Palytoxin
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| Palytoxin Image:Palytoxin.svg | |
|---|---|
| Formula | C129H223N3O54 |
| Molar mass | 2680.13 g/mol |
Palytoxin is an incredibly complex marine natural product containing 71 stereochemical elements. Palytoxin, isolated from soft coral, is considered to be one of the most toxic non-peptide substances known, second only to Maitotoxin. Palytoxin was originally isolated in 1971 in Hawaii from the seaweed-like coral, "Limu make o hana (Seaweed of Death from Hana)"[1]. Later, in 1982 its full chemical structure was published by Prof. Daisuke Uemura and coworkers at Nagoya University [1] [1] [1]. Professor Yoshito Kishi's group at Harvard University first synthesized palytoxin in 1994[1][1]. This feat is still considered today by many to be the greatest synthetic accomplishment ever, due to its complexity in structure.
Palytoxin targets the sodium-potassium pump protein by binding to the molecule such that the molecule is locked in a position where it allows passive transport of both the sodium and potassium ions, thereby destroying the ion gradient that is essential for most cells.
Typical symptoms of palytoxin poisoning are angina-like chest pains, asthma-like breathing difficulties, tachycardia, unstable blood pressure, hemolysis (destruction of red blood cells), and an electrocardiogram showing an exaggerated T wave. The onset of symptoms is rapid, and death usually follows just minutes after.
Animal studies have shown that vasodilators, such as papverine and isosorbide nitrate, can be used as antidotes. The animal experiments only showed benefit if the antidotes were injected into the heart immediately following exposure.[1] Treatment in humans is symptomatic and supportive.
Footnotes
References
- Nelson, David L. and Cox, Michael M.. "Lehninger Principles of Biochemistry, 4th Edition". Published by Freeman in 2005. p.399 mentions palytoxin.
- Clayden, R., Greeves, N. (2000) "Organic chemistry" Oxford publishing
- Structure of palytoxin (molecule labelled "B")
- CBWInfo
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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 .
