Colchicine

The Autumn Crocus

Structure

C22H25NO6C22H25NO6

Uses

Positive-Is an anti-inflammatory drugTreats goutPoisons cancer cells, but also poisons healthy cellsUsed “off-label” in Great Brittan and is used to

treat other things along with back painAlso treats familial Mediterranean fever and

Behçet’s disease.

Positive-Is an anti-inflammatory drugTreats goutPoisons cancer cells, but also poisons healthy cellsUsed “off-label” in Great Brittan and is used to

treat other things along with back painAlso treats familial Mediterranean fever and

Behçet’s disease.

UsesNegative-

Causes stomach upsetHigh doses can damage bone marrow, lead to hair

lose and anemiaCan cause peripheral nerve damage

Negative-Causes stomach upsetHigh doses can damage bone marrow, lead to hair

lose and anemiaCan 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 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

Works Cited

http://upload.wikimedia.org/wikipedia/commons/2/2e/Colchicine_structure.png

http://upload.wikimedia.org/wikipedia/commons/3/3b/Colchicine_3D.png

http://en.wikipedia.org/wiki/Colchicine http://upload.wikimedia.org/wikipedia/commons/f/

f0/Colchicinebiogenesis.svg http://www.inchem.org/documents/pims/pharm/

colchic.htm 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/3/3b/Colchicine_3D.png

http://en.wikipedia.org/wiki/Colchicine http://upload.wikimedia.org/wikipedia/commons/f/

f0/Colchicinebiogenesis.svg http://www.inchem.org/documents/pims/pharm/

colchic.htm http://healthmad.com/health/the-deadliest-flowers-on-

earth-two/