), POM (UK)

Routes Intravenous
 Yes check.svgY(what is this?)  (verify)

Epirubicin is an anthracycline drug used for chemotherapy. It is marketed by Pfizer under the trade name Ellence in the US and Pharmorubicin or Epirubicin Ebewe elsewhere.

Similarly to other anthracyclines, epirubicin acts by intercalating DNA strands. Intercalation results in complex formation which inhibits DNA and RNA synthesis. It also triggers DNA cleavage by topoisomerase II, resulting in mechanisms that lead to cell death. Binding to cell membranes and plasma proteins may be involved in the compound's cytotoxic effects. Epirubicin also generates free radicals that cause cell and DNA damage.

Epirubicin is favoured over doxorubicin, the most popular anthracycline, in some chemotherapy regimens as it appears to cause fewer side-effects. Epirubicin has a different spatial orientation of the hydroxyl group at the 4' carbon of the sugar, which may account for its faster elimination and reduced toxicity. Epirubicin is primarily used against breast and ovarian cancer, gastric cancer, lung cancer, and lymphomas.

Development history

The first trial of epirubicin in humans was published in 1980.[1] Upjohn applied for approval by the U.S. Food and Drug Administration (FDA) in node-positive breast cancer in 1984, but was turned down because of lack of data.[2] It appears to have been licensed for use in Europe from around this time however.[3] In 1999 Pharmacia (who had by then merged with Upjohn) received FDA approval for the use of epirubicin as a component of adjuvant therapy in node-positive patients.

Patent protection for epirubicin expired in August 2007.

References

  1. ^ Bonfante, V (1980). "Preliminary clinical experience with 4-epidoxorubicin in advanced human neoplasia". Recent results in cancer research 74: 192–9. PM6934564. 
  2. ^ "On Target". http://www.targethealth.com/ontarget/1999/061399.htm. 
  3. ^ According to the proprietary database iddb.com

External links



 
 
Learn More
Anthracyclines (in medicine)
Epirubicin Hydrochloride Solution for injection
Irinotecan

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Copyrights:

Oncology Encyclopedia. Gale Encyclopedia of Cancer. Copyright © 2006 by The Gale Group, Inc. All rights reserved.  Read more
Drug Info. Gold Standard. Copyright © 2008 by Gold Standard. All rights reserved.  Read more
Veterinary Dictionary. Saunders Comprehensive Veterinary Dictionary 3rd Edition. Copyright © 2007 by D.C. Blood, V.P. Studdert and C.C. Gay, Elsevier. All rights reserved.  Read more
Wikipedia. This article is licensed under the Creative Commons Attribution/Share-Alike License. It uses material from the Wikipedia article "Epirubicin" Read more