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Vincristine and Vinblastine

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Elizabeth Larsen

on 17 January 2013

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Transcript of Vincristine and Vinblastine

Chemical Analogs! Structure? Vincristine
And Vinblastine Elizabeth Larsen Madagascar Periwinkle! Historical Uses Used in India, Madagascar, Caribbean, and more
Diabetes, bee stings, disinfectant
Discovery - 1953 Robert L. Noble For the pair of compounds above, indicate if the compounds are constitutional isomers, geometric isomers, other diastereomers, enantiomers, conformational isomers, different views of the identical structure, or none of the above. (3aR,3a1R,4R,5S,5aR,10bR)-methyl 4-acetoxy-3a-ethyl-9-((5S,7S,9S)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-2,4,5,6,7,8,9,10-octahydro-1H-3,7-methano[1]azacycloundecino[5,4-b]indol-9-yl)-6-formyl-5-hydroxy-8-methoxy-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate dimethyl (2β,3β,4β,5α,12β,19α)- 15-[(5S,9S)- 5-ethyl- 5-hydroxy- 9-(methoxycarbonyl)- 1,4,5,6,7,8,9,10-octahydro- 2H- 3,7-methanoazacycloundecino[5,4-b]indol- 9-yl] - 3-hydroxy- 16-methoxy- 1-methyl- 6,7-didehydroaspidospermidine- 3,4-dicarboxylate Vinblastine Vincristine Key Difference Common Features Alkaloids Naturally occurring chemical compounds that contain mostly basic N atoms Produced by many organisms, like bacteria, fungi, plants, and animals
Generated by the synthesis of the alkaloids catharanthine and vindoline in plants
anti-mitotic and anti-microtubule agents that were originally derived from... Vinca Alkaloid ? Drug Shortage Current Use http://www.wishtv.com/dpp/news/indiana/local-familys-story-sheds-light-on-drug-shortages "A major reason for these shortages has been quality/manufacturing issues. However there have been other reasons such as production delays at the manufacturer and delays companies have experienced receiving raw materials and components from suppliers. Discontinuations are another factor contributing to shortages. FDA can't require a firm to keep making a drug it wants to discontinue. Sometimes these older drugs are discontinued by companies in favor of newer, more profitable drugs.

With fewer firms making older sterile injectable drugs, there are a limited number of production lines that can make these drugs. The raw material suppliers the firms use are also limited in the amount they can make due to capacity issues at their facilities. This small number of manufacturers and limited production capacity for older sterile injectables, combined with the long lead times and complexity of the manufacturing process for injectable drugs, results in these drugs being vulnerable to shortage. When one company has a problem or discontinues, it is difficult for the remaining firms to increase production quickly and a shortage occurs."
-FDA on drug shortages Contemporary Issues "I'll study the plant extract on the blood glucose of rats. Hmmm... administered orally, the extract has no effect, but when administered by the intravenous route, the rats die from infection! The extract must reduce the number of leukocytes drastically (7)". Vinblastine “causes bone marrow depression” and is frequently used in combination with other chemotherapies to treat Hodgkin’s disease, advanced testicular cancer, and advanced breast cancer (2,7). Vincristine “produces neurotoxicity” and is used in protocols for acute leukemia and lymphomas (2, 7). Ethical Concerns Intrathecal administration = death Works Cited 1. Brown, Michael F. Who Owns Native Culture? Cambridge, MA: Harvard UP, 2003. 135-38. Print.
2. Cragg, Gordon M. L., David G. I. Kingston, and David J. Newman. Anticancer Agents from Natural Products. Boca Raton, FL: Taylor & Francis, 2005. Print.
3. Lauer, Helen, and Kofi Anyidoho. Reclaiming the Human Sciences and Humanities through African Perspectives. Vol. 1. Accra, Ghana: Sub-Saharan, 2012. Print.
4. "Medical Research Council - Leukemia ." Medical Research Council - Leukemia. MRC, Sept. 2006. Web. 16 Jan. 2013.
5. Obrello, Dr. T. "MADAGASCAR PERIWINKLE." Madagascar Periwinkle. UCC Biology Department, n.d. Web. 16 Jan. 2013.
6. Olson, James S. "Chapter 6: M.D. Anderson and the Rise of Medical Oncology 1964-1969." Making Cancer History: Disease and Discovery at the University of Texas M.D. Anderson Cancer Center. Baltimore: Johns Hopkins UP, 2009. N. pag. Print.
7. Raviña, Enrique, and Hugo Kubinyi. "Ch 4: Nature as a Source of Drugs: Drugs as Natural Products." The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs. 1st ed. Weinheim: Wiley-VCH, 2010. N. pag. Print.
8. "Vincristine: MedlinePlus Drug Information." U.S National Library of Medicine. U.S. National Library of Medicine, 01 Sept. 2010. Web. 16 Jan. 2013.
9. Wikipedia. Wikimedia Foundation, n.d. Web. 16 Jan. 2013.
10. Kuboyama, T.; Yokoshima, S.; Tokuyama, H.; Fukuyama, T. Stereocontrolled total synthesis of (+)-vincristine. Proc. Natl. Aca14. http://partidoalas.com/wp-content/uploads/2011/10/Pediatric-Cancer.jpgd. Sci. U. S. A. 2004, 101, 11966-11970.

Pictures
1-4. http://upload.wikimedia.org/wikipedia/commons/d/d8/Structure_of_Vincristine.png
5. http://www.virginiaherpetologicalsociety.com/amphibians/frogsandtoads/southern-toad/jasongibson_SouthernToad.jpg
6. http://www.sciencephoto.com/image/28145/350wm/B6401606-Strychnine_Tree_leaves_and_fruits-SPL.jpg
7.http://upload.wikimedia.org/wikipedia/commons/thumb/6/66/Strychnos_nux-vomica_-_K%C3%B6hler%E2%80%93s_Medizinal-Pflanzen-266.jpg/220px-Strychnos_nux-vomica_-_K%C3%B6hler%E2%80%93s_Medizinal-Pflanzen-266.jpg
8. http://farm4.static.flickr.com/3199/2788311569_702848e261.jpg
9. http://www.worldatlas.com/webimage/countrys/africa/mgafrica.gif
10. http://lcfuncw.pbworks.com/f/1232504129/mada%20people.jpg
11. http://www.lib.uwo.ca/archives/virtualexhibits/historyofmedicine/Faculty/noble.jpg
12. http://jaxmice.jax.org/images/jaxmicedb/featuredImage/000656_lg.jpg
13. http://www.tirgan.com/vincristine.jpg
14. http://partidoalas.com/wp-content/uploads/2011/10/Pediatric-Cancer.jpg
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