Colchicine The Autumn Crocus

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

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.

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.

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

Synthesis con’t.

Physical and Chemical Properties  Color  Pale yellow but darkens with exposure to light  State  Odorless powder or scales  Melting Point  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  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

Works Cited  Colchicine_structure.png Colchicine_structure.png  Colchicine_3D.png Colchicine_3D.png   Colchicinebiogenesis.svg Colchicinebiogenesis.svg  c.htm c.htm  earth-two/ earth-two/  Colchicine_structure.png Colchicine_structure.png  Colchicine_3D.png Colchicine_3D.png   Colchicinebiogenesis.svg Colchicinebiogenesis.svg  c.htm c.htm  earth-two/ earth-two/