Cyclopamine
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| Image:Cyclopamine.png | |
| Cyclopamine | |
| Systematic (IUPAC) name | |
| (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)- 1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b- octadecahydro-3',6',10,11b-tetramethyl-spiro [9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-3-ol | |
| Synonyms | |
| 11-deoxojervine
(3-β,23-β)-17,23-epoxy-3-hydroxy-veratraman | |
| Identifiers | |
| PubChem | 442972 |
| Chemical data | |
| Formula | C27H41NO2 |
| Molar mass | 411.62 |
| Complete data | |
Cyclopamine (11-deoxojervine) is naturally-occurring chemical that belongs to the group of steroidal jerveratrum alkaloids. It is a teratogen isolated from the corn lily (Veratrum californicum) that can lead to cyclopia (holoprosencephaly).
Cyclopamine inhibits the hedgehog signaling pathway (Hh) by influencing the balance between the active and inactive forms of the Smoothened protein. Cyclopamine is currently being investigated as a treatment agent in basal cell carcinoma, medulloblastoma, and rhabdomyosarcoma, tumors that result from excessive Hh activity [1], glioblastoma, and as a treatment agent for multiple myeloma.
Cyclopamine was named for one-eyed lambs which were born to sheep which grazed on wild corn lily at a farm in Idaho. In 1957 the US Department of Agriculture started an eleven year investigation which led to the identification of cyclopamine as the cause of the birth defect.[2]
See also
References
- ↑ (2000-08-31) "Effects of oncogenic mutations in Smoothened and Patched can be reversed by cyclopamine". Nature 406 (6799): 1005-9. PubMed
- ↑ Herper, Matthew (2005-11-28). The Curious Case of The One-Eyed Sheep. Forbes.
3. Tas,S.,Avci , O., Induction of the differentiation and apotosis of tumor cells in vivo with efficiency and selectivity, Eur. J. Dermatology , 14: 96-102, 2004.
4. Tas,S.,Avci , O.,Rapid Clearance of Psoriatic Skin Lesions Induced by Topical Cyclopamine, Dermatology, Vol.209,No:2, 2004.
External links
- Cancer Drug Behind Cyclops Birth? (Wired News Article)
- Experimental Anti-cancer Drug Kills Brain Tumor Stem Cells (Science Daily)
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 .
