Colchicine chromatography

Determination of chloroform in colchicine by head-space gas chromatography... 

DETERMINATION OF CHLOROFORM IN COLCHICINE BY HEAD-SPACE GAS CHROMATOGRAPHY... 

Colchicine [64-86-8] M 399.5, m 155-157°(dec), [ct]2 6 -570° (c 1, H2O). Commercial material contains up to 4% desmethylcolchicine. Purified by chromatography on alumina, eluting with CHCI3 [Ashley and Harris JCS 677 1944]. Alternatively, an acetone solution on alkali-free alumina has been used, and eluting with acetone [Nicholls and Tarbell JACS 75 1104 7955]. 

Hydrolysis of ( )-colchicine with 0.1 N HC1 affords ( )-colchiceine, and ( )-deacetylcolchiceine is obtained on hydrolysis of ( )-colchicine with 20% H2SO4 and AcOH. Treatment of ( )-deacetylcolchiceine with trifluoroacetic anhydride afforded a trifluoroacetamide which, on methyl-ation with diazomethane, gave a mixture of ( )-trifluoroacetyldeacetyl-colchicine and ( )-trifluoroacetyldeacetylisocolchicine. The latter compounds were separated by chromatography and hydrolyzed with potassium carbonate in acetone/water to give ( )-deacetylcolchicine and ( )-deacetylisocolchicine (37). An easy chemical resolution of ( )-de-acetylcolchicine with 10-camphorsulfonic acid in methanol afforded the optically pure amines, and (+)- and (-)-colchicine after N-acetylation. 

Deacetamidocolchicine (18) was prepared by the classic syntheses of Eschenmoser (38) and van Tamelen (39). The racemate was resolved by medium-pressure liquid chromatography on swollen, microcrystalline cellulose triacetate prepared at 5°C, and the enantiomers were collected at -70°C (32). The (-)-enantiomer with the same biaryl configuration as natural (aS,7S)-colchicine (1) was eluted first and found to be essentially optically pure. Thermal racemization of the optical isomers gave the ther-... 

We tested the urine samples that you provided, since our consultants agreed that if there is any toxic chemical in the system of the beef cattle, it would likely be found in the urine. The samples were tested by a gas chromatography technique we found that was specifically for identifying toxic chemicals in bovine urine. The results clearly showed that the urine had a very high level of colchicine, a poisonous alkaloid sometimes used to enhance plant growth. We would be happy to meet with you to show you the data that led us to this conclusion. 

Gel chromatography has been used to isolate colchicine and colchamine from biological material. An assay of colchicine using adsorption chromatography has also been described. ... 

Benzimidazole Carbamates An extensive survey of mebendazole and related 5-substituted benzimidazole anthelmintics is available. The biochemical characterisation of a helminth (Ascaridia galli) tubulin, the proposed binding site of the benzimidazole carbamates, has been achieved following purification by column chromatography on DEAE-Sephadex. A single peak was responsible for both colchicine and parbendazole binding activity. 

Li, W., J.F. Fitzloff, N.R. Farnsworth, and H.H. Fong. 2002a. Evaluation of commercial Ginkgo biloba dietary supplements for the presence of colchicine by high-performance liquid chromatography. Phytomedicine 9(5) 442-446. 

Li, W., Y. Sun, J.F. Fitzloff, and R.B. van Breemen. 2002b. Evaluation of commercial ginkgo and echinacea dietary supplements for colchicine using liquid chromatography-tandem mass sjjectrometry. Chem. Res. Toxicol. 15(9) 1174-1178. 

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