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Colchicine The Autumn Crocus. Structure  C 22 H 25 NO 6 C H NO  C 22 H 25 NO 6 C H NO.

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Presentation on theme: "Colchicine The Autumn Crocus. Structure  C 22 H 25 NO 6 C H NO  C 22 H 25 NO 6 C H NO."— Presentation transcript:

1 Colchicine The Autumn Crocus

2 Structure  C 22 H 25 NO 6 C H NO  C 22 H 25 NO 6 C H NO

3 Uses  Positive-  Is an anti-inflammatory drug  Treats gout  Poisons cancer cells, but also poisons healthy cells  Used “off-label” in Great Brittan and is used to treat other things along with back pain  Also treats familial Mediterranean fever and Behçet’s disease.  Positive-  Is an anti-inflammatory drug  Treats gout  Poisons cancer cells, but also poisons healthy cells  Used “off-label” in Great Brittan and is used to treat other things along with back pain  Also treats familial Mediterranean fever and Behçet’s disease.

4 Uses  Negative-  Causes stomach upset  High doses can damage bone marrow, lead to hair lose and anemia  Can cause peripheral nerve damage  Negative-  Causes stomach upset  High doses can damage bone marrow, lead to hair lose and anemia  Can cause peripheral nerve damage  Toxin-  Poisoning is similar to arsenic poisoning.  Symptoms begin 2-5 hours after toxic dose is administered.  There is no antidote but there are treatments.  Toxin-  Poisoning is similar to arsenic poisoning.  Symptoms begin 2-5 hours after toxic dose is administered.  There is no antidote but there are treatments.

5 Synthesis  Can be biosynthesized  Involves the amino acids phenylalanine and tyrosine  In the end you have to add acetyl-Coenzyme A to deacetylcolchicine to get colchicine  Can be biosynthesized  Involves the amino acids phenylalanine and tyrosine  In the end you have to add acetyl-Coenzyme A to deacetylcolchicine to get colchicine

6 Synthesis con’t.

7 Physical and Chemical Properties  Color  Pale yellow but darkens with exposure to light  State  Odorless powder or scales  Melting Point  153-157 C  pH  In a.5% solution is 5.9  Solubility  Soluble in alcohol or chloroform  Slightly soluble in ether  Insoluble in petroleum ether  1/25 soluble in water  Color  Pale yellow but darkens with exposure to light  State  Odorless powder or scales  Melting Point  153-157 C  pH  In a.5% solution is 5.9  Solubility  Soluble in alcohol or chloroform  Slightly soluble in ether  Insoluble in petroleum ether  1/25 soluble in water

8 Works Cited  http://upload.wikimedia.org/wikipedia/commons/2/2e/ Colchicine_structure.png http://upload.wikimedia.org/wikipedia/commons/2/2e/ Colchicine_structure.png  http://upload.wikimedia.org/wikipedia/commons/3/3b/ Colchicine_3D.png http://upload.wikimedia.org/wikipedia/commons/3/3b/ Colchicine_3D.png  http://en.wikipedia.org/wiki/Colchicine http://en.wikipedia.org/wiki/Colchicine  http://upload.wikimedia.org/wikipedia/commons/f/f0/ Colchicinebiogenesis.svg http://upload.wikimedia.org/wikipedia/commons/f/f0/ Colchicinebiogenesis.svg  http://www.inchem.org/documents/pims/pharm/colchi c.htm http://www.inchem.org/documents/pims/pharm/colchi c.htm  http://healthmad.com/health/the-deadliest-flowers-on- earth-two/ http://healthmad.com/health/the-deadliest-flowers-on- earth-two/  http://upload.wikimedia.org/wikipedia/commons/2/2e/ Colchicine_structure.png http://upload.wikimedia.org/wikipedia/commons/2/2e/ Colchicine_structure.png  http://upload.wikimedia.org/wikipedia/commons/3/3b/ Colchicine_3D.png http://upload.wikimedia.org/wikipedia/commons/3/3b/ Colchicine_3D.png  http://en.wikipedia.org/wiki/Colchicine http://en.wikipedia.org/wiki/Colchicine  http://upload.wikimedia.org/wikipedia/commons/f/f0/ Colchicinebiogenesis.svg http://upload.wikimedia.org/wikipedia/commons/f/f0/ Colchicinebiogenesis.svg  http://www.inchem.org/documents/pims/pharm/colchi c.htm http://www.inchem.org/documents/pims/pharm/colchi c.htm  http://healthmad.com/health/the-deadliest-flowers-on- earth-two/ http://healthmad.com/health/the-deadliest-flowers-on- earth-two/


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