Mycophenolic acid
You don't need to be Editor-In-Chief to add or edit content to WikiDoc. You can begin to add to or edit text on this WikiDoc page by clicking on the edit button at the top of this page. Next enter or edit the information that you would like to appear here. Once you are done editing, scroll down and click the Save page button at the bottom of the page.
| |
| Mycophenolic acid
| |
| Systematic (IUPAC) name | |
| (E)-6-(4-hydroxy-6-methoxy-7-methyl- 3-oxo-1,3-dihydroisobenzofuran-5-yl)- 4-methylhex-4-enoic acid | |
| Identifiers | |
| CAS number | |
| ATC code | L04 |
| PubChem | |
| Chemical data | |
| Formula | C17H20O6 |
| Mol. mass | 320.34 g.mol−1 |
| SMILES | & |
| Pharmacokinetic data | |
| Bioavailability | 94% (mofetil), 72% (sodium) |
| Protein binding | 97% |
| Metabolism | Hepatic |
| Half life | 16–18 hours |
| Excretion | Renal 93% |
| Therapeutic considerations | |
| Licence data |
, |
| Pregnancy cat. | |
| Legal status |
S4 (Au), POM (UK), ℞-only (U.S.) |
| Routes | Oral, IV |
Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1] Phone:617-525-6884
Please Take Over This Page and Apply to be Editor-In-Chief for this topic: There can be one or more than one Editor-In-Chief. You may also apply to be an Associate Editor-In-Chief of one of the subtopics below. Please mail us [2] to indicate your interest in serving either as an Editor-In-Chief of the entire topic or as an Associate Editor-In-Chief for a subtopic. Please be sure to attach your CV and or biographical sketch.
Mycophenolic acid (INN) (IPA: [ˌmaɪkoˈfɛnɒlɪk- ]) or mycophenolate is an immunosuppressant drug used to prevent rejection in organ transplantation. It was initially marketed as the prodrug mycophenolate mofetil (abbreviated MMF) to improve oral bioavailability. More recently, the salt mycophenolate sodium has also been introduced. Mycophenolic acid is commonly marketed under the trade names CellCept (mycophenolate mofetil; Roche) and Myfortic (mycophenolate sodium; Novartis).
Pharmacokinetics/pharmacology
Mycophenolate is derived from the fungus Penicillium stoloniferum. Mycophenolate mofetil is metabolised in the liver to the active moiety mycophenolic acid. It inhibits inosine monophosphate dehydrogenase, the enzyme which controls the rate of synthesis of guanine monophosphate in the de novo pathway of purine synthesis used in the proliferation of B and T lymphocytes.
Mycophenolate is potent and can be used in place of the older anti-proliferative azathioprine. It is usually used as part of triple-therapy including a calcineurin inhibitor (cyclosporin or tacrolimus) and prednisolone.
Clinical use
Indications
Generally speaking, mycophenolate is used for the prevention of organ transplant rejection. Specifically, mycophenolate mofetil is indicated for the prevention of organ transplant rejection in adults and renal transplant rejection in children >2 years; while mycophenolate sodium is indicated for the prevention of renal transplant rejection in adults. Mycophenolate sodium has also been used for the prevention of rejection in liver, heart and/or lung transplants in children >2 years.[1]
Recently, several studies have shown that oral mycophenolate mofetil is effective in inducing and maintaining remission in lupus nephritis.[1] It has been shown to be more effective and have fewer adverse effects than intravenous cyclophosphamide for lupus nephritis and has now become accepted first-line treatment for this disorder.
Adverse effects
Common adverse drug reactions (≥1% of patients) associated with mycophenolate therapy include: diarrhea, nausea, vomiting, infections, leukopenia, and/or anemia. Mycophenolate sodium is also commonly associated with fatigue, headache and/or cough. Intravenous (IV) administration of mycophenolate mofetil is also commonly associated with thrombophlebitis and thrombosis. Infrequent adverse effects (0.1–1% of patients) include: esophagitis, gastritis, gastrointestinal tract hemorrhage, and/or invasive cytomegalovirus (CMV) infection.[1]
Comparison to other agents
Compared with azathioprine it is more lymphocyte-specific and is associated with less bone marrow suppression, fewer opportunistic infections and lower incidence of acute rejection.[1] The exact role of mycophenolate vs azathioprine has yet to be conclusively established, but many centers use it in place of azathioprine for high-risk patients, or patients who have already experienced an episode of acute rejection. In long-term immunosuppression, it may be used to avoid calcineurin inhibitors or steroids.
Potential future uses
Mycophenolate mofetil is beginning to be used in the management of idiopathic thrombocytopenic purpura (ITP) and systemic lupus erythematosus (SLE) with success for some patients.
It is also currently being used as a long term therapy for maintaining remission of Wegener's Granulomatosis. It is being studied, along with ribavirin, for use against dengue.
Footnotes
External links
- MedlinePlus drug information: mycophenolate (systemic) – information from USP DI Advice for the Patient
nl:Mycofenolaatmofetil ja:ミコフェノール酸モフェチルvi:Mycophenolic
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
